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MCOS
2015 Strem Chemicals, Inc.
 What Color Is Your Catalyst?
For over fifty years Strem Chemicals
has been providing metal catalysts for
synthetic organic chemistry research
and fine chemical production.

These products appear in our catalog

and are grouped in this booklet with
technical notes and up-to-date
references, which may also be found on
our web site. These catalysts provide pathways to both chiral and achiral
products. For some of these catalysts, Strem may be the first and only
commercial supplier. Many are available in multi-kg quantities.

NEW Biocatalyst Kits: Pharmaceutical customers have sought to

expand their toolbox for chemical transformations and have requested
that Strem add Biocatalysts. So, in conjunction with our partners, we
have added biocatalyst screening kits (see pages 244-251 + page 303).

What color is your catalyst? Since Catalog No. 1, we have reported

the color and form of every product. These are good indicators of quality,
especially for metal catalysts, and should be checked prior to use.
Catalyst Admixtures: We offer a variety of admixtures of metal
precursors and ligands as well as single-use CatKit admixtures.

Ligands for catalysis Strem also carries an extensive line of ligands

which, in combination with a metal precursor, may be used for catalysis.
Phosphorus, Nitrogen, Carbon and Oxygen donor ligands are available
and are featured in their own booklet.

Custom Synthesis: If you cannot find the item you require in this
brochure, please let us know. We provide custom synthesis services.
cGMP: Our FDA inspected current Good Manufacturing Practices
facilities are also available for pharmaceutical applications.

Metal Catalyst and Ligand Kits: Please see the back of this brochure.

www.strem.com: Visit our web site for product prices, availability,

technical notes, blogs, SDS sheets and Certificates of Analysis.

Ephraim S. Honig, Ph.D., M.B.A. MCOS 05/15

COO 2015 Strem Chemicals, Inc.
 METAL CATALYSTS FOR ORGANIC SYNTHESIS
Palladium-catalyzed reactions have become increasingly important in the field of organic synthesis. Among the most important are
Heck arylations and vinylations, additions to -allyls (Tsuji-Trost reaction) and cross-coupling reactions such as Suzuki, Stille, Negishi,
Sonogashira and aromatic carbon-heteroatom bond-forming procedures. Given below is a compilation of some review articles and
general references.
Notable Ligand Classes:
Trialkylphosphines: (a) Fu, G. Acc. Chem. Res. 2008, 41, 1555. (b) Fleckenstein, C. A.; Plenio, H. Chem. Soc. Rev. 2010, 39, 694-711.
N-heterocyclic carbenes: (a) Marion, N.; Nolan, S. Acc. Chem. Res. 2008, 41, 1440. (b) Kantchev, E. A. B.; OBrien, C. J.; Organ,
M. G. Angew. Chem. Int. Ed. 2007, 46, 2768. (c) Chartoire, A.; Nolan, S. P., Ch. 4 in New Trends in Cross-Coupling: Theory and
Applications, The Royal Society of Chemistry: 2015; pp 139-227. (d) Hopkinson, M. N.; Richter, C.; Schedler, M.; Glorius, F., Nature
2014, 510, 485-496.
Dialkylbiarylphosphines: (a) Martin, R.; Buchwald, S. L. Acc. Chem. Res. 2008, 41, 1461. (b) Bruneau, A.; Roche, M.; Alami, M.;
Messaoudi, S. ACS Catalysis 2015, 5,1386.
Heck Coupling Procedures
The Mizoroki-Heck Reaction, Ostreich, M. Ed.; John Wiley & Sons: United Kingdom, 2009.
Knowles, J. P.; Whiting, A. Org. Biomol. Chem. 2007, 5, 31.
Alonso, F.; Beletskaya, I. P.; Yus, M. Tetrahedron 2005, 61, 11771.
Brse, S.; de Meijere, A. Ch 5 in Metal-Catalyzed Cross-Coupling Reactions 2nd Ed. de Meijere, A., Diederich, F., Eds.; Wiley-VCH:
Weinheim, 2004.
Brse, S.; de Meijere, A. Ch. 8 in Metal-Catalyzed Cross-Coupling Reactions and More. de Meijere, A., Brse, S., Oesteich, M., Eds. ;
Wiley-VCH: Weinheim, 2014, pp 533-637.
Beletskaya, I. P.; Cheprakov, A. V. Chem. Rev. 2000, 100, 3009.
Beletskaya, I. P.; Cheprakov, A. V. Ch. 9 in New Trends in Cross-Coupling: Theory and Applications; Colacet, T., Ed.; The Royal
Society of Chemistry: United Kingdom 2015, pp 355-461.
-allyl Additions
Falciola, C. A.; Alexakis, A. Eur. J. Org. Chem. 2008, 3765.
Lu, Z.; Ma, S.; Angew. Chem. Int. Ed. 2008, 47, 258.
Patil, N. T.; Yamamoto, Y. Top. Organomet. Chem. 2006, 19, 91.
Kazmaier, U., Pohlman, M. Ch. 9 in Metal-Catalyzed Cross-Coupling Reactions (see above), 2004.
Trost, B. M., Crawley, M. L. Chem. Rev. 2003, 103, 2921.
Bayer, A.; Kazmaier, U. Ch. 8 in Metal-Catalyzed Cross-Coupling Reactions and More. de Meijere, A., Brse, S., Oesteich, M., Eds.;
Wiley-VCH: Weinheim, 2014, pp 925-969.
Suzuki Coupling
Valente, C.; Organ, M. G., The Contemporary SuzukiMiyaura Reaction. In Boronic Acids, Hall, D. J., Ed.; Wiley-VCH Verlag GmbH &
Co. KGaA: 2011; pp 213-262.
Martin, R.; Buchwald, S. L. Acc. Chem. Res. 2008, 41, 1461.
Molander, G.; Ellis, N. Acc. Chem. Res. 2007, 40, 275.
Baudoin, O. Eur. J. Org. Chem. 2005, 4223.
Bellina, F.; Carpita, A.; Rossi, R. Synthesis 2004, 15, 2419.
Miyaura, N. Ch 2 in Metal-Catalyzed Cross-Coupling Reactions (see above), 2004.
Miyaura, N. Top. Curr. Chem. 2002, 219, 11.
Stille Coupling
Espinet, P.; Echavarren, A. M. Angew. Chem. Int. Ed. 2004, 43, 4704.
Mitchell, T. N. Ch 3 in Metal-Catalyzed Cross-Coupling Reactions (see above), 2004.
Fugami, K.; Kosugi, M. Top. Curr. Chem. 2002, 219, 87.
Farina, V., Krishnamurthy, V., Scott, W. The Stille Reaction, Wiley-Interscience: New York, 1998.
Martn-Matutue, B.; Szab, K. J., Mitchell, T. N. Ch. 6 in Metal-Catalyzed Cross-Coupling Reactions and More. de Meijere, A., Brse,
S., Oesteich, M., Eds.; Wiley-VCH: Weinheim, 2014, pp 423-465.
Negishi Coupling
Valente, C.; Calimsiz, S.; Hoi, K. H.; Mallik, D.; Sayah, M.; Organ, M. G. Angew. Chem. Int. Ed. 2012, 51, 3314.
Knochel, P.; Schade, M. A.; Bernhardt, S.; Manolikakes, G.; Metzger, A.; Piller, F. M.; Rohbogner, C. J.; Mosrin, M. Beilstein J. Org.
Chem. 2011, 7, 1261.
Negishi, E.-I., Zeng, X., Tan, Z., Qian, M., Hu, Q., Huang, Z. Ch 15 in Metal-Catalyzed Cross-Coupling Reactions (see above) 2004.
Knochel, P., Calaza, M. I., Hupe, E. Ch 11 in Metal-Catalyzed Cross-Coupling Reactions (see above), 2004.
Xu, S.; Kamada, H.; Kim, E. H.; Oda, A.; Negishi, E.-I. Ch. 3 in Metal-Catalyzed Cross-Coupling Reactions and More. de Meijere, A.,
Brse, S., Oesteich, M., Eds.; Wiley-VCH: Weinheim, 2014, pp 133-278.
Sonogashira Coupling NEW Biocatalyst Kits -See pages 244-251 + 303
Chincilla, R.; Najera, C. Chem. Soc. Rev. 2011, 40, 5084. Catalyst & Organocatalyst Kits -See pages 252-277
Chinchilla, R.; Najera, C. Chem. Rev. 2007, 107, 874. Ligand Kits -See pages 279-302
Doucet, H.; Hierso, J-C. Angew. Chem. Int. Ed. 2007, 46, 834.
Marsden, J. A., Haley, M. M. Ch 6 in Metal-Catalyzed Cross-Coupling Reactions (see above), 2004.
Schaub, T. A.; Kivala, M. Ch. 9 in Metal-Catalyzed Cross-Coupling Reactions and More. de Meijere, A., Brse, S., Oesteich, M., Eds.;
Wiley-VCH: Weinheim, 2014; pp 665-745.
Aromatic Carbon-Heteroatom Bond-Forming Reactions
Surry, D. S.; Buchwald, S. L. Chem. Sci. 2011, 2, 27.
Surry, D. S.; Buchwald, S. L. Chem. Sci. 2010, 1, 13.
Hartwig, J. F. Acc. Chem. Res. 2008, 41, 1534.
Evano, G.; Blanchard, N.; Toumi, M. Chem Rev. 2008, 108, 3054.
Buchwald, S. L.; Mauger, C.; Mignani, G.; Scholz, U. Adv. Synth. Catal. 2006, 348, 23.
Beletskaya, I. P. Pure Appl. Chem. 2005, 77, 2021.
Jiang, L., Buchwald, S. L. Ch 13 in Metal-Catalyzed Cross-Coupling Reactions (see above), 2004
Schlummer, B.; Scholz, U. Adv. Synth. Catal. 2004, 346, 1599.
Ley, S. V.; Thomas, A. W. Angew. Chem. Int. Ed. 2003, 42, 5400.
Hartwig, J. F. in Handbook on Organopalladium Chemistry for Organic Synthesis (see above), 2002
Beletskaya, I. P.; Cheprakov, A. V. The Complementary Competitors: Palladium and Copper in CN Cross-Coupling Reactions.
Organometallics 2012, 31, 7753-7808.
Paradies, J. Ch. 13 in Metal-Catalyzed Cross-Coupling Reactions and More. de Meijere, A., Brse, S., Oesteich, M., Eds.; Wiley-VCH: Weinheim,
2014; pp 995-1060.
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 METAL CATALYSTS FOR ORGANIC SYNTHESIS
INDEX OF REACTION TYPES
Sorted by Key Element
Amination
24-0850 (1R,2R)-(-)-[1,2-Cyclohexanediamino-N,N'-bis(3,5-di-t-butylsalicylidene)]chromium(III) chloride.......................... 22
24-0851 (1S,2S)-(+)-[1,2-Cyclohexanediamino-N,N'-bis(3,5-di-t-butylsalicylidene)]chromium(III) chloride ......................... 23
29-7050 -Benzenebis[N,N'-(1,3-dimethyl-1,3-propanediylidene)bis(2,6-dichlorobenzenaminato)] dicopper(I), benzene
adduct, min. 98%................................................................................................................................................... 29
29-5000 Copper(II) trifluoromethanesulfonate, 98% (Copper triflate) .................................................................................. 32
29-6700 Tetrakis(acetonitrile)copper(I) hexafluorophosphate, 98+% .................................................................................. 35
79-0340 Chloro[2-(di-t-butylphosphino))-1,1'-biphenyl]gold(I), 99% .................................................................................... 39
79-5000 Methyl(triphenylphosphine)gold(I), 99% ................................................................................................................ 42
03-2010 Lithium tris(S-(-)-1,1'-binaphthyl-2,2'-diolato)yttrate(III) tetrahydrofuran adduct, min. 97%.................................... 58
07-0283 1-[3,5-Bis(trifluoromethyl)phenyl]-3-[(1R,2R)-(-)-2-(dimethylamino)cyclohexyl]thiourea (R,R-TUC)...................... 74
07-0284 1-[3,5-Bis(trifluoromethyl)phenyl]-3-[(1S,2S)-(+)-2-(dimethylamino)cyclohexyl]thiourea (S,S-TUC)...................... 75
07-0380 (11bR)-4,4-Dibutyl-2,6-bis(3,4,5-trifluorophenyl)-4,5-dihydro-3H-dinaphtho[2,1-c:1',2'-e]azepinium bromide....... 79
07-0381 (S)-4,4-Dibutyl-2,6-bis(3,4,5-trifluorophenyl)-4,5-dihydro-3H-dinaphtho[2,1-c:1',2'-e]azepinium bromide ............. 79
07-0414 (5aS, 10bR)-(-)-5a,10b-Dihydro-2-(pentafluorophenyl)-4H,6H-indeno[2,1-b][1,2,4]triazolo[4,3-d][1,4]oxazinium
tetrafluoroborate, min. 98% ................................................................................................................................... 80
07-0417 6,7-Dihydro-2-pentafluorophenyl-5H-pyrrolo[2,1-c]-1,2,4-triazolium tetrafluoroborate, min. 98%.......................... 81
46-0025 Acetato(2'-di-t-butylphosphino-1,1'-biphenyl-2-yl)palladium(II), min. 98% ............................................................. 88
46-0039 Allylchloro[1,3-bis(2,6-di-i-propylphenyl)-4,5-dihydroimidazol-2-ylidene]palladium(II), 97%.................................. 89
46-0040 Allylchloro[1,3-bis(2,6-di-i-propylphenyl)imidazol-2-ylidene]palladium(II), 98% ..................................................... 90
46-0045 Allylchloro[1,3-bis(2,4,6-trimethylphenyl)imidazol-2-ylidene]palladium(II), 98% .................................................... 90
46-0210 Bis(dibenzylideneacetone)palladium(0)................................................................................................................. 92
46-0245 1,2-Bis(phenylsulfinyl)ethanepalladium(II) acetate, min. 98% Christina White Catalyst ........................................ 96
46-0252 Bis(tri-t-butylphosphine)palladium(0), 98%............................................................................................................ 96
46-0262 Bis(tri-o-tolylphosphine)palladium(0), min. 98% .................................................................................................... 99
46-0367 Chloro{[BrettPhos][2-(2-aminoethylphenyl]palladium(II)]}/[BrettPhos] admixture (molar PdP/P = 1:1).................. 99
46-0364 Chloro{[t-BuXPhos][2-(2-aminoethylphenyl]palladium(II)}/[t-BuXPhos] admixture (molar PdP/P = 1:1) ................ 100
46-0264 Chloro(2-di-t-butylphosphino-2',4',6'-tri-i-propyl-1,1'-biphenyl)[2-(2-aminoethyl)phenyl] palladium(II), min. 98%
[t-BuXPhos Palladacycle Gen. 1] .......................................................................................................................... 100
46-0283 Chloro(2-dicyclohexylphosphino-2',6'-dimethoxy-1,1'-biphenyl)(2'-amino-1,1'-biphenyl-2-yl) palladium(II)
min. 98% [SPhos Palladacycle Gen. 2] ................................................................................................................. 100
46-0269 Chloro(2-dicyclohexylphosphino-2',6'-dimethoxy-1,1'-biphenyl)[2-(2-aminoethylphenyl)]palladium(II) methyl-t-
butylether adduct, min. 98% [SPhos Palladacycle Gen. 1].................................................................................... 101
46-0292 Chloro(2-dicyclohexylphosphino-3,6-dimethoxy-2',4',6'-tri-i-propyl-1,1'-biphenyl)(2'-amino-1,1'-biphenyl-2-
yl)palladium(II), min. 98% [BrettPhos Palladacycle Gen. 2] .................................................................................. 101
46-0267 Chloro[2-(dicyclohexylphosphino)-3,6-dimethoxy-2',4',6'-tri-i-propyl-1,1'-biphenyl][2-(2-
aminoethyl)phenyl]palladium(II), min. 98% [BrettPhos Palladacycle Gen. 1] ........................................................ 101
46-0286 Chloro(2-dicyclohexylphosphino-2',6'-di-i-propoxy-1,1'-biphenyl)(2'-amino-1,1'-biphenyl-2-yl)palladium(II),
min. 98% [RuPhos Palladacycle Gen. 2] ............................................................................................................... 102
46-0266 Chloro(2-dicyclohexylphosphino-2',6'-di-i-propoxy-1,1'-biphenyl)[2-(2-aminoethylphenyl)]palladium(II),
methyl-t-butylether adduct, min. 98% [RuPhos Palladacycle Gen. 1].................................................................... 102
46-0281 Chloro(2-dicyclohexylphosphino-2',4',6'-tri-i-propyl-1,1'-biphenyl)(2'-amino-1,1'-biphenyl-2-yl) palladium(II),
min. 98% [XPhos Palladacycle Gen. 2] ................................................................................................................. 103
46-0268 Chloro(2-dicyclohexylphosphino-2',4',6'-tri-i-propyl-1,1'-biphenyl)[2-(2-aminoethyl)phenyl] palladium(II)
methyl-t-butylether adduct, min. 98% [XPhos Palladacycle Gen. 1]...................................................................... 104
46-0342 Chloro{[4-(N,N-dimethylamino)phenyl]di-t-butylphosphino}(2'-amino-1,1'-biphenyl-2-yl)palladium(II), min. 98%
[Amphos Palladacycle] .......................................................................................................................................... 105
46-0366 Chloro{[RuPhos][2-(2-aminoethylphenyl]palladium(II)}/[RuPhos] admixture (molar PdP/P = 1:1)......................... 107
46-0369 Chloro{[S-Phos][2-(2-aminoethylphenyl]palladium(II)}/[S-Phos] admixture (molar PdP/P = 1:1)........................... 108
46-0368 Chloro{[X-Phos][2-(2-aminoethylphenyl]palladium(II)}/[X-Phos] admixture (molar PdP/P = 1:1)........................... 108
46-0370 Dichlorobis(acetonitrile)palladium(II), 99% ............................................................................................................ 111
46-0400 Dichlorobis(benzonitrile)palladium(II), 99% ........................................................................................................... 112
46-0340 Methanesulfonato[2-bis(3,5-di(trifluoromethyl)phenylphosphino)-3,6-dimethoxy-2',4',6'-tri-i-propyl-1,1'-biphenyl]
(2'-amino-1,1'-biphenyl-2-yl)palladium(II), min. 98% [JackiePhos Palladacycle Gen. 3]........................................ 119
46-0365 Methanesulfonato[di-t-butyl(n-butyl)phosphine](2'-amino-1,1'-biphenyl-2-yl)palladium(II) dichloromethane
adduct, min. 98% [P(t-Bu)2(n-Bu) Palladacycle Gen. 3] ........................................................................................ 120
46-0358 Methanesulfonato(di-t-butylneopentylphosphine)(2'-amino-1,1'-biphenyl-2-yl)palladium(II), min. 98%
[DTBNpP Palladacycle Gen. 3] ............................................................................................................................. 120
46-0325 Methanesulfonato(2-(di-t-butylphosphino)-3,6-dimethoxy-2',4',6'-tri-i-propyl-1,1'-biphenyl)(2'-amino-1,1'-
biphenyl-2-yl)palladium(II), min. 98% [t-BuBrettPhos Palladacycle Gen. 3] .......................................................... 120
46-0335 Methanesulfonato(2-(di-t-butylphosphino)-3-methoxy-6-methyl-2',4',6'-tri-i-propyl-1,1'-biphenyl)(2'-amino-1,1'-
biphenyl-2-yl)palladium(II), min. 98% [RockPhos Palladacycle Gen. 3] ................................................................ 122
46-0323 Methanesulfonato(2-di-t-butylphosphino-2',4',6'-tri-i-propyl-1,1'-biphenyl)(2'-amino-1,1'-biphenyl-2-
yl)palladium(II), min. 98% [t-BuXPhos Palladacycle Gen. 3] ................................................................................. 122
46-0318 Methanesulfonato(2-dicyclohexylphosphino-2',6'-dimethoxy-1,1'-biphenyl)(2'-amino-1,1'-biphenyl-2-
yl)palladium(II) dichloromethane adduct min. 98% [SPhos Palladacycle Gen. 3].................................................. 123
46-0380 Methanesulfonato(2-dicyclohexylphosphino-2',6'-dimethoxy-1,1'-biphenyl)(2'-methylamino-1,1'-biphenyl-2-
yl)palladium(II) dichloromethane adduct min. 98% [SPhos Palladacycle Gen. 4].................................................. 123
46-0322 Methanesulfonato(2-dicyclohexylphosphino-3,6-dimethoxy-2',4',6'-tri-i-propyl-1,1'-biphenyl)(2'-amino-1,1'-
biphenyl-2-yl)palladium(II), min. 98% [BrettPhos Palladacycle Gen. 3]................................................................. 123
46-0314 Methanesulfonato(2-dicyclohexylphosphino-2',6'-di-i-propoxy-1,1'-biphenyl)(2'-amino-1,1'-biphenyl-2-yl)
palladium(II), min. 98% [RuPhos Palladacycle Gen. 3] ......................................................................................... 125
2 Visit strem.com for new product announcements.
Amination
46-0395 Methanesulfonato(2-dicyclohexylphosphino-2',6'-di-i-propoxy-1,1'-biphenyl)(2'-methylamino-1,1'-biphenyl-2-
yl)palladium(II), min. 98% [RuPhos Palladacycle Gen. 4] ..................................................................................... 126
46-0320 Methanesulfonato(2-dicyclohexylphosphino-2',4',6'-tri-i-propyl-1,1'-biphenyl)(2'-amino-1,1'-biphenyl-2-
yl)palladium(II), min. 98% [XPhos Palladacycle Gen. 3]........................................................................................ 126
46-0327 Methanesulfonato(2-dicyclohexylphosphino-2',4',6'-tri-i-propyl-1,1'-biphenyl)(2'-methylamino-1,1'-biphenyl-2-
yl)palladium(II), min. 98% [XPhos Palladacycle Gen. 4]........................................................................................ 127
46-0345 Methanesulfonato{[4-(N,N-dimethylamino)phenyl]di-t-butylphosphino}(2'-amino-1,1'-biphenyl-2-yl)palladium(II),
min. 98% [Amphos Palladacycle Gen. 3] .............................................................................................................. 127
46-0388 Methanesulfonato[9,9-dimethyl-4,5-bis(diphenylphosphino)xanthene](2'-methylamino-1,1'-biphenyl-2-yl)
palladium(II), 98% [Xantphos Palladacycle Gen. 4]............................................................................................... 127
46-0385 Methanesulfonato(tri-t-butylphosphino)(2'-methylamino-1,1'-biphenyl-2-yl)palladium(II), 98%
[P(t-Bu)3 Palladacycle Gen. 4]............................................................................................................................... 128
46-0379 Methanesulfonato(tricyclohexylphosphino)(2'-methylamino-1,1'-biphenyl-2-yl)palladium(II), 98%
[PCy3 Palladacycle Gen. 4] ................................................................................................................................... 128
46-1780 Palladium(II) acetate, min. 98% (99.9+%-Pd) ....................................................................................................... 129
46-1781 Palladium(II) acetate, 99+% (99.95+%-Pd) ........................................................................................................... 129
46-3000 Tris(dibenzylideneacetone)dipalladium(0) ............................................................................................................. 133
46-3010 Tris(dibenzylideneacetone)dipalladium(0) chloroform adduct ............................................................................... 134
45-0190 1,4-Bis(diphenylphosphino)butane(1,5-cyclooctadiene)rhodium(I) tetrafluoroborate, dichloromethane adduct, min. 98% ... 146
45-0380 Chloro(1,5-cyclooctadiene)rhodium(I) dimer, 98% ................................................................................................ 152
44-0085 Carbonylchlorohydridotris(triphenylphosphine)ruthenium(II), 99% ........................................................................ 175
44-0102 Chloro{(R)-(-)-5,5'-bis[di(3,5-di-t-butyl-4-methoxyphenyl)phosphino]-4,4'-bi-1,3-benzodioxole}(p-cymene)
ruthenium(II) chloride [RuCl(p-cymene)((R)-dtbm-segphos)]Cl ........................................................................... 181
44-0103 Chloro{(S)-(+)-5,5'-bis[di(3,5-di-t-butyl-4-methoxyphenyl)phosphino]-4,4'-bi-1,3-benzodioxole}(p-cymene)
ruthenium(II) chloride [RuCl(p-cymene)((S)-dtbm-segphos)]Cl ........................................................................... 181
44-0098 Chloro{(R)-(+)-5,5'-bis[di(3,5-xylyl)phosphino]-4,4'-bi-1,3-benzodioxole}(p-cymene)ruthenium(II) chloride
[RuCl(p-cymene)((R)-dm-segphos)]Cl ................................................................................................................. 186
44-0099 Chloro{(S)-(-)-5,5'-bis[di(3,5-xylyl)phosphino]-4,4'-bi-1,3-benzodioxole}(p-cymene)ruthenium(II) chloride
[RuCl(p-cymene)((S)-dm-segphos)]Cl ................................................................................................................. 186
44-0525 Chlorocarbonylhydrido[4,5-bis-(di-i-propylphosphinomethyl)acridine]ruthenium(II), min.98% Milstein Acridine Catalyst ..... 188
44-0180 Diacetato{(R)-(-)-5,5'-bis[di(3,5-di-t-butyl-4-methoxyphenyl)phosphino]-4,4'-bi-1,3-benzodioxole}ruthenium(II)
Ru(OAc)2[(R)-dtbm-segphos] ............................................................................................................................. 195
44-0181 Diacetato{(S)-(+)-5,5'-bis[di(3,5-di-t-butyl-4-methoxyphenyl)phosphino]-4,4'-bi-1,3-benzodioxole}ruthenium(II)
Ru(OAc)2[(S)-dtbm-segphos] .............................................................................................................................. 196
44-0174 Diacetato{(R)-(+)-5,5'-bis[di(3,5-xylyl)phosphino]-4,4'-bi-1,3-benzodioxole}ruthenium(II)
Ru(OAc)2[(R)-dm-segphos] ................................................................................................................................. 198
44-0176 Diacetato{(S)-(-)-5,5'-bis[di(3,5-xylyl)phosphino]-4,4'-bi-1,3-benzodioxole}ruthenium(II)
Ru(OAc)2[(S)-dm-segphos].................................................................................................................................. 199
44-0214 Dichloro{(R)-(+)-5,5'-bis[di(3,5-xylyl)phosphino]-4,4'-bi-1,3-benzodioxole}[(2R)-(-)-1,1-bis(4-methoxyphenyl)-3-
methyl-1,2-butanediamine]ruthenium(II) RuCl2[(R)-dm-segphos][(R)-daipen] ..................................................... 208
44-0215 Dichloro{(S)-(-)-5,5'-bis[di(3,5-xylyl)phosphino]-4,4'-bi-1,3-benzodioxole}[(2S)-(+)-1,1-bis(4-methoxyphenyl)-3-
methyl-1,2-butanediamine]ruthenium(II) RuCl2[(S)-dm-segphos][(S)-daipen] ..................................................... 208
44-0228 Dichloro{(R)-(+)-5,5'-bis[di(3,5-xylyl)phosphino]-4,4'-bi-1,3-benzodioxole}[(1R,2R)-(+)-1,2-diphenylethylene-
diamine]ruthenium(II) RuCl2[(R)-dm-segphos][(R,R)-dpen] ................................................................................. 208
44-0229 Dichloro{(S)-(-)-5,5'-bis[di(3,5-xylyl)phosphino]-4,4'-bi-1,3-benzodioxole}[(1S,2S)-(-)-1,2-diphenylethylene-
diamine]ruthenium(II) RuCl2[(S)-dm-segphos][(S,S)-dpen].................................................................................. 209
44-0510 Dimethylammonium dichlorotri(-chloro)bis[(R)-(+)-2,2'-bis(diphenylphosphino)-1,1'-binaphthyl]diruthenate(II)
[NH2Me2][{RuCl((R)-binap)}2(-Cl)3] ...................................................................................................................... 215
44-0511 Dimethylammonium dichlorotri(-chloro)bis[(S)-(-)-2,2'-bis(diphenylphosphino)-1,1'-binaphthyl]diruthenate(II)
[NH2Me2][{RuCl((S)-binap)}2(-Cl)3] ...................................................................................................................... 215
44-0780 1-Hydroxytetraphenylcyclopentadienyl(tetraphenyl-2,4-cyclopentadien-1-one)--hydrotetracarbonyl-
diruthenium(II), 98% SHVO'S CATALYST ............................................................................................................ 217
44-1850 Ruthenium carbonyl, 99% ..................................................................................................................................... 219
39-1500 Tris[N,N-bis(trimethylsilyl)amide]yttrium(III), min. 98% (99.9%-Y) (REO).............................................................. 235

Aziridination
29-4050 Chloro[1,3-bis(2,6-di-i-propylphenyl)imidazol-2-ylidene]copper(I), 98% ................................................................ 31
29-5000 Copper(II) trifluoromethanesulfonate, 98% (Copper triflate) .................................................................................. 32
45-1730 Rhodium(II) acetate dimer, 99%............................................................................................................................ 159

Carbon-carbon bond formation-Cross coupling

27-0478 1,2-Bis(diphenylphosphino)ethanedichlorocobalt(II), min. 97%............................................................................. 24
27-0554 Dichloro[1,1'-bis(diphenylphosphino)ferrocene]cobalt(II), 99% ............................................................................. 28
29-4050 Chloro[1,3-bis(2,6-di-i-propylphenyl)imidazol-2-ylidene]copper(I), 98% ................................................................ 31
29-6700 Tetrakis(acetonitrile)copper(I) hexafluorophosphate, 98+% .................................................................................. 35
28-0010 Bis(1,5-cyclooctadiene)nickel (0), 98+% ............................................................................................................... 63
28-0091 Bis(tricyclohexylphosphine)nickel(II) chloride, 99%............................................................................................... 68
28-0095 Bis(triphenylphosphine)nickel(II) chloride, 99%..................................................................................................... 69
28-0500 Dichloro[1,1'-bis(diphenylphosphino)ferrocene]nickel(II), 98%.............................................................................. 70
07-0299 1,3-Bis(2,4,6-trimethylphenyl)imidazolium chloride, min. 97% .............................................................................. 76
07-0600 1,3-Bis(2,4,6-trimethylphenyl)imidazol-2-ylidene, min. 98% .................................................................................. 78
46-0039 Allylchloro[1,3-bis(2,6-di-i-propylphenyl)-4,5-dihydroimidazol-2-ylidene]palladium(II), 97%.................................. 89
46-0040 Allylchloro[1,3-bis(2,6-di-i-propylphenyl)imidazol-2-ylidene]palladium(II), 98% ..................................................... 90
46-0045 Allylchloro[1,3-bis(2,4,6-trimethylphenyl)imidazol-2-ylidene]palladium(II), 98% .................................................... 90
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Carbon-carbon bond formation-Cross coupling
46-0100 Allylpalladium chloride dimer, min. 98% ................................................................................................................ 91
46-0210 Bis(dibenzylideneacetone)palladium(0)................................................................................................................. 92
46-0220 1,3-Bis(2,6-di-i-propylphenyl)imidazol-2-ylidene(1,4-naphthoquinone)palladium(0) dimer, 96%........................... 95
46-0252 Bis(tri-t-butylphosphine)palladium(0), 98%............................................................................................................ 96
46-0265 1,3-Bis(2,4,6-trimethylphenyl)imidazol-2-ylidene(1,4-naphthoquinone)palladium(0) dimer, 96% .......................... 98
46-0367 Chloro{[BrettPhos][2-(2-aminoethylphenyl]palladium(II)]}/[BrettPhos] admixture (molar PdP/P = 1:1).................. 99
46-0815 Chloro(1-t-butylindenyl)[1,3-bis(2,6-di-i-propylphenyl) imidazol-2-yl]palladium(II), 98%........................................ 99
46-0364 Chloro{[t-BuXPhos][2-(2-aminoethylphenyl]palladium(II)}/[t-BuXPhos] admixture (molar PdP/P = 1:1) ................ 100
46-0264 Chloro(2-di-t-butylphosphino-2',4',6'-tri-i-propyl-1,1'-biphenyl)[2-(2-aminoethyl)phenyl] palladium(II), min. 98%
[t-BuXPhos Palladacycle Gen. 1] .......................................................................................................................... 100
46-0283 Chloro(2-dicyclohexylphosphino-2',6'-dimethoxy-1,1'-biphenyl)(2'-amino-1,1'-biphenyl-2-yl) palladium(II)
min. 98% [SPhos Palladacycle Gen. 2] ................................................................................................................. 100
46-0269 Chloro(2-dicyclohexylphosphino-2',6'-dimethoxy-1,1'-biphenyl)[2-(2-aminoethylphenyl)]palladium(II)
methyl-t-butylether adduct, min. 98% [SPhos Palladacycle Gen. 1]...................................................................... 101
46-0292 Chloro(2-dicyclohexylphosphino-3,6-dimethoxy-2',4',6'-tri-i-propyl-1,1'-biphenyl)(2'-amino-1,1'-biphenyl-2-
yl)palladium(II), min. 98% [BrettPhos Palladacycle Gen. 2] .................................................................................. 101
46-0267 Chloro[2-(dicyclohexylphosphino)-3,6-dimethoxy-2',4',6'-tri-i-propyl-1,1'-biphenyl][2-(2-
aminoethyl)phenyl]palladium(II), min. 98% [BrettPhos Palladacycle Gen. 1] ........................................................ 101
46-0232 Chloro[2-(dicyclohexylphosphino)-2'-(N,N-dimethylamino)-1,1'-biphenyl](2'-amino-1,1'-biphenyl-2-
yl)palladium(II), min. 98% [DavePhos Palladacycle Gen. 2].................................................................................. 102
46-0286 Chloro(2-dicyclohexylphosphino-2',6'-di-i-propoxy-1,1'-biphenyl)(2'-amino-1,1'-biphenyl-2-yl)palladium(II),
min. 98% [RuPhos Palladacycle Gen. 2] ............................................................................................................... 102
46-0266 Chloro(2-dicyclohexylphosphino-2',6'-di-i-propoxy-1,1'-biphenyl)[2-(2-aminoethylphenyl)]palladium(II),
methyl-t-butylether adduct, min. 98% [RuPhos Palladacycle Gen. 1].................................................................... 102
46-0281 Chloro(2-dicyclohexylphosphino-2',4',6'-tri-i-propyl-1,1'-biphenyl)(2'-amino-1,1'-biphenyl-2-yl) palladium(II),
min. 98% [XPhos Palladacycle Gen. 2] ................................................................................................................. 103
46-0268 Chloro(2-dicyclohexylphosphino-2',4',6'-tri-i-propyl-1,1'-biphenyl)[2-(2-aminoethyl)phenyl] palladium(II)
methyl-t-butylether adduct, min. 98% [XPhos Palladacycle Gen. 1]...................................................................... 104
46-0342 Chloro{[4-(N,N-dimethylamino)phenyl]di-t-butylphosphino}(2'-amino-1,1'-biphenyl-2-yl)palladium(II), min. 98%
[Amphos Palladacycle] .......................................................................................................................................... 105
46-0270 Chloro(di-2-norbornylphosphino)(2'-dimethylamino-1,1'-biphenyl-2-yl)palladium(II), 97% min.............................. 105
46-0274 Chloro[(1,2,3-)-3-phenyl-2-propenyl][1,3-bis(2,6-di-i-propylphenyl)-4,5-dihydroimidazol-2-ylidene
palladium(II), min. 97%.......................................................................................................................................... 107
46-0276 Chloro[(1,2,3-)-3-phenyl-2-propenyl][1,3-bis(2,6-di-i-propylphenyl)imidazol-2-ylidene]palladium(II), min. 97% .... 107
46-0366 Chloro{[RuPhos][2-(2-aminoethylphenyl]palladium(II)}/[RuPhos] admixture (molar PdP/P = 1:1)......................... 107
46-0369 Chloro{[S-Phos][2-(2-aminoethylphenyl]palladium(II)}/[S-Phos] admixture (molar PdP/P = 1:1)........................... 108
46-0285 Cyclopentadienyl[(1,2,3-n)-1-phenyl-2-propenyl]palladium(II), 98%...................................................................... 108
46-0355 Di--bromobis(tri-t-butylphosphino)dipalladium(I).................................................................................................. 110
46-0370 Dichlorobis(acetonitrile)palladium(II), 99% ............................................................................................................ 111
46-0400 Dichlorobis(benzonitrile)palladium(II), 99% ........................................................................................................... 112
46-0825 Dichlorobis{[4-(N,N-dimethylamino)phenyl]di-t-butylphosphino}palladium(II), min. 98% Pdamphos ..................... 112
46-0450 Dichloro[1,1'-bis(diphenylphosphino)ferrocene]palladium(II) dichloromethane adduct.......................................... 114
46-0460 Dichloro[1,1'-bis(di-i-propylphosphino)ferrocene]palladium(II), 99% ..................................................................... 115
46-0530 trans-Dichlorobis(triphenylphosphine)palladium(II), 99% (99.9+%-Pd) ................................................................. 117
46-0340 Methanesulfonato[2-bis(3,5-di(trifluoromethyl)phenylphosphino)-3,6-dimethoxy-2',4',6'-tri-i-propyl-1,1'-biphenyl]
(2'-amino-1,1'-biphenyl-2-yl)palladium(II), min. 98% [JackiePhos Palladacycle Gen. 3]........................................ 119
46-0365 Methanesulfonato[di-t-butyl(n-butyl)phosphine](2'-amino-1,1'-biphenyl-2-yl)palladium(II) dichloromethane
adduct, min. 98% [P(t-Bu)2(n-Bu) Palladacycle Gen. 3] ........................................................................................ 120
46-0325 Methanesulfonato(2-(di-t-butylphosphino)-3,6-dimethoxy-2',4',6'-tri-i-propyl-1,1'-biphenyl)(2'-amino-1,1'-
biphenyl-2-yl)palladium(II), min. 98% [t-BuBrettPhos Palladacycle Gen. 3] .......................................................... 120
46-0335 Methanesulfonato(2-(di-t-butylphosphino)-3-methoxy-6-methyl-2',4',6'-tri-i-propyl-1,1'-biphenyl)(2'-amino-1,1'-
biphenyl-2-yl)palladium(II), min. 98% [RockPhos Palladacycle Gen. 3] ................................................................ 122
46-0323 Methanesulfonato(2-di-t-butylphosphino-2',4',6'-tri-i-propyl-1,1'-biphenyl)(2'-amino-1,1'-biphenyl-2-
yl)palladium(II), min. 98% [t-BuXPhos Palladacycle Gen. 3] ................................................................................. 122
46-0318 Methanesulfonato(2-dicyclohexylphosphino-2',6'-dimethoxy-1,1'-biphenyl)(2'-amino-1,1'-biphenyl-2-
yl)palladium(II) dichloromethane adduct min. 98% [SPhos Palladacycle Gen. 3].................................................. 123
46-0380 Methanesulfonato(2-dicyclohexylphosphino-2',6'-dimethoxy-1,1'-biphenyl)(2'-methylamino-1,1'-biphenyl-2-
yl)palladium(II) dichloromethane adduct min. 98% [SPhos Palladacycle Gen. 4].................................................. 123
46-0322 Methanesulfonato(2-dicyclohexylphosphino-3,6-dimethoxy-2',4',6'-tri-i-propyl-1,1'-biphenyl)(2'-amino-1,1'-
biphenyl-2-yl)palladium(II), min. 98% [BrettPhos Palladacycle Gen. 3]................................................................. 123
46-0333 Methanesulfonato(2-dicyclohexylphosphino-3,6-dimethoxy-2',4',6'-tri-i-propyl-1,1'-biphenyl)(2'-methylamino-
1,1'-biphenyl-2-yl)palladium(II), min. 98% [BrettPhos Palladacycle Gen. 4] .......................................................... 124
46-0237 Methanesulfonato[2-(dicyclohexylphosphino)-2'-(N,N-dimethylamino)-1,1'-biphenyl](2'-amino-1,1'-biphenyl-2-
yl)palladium(II) CH2Cl2 adduct, min. 98% [DavePhos Palladacycle Gen. 3].......................................................... 125
46-0314 Methanesulfonato(2-dicyclohexylphosphino-2',6'-di-i-propoxy-1,1'-biphenyl)(2'-amino-1,1'-biphenyl-2-
yl)palladium(II), min. 98% [RuPhos Palladacycle Gen. 3] ..................................................................................... 125
46-0395 Methanesulfonato(2-dicyclohexylphosphino-2',6'-di-i-propoxy-1,1'-biphenyl)(2'-methylamino-1,1'-biphenyl-2-
yl)palladium(II), min. 98% [RuPhos Palladacycle Gen. 4] ..................................................................................... 126
46-0320 Methanesulfonato(2-dicyclohexylphosphino-2',4',6'-tri-i-propyl-1,1'-biphenyl)(2'-amino-1,1'-biphenyl-2-
yl)palladium(II), min. 98% [XPhos Palladacycle Gen. 3]........................................................................................ 126
46-0327 Methanesulfonato(2-dicyclohexylphosphino-2',4',6'-tri-i-propyl-1,1'-biphenyl)(2'-methylamino-1,1'-biphenyl-2-
yl)palladium(II), min. 98% [XPhos Palladacycle Gen. 4]........................................................................................ 127
46-0345 Methanesulfonato{[4-(N,N-dimethylamino)phenyl]di-t-butylphosphino}(2'-amino-1,1'-biphenyl-2-yl)palladium(II),
min. 98% [Amphos Palladacycle Gen. 3] .............................................................................................................. 127
46-0239 Methanesulfonato(tricyclohexylphosphine)(2'-amino-1,1'-biphenyl-2-yl)palladium(II) dichloromethane adduct,
min. 98% [PCy3 Palladacycle Gen. 3]................................................................................................................... 128
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Carbon-carbon bond formation-Cross coupling
46-0379 Methanesulfonato(tricyclohexylphosphino)(2'-methylamino-1,1'-biphenyl-2-yl)palladium(II), 98%
[PCy3 Palladacycle Gen. 4] ....................................................................................................................................... 128
46-1553 (2'-Methylamino-1,1'-biphenyl-2-yl)methanesulfonatopalladium(II) dimer, min. 98%............................................. 128
46-1780 Palladium(II) acetate, min. 98% (99.9+%-Pd) ....................................................................................................... 129
46-1781 Palladium(II) acetate, 99+% (99.95+%-Pd) ........................................................................................................... 129
46-1850 Palladium(II) chloride (99.9%-Pd).......................................................................................................................... 130
46-2150 Tetrakis(triphenylphosphine)palladium(0), 99% (99.9+%-Pd) ............................................................................... 131
46-3000 Tris(dibenzylideneacetone)dipalladium(0) ............................................................................................................. 133
46-3010 Tris(dibenzylideneacetone)dipalladium(0) chloroform adduct ............................................................................... 134
46-3015 Tris(dibenzylideneacetone)dipalladium(0)/tri-t-butylphosphonium tetrafluoroborate admixture (molar Pd/P = 1:1.2)........... 135
46-3020 Tris(dibenzylideneacetone)dipalladium(0)/tri-t-butylphosphonium tetrafluoroborate admixture (molar Pd/P = 1:2) ............. 135
45-0380 Chloro(1,5-cyclooctadiene)rhodium(I) dimer, 98% ................................................................................................ 152
45-2160 Tris(acetonitrile)pentamethylcyclopentadienylrhodium(III) hexafluoroantimonate, min. 98% ................................ 164
44-0092 Chloro{(R)-(+)-2,2'-bis[di(3,5-xylyl)phosphino]-1,1'-binaphthyl}(p-cymene)ruthenium(II) chloride
[RuCl(p-cymene)((R)-xylbinap}]Cl ......................................................................................................................... 187
44-0166 Diacetato[(R)-(+)-2,2'-bis(diphenylphosphino)-5,5',6,6',7,7',8,8'-octahydro-1,1'-binaphthyl]ruthenium(II)
Ru(OAc)2[(R)-H8-binap] ......................................................................................................................................... 197
44-0167 Diacetato[(S)-(-)-2,2'-bis(diphenylphosphino)-5,5',6,6',7,7',8,8'-octahydro-1,1'-binaphthyl]ruthenium(II)
Ru(OAc)2[(S)-H8-binap] ......................................................................................................................................... 198
44-0510 Dimethylammonium dichlorotri(-chloro)bis[(R)-(+)-2,2'-bis(diphenylphosphino)-1,1'-binaphthyl]diruthenate(II)
[NH2Me2][{RuCl((R)-binap)}2(-Cl)3] ...................................................................................................................... 215

Carbon-carbon bond formation-General

13-5800 (1R,2R)-(-)-[1,2-Cyclohexanediamino-N,N'-bis(3,5-di-t-butylsalicylidene)]aluminum(III) chloride, 98%................. 20
13-5801 (1S,2S)-(+)-[1,2-Cyclohexanediamino-N,N'-bis(3,5-di-t-butylsalicylidene)]aluminum(III) chloride, 98% ................ 20
24-0180 Chromium carbonyl, 99% ...................................................................................................................................... 22
24-0850 (1R,2R)-(-)-[1,2-Cyclohexanediamino-N,N'-bis(3,5-di-t-butylsalicylidene)]chromium(III) chloride.......................... 22
24-0851 (1S,2S)-(+)-[1,2-Cyclohexanediamino-N,N'-bis(3,5-di-t-butylsalicylidene)]chromium(III) chloride ......................... 23
27-0478 1,2-Bis(diphenylphosphino)ethanedichlorocobalt(II), min. 97%............................................................................. 24
27-1050 Chlorotris(triphenylphosphine)cobalt(I), min. 98%................................................................................................. 24
27-0400 Cobalt carbonyl (Dicobalt octacarbonyl) (Stabilized with 1-5% hexanes).............................................................. 24
27-0525 (1R,2R)-(-)-1,2-Cyclohexanediamino-N,N'-bis(3,5-di-t-butylsalicylidene)cobalt(II) ................................................ 27
27-0526 (1S,2S)-(+)-1,2-Cyclohexanediamino-N,N'-bis(3,5-di-t-butylsalicylidene)cobalt(II)................................................ 28
27-1950 Tetracobalt dodecacarbonyl, min. 98% ................................................................................................................. 28
29-4050 Chloro[1,3-bis(2,6-di-i-propylphenyl)imidazol-2-ylidene]copper(I), 98% ................................................................ 31
29-5000 Copper(II) trifluoromethanesulfonate, 98% (Copper triflate) .................................................................................. 32
29-6720 Trifluoromethyl(1,10-phenanthroline)copper(I), 95% Trifluoromethylator............................................................. 35
29-2955 Tris(triphenylphosphine)(trifluoromethyl)copper(I), 99%........................................................................................ 36
79-0300 1,3-Bis(2,6-di-i-propylphenyl)imidazol-2-ylidene(acetonitrile)gold(I) tetrafluoroborate, 95%.................................. 37
79-0205 1,3-Bis(2,6-di-i-propylphenyl)imidazol-2-ylidenegold(I) hydroxide, min. 97% ........................................................ 38
79-0340 Chloro[2-(di-t-butylphosphino))-1,1'-biphenyl]gold(I), 99% .................................................................................... 39
79-0740 Chlorotri-t-butylphosphinegold(I), 99% .................................................................................................................. 40
79-0352 2-(Di-t-butylphosphino))-1,1'-biphenyl(acetonitrile)gold(I) hexafluoroantimonate, 99% ......................................... 40
79-3615 Triphenylphosphinegold(I) bis(trifluoromethanesulfonyl)imidate, min. 98%........................................................... 42
77-5074 [(R)-(+)-5,5'-Bis(diphenylphosphino)-4,4'-bi-1,3-benzodioxole][4-cyano-3-nitrobenzenecarboxylato]
[1,2,3--2-propenylIr(III), min. 98%........................................................................................................................ 45
77-5075 [(S)-(-)-5,5'-Bis(diphenylphosphino)-4,4'-bi-1,3-benzodioxole][4-cyano-3-nitrobenzenecarboxylato]
[1,2,3--2-propenyl]iridium(III), min. 98% .............................................................................................................. 45
77-0425 (4,4'-Di-t-butyl-2,2'-bipyridine)bis[3,5-difluoro-2-[5-trifluoromethyl-2-pyridinyl-kN)phenyl-kC]iridium(III)
hexafluorophosphate, 99%.................................................................................................................................... 50
77-0410 (4,4'-Di-t-butyl-2,2'-bipyridine)bis[2-(2-pyridinyl-kN)phenyl-kC]iridium(III) hexafluorophosphate, 99% .................. 50
77-1060 Dichloro(pentamethylcyclopentadienyl)iridium(III) dimer, 98% .............................................................................. 51
77-0468 Di--chlorotetrakis[3,5-difluoro-2-[5-trifluoromethyl-2-pyridinyl-kN)phenyl-kC]diiridium(III), 99% .......................... 50
26-1410 (R)-(+)-4-Dimethylaminopyrindinyl(pentaphenylcyclopentadienyl)iron, min. 98% (R)-C5Ph5-DMAP .................... 54
26-1411 (S)-(-)-4-Dimethylaminopyrindinyl(pentaphenylcyclopentadienyl)iron, min. 98% (S)-C5Ph5-DMAP....................... 54
26-3700 (R)-(+)-4-Pyrrolidinopyrindinyl(pentamethylcyclopentadienyl)iron, min. 98% (R)-PPY*......................................... 56
26-3701 (S)-(-)-4-Pyrrolidinopyrindinyl(pentamethylcyclopentadienyl)iron, min. 98% (S)-PPY*.......................................... 57
57-0200 Di-[3-((R)-2,2'-dihydroxy-1,1'-binaphthylmethyl)]ether, lanthanum(III) salt, tetrahydrofuran adduct SCT-(R)-BINOL ........... 57
57-0201 Di-[3-((S)-2,2'-dihydroxy-1,1'-binaphthylmethyl)]ether, lanthanum(III) salt, tetrahydrofuran adduct SCT-(S)-BINOL ........... 57
03-2010 Lithium tris(S-(-)-1,1'-binaphthyl-2,2'-diolato)yttrate(III) tetrahydrofuran adduct, min. 97%.................................... 58
12-1200 Magnesium bis(trifluoromethylsulfonyl)imide, min. 97%........................................................................................ 58
25-0300 (1R,2R)-(-)-[1,2-Cyclohexanediamino-N,N'-bis(3,5-di-t-butylsalicylidene)]manganese (III) chloride, 98%
(R,R)-Jacobsen Cat............................................................................................................................................... 60
25-0301 (1S,2S)-(+)-[1,2-Cyclohexanediamino-N,N'-bis(3,5-di-t-butylsalicylidene)]manganese(III) chloride, 98%
(S,S)-Jacobsen Cat. .............................................................................................................................................. 60
28-0010 Bis(1,5-cyclooctadiene)nickel (0), 98+% ............................................................................................................... 63
28-1330 trans-Bis(dicyclohexylphenylphosphino)nickel(II) chloride, 99% ........................................................................... 67
28-0080 1,3-Bis(diphenylphosphino)propane nickel(II) chloride, 99%................................................................................. 67
28-0150 Chlorobis(dicyclohexylphenylphosphino)(2-methylphenyl)nickel(II), 99% ............................................................. 70
28-1130 Nickel(II) acetylacetonate, anhydrous, min. 95%................................................................................................... 70
28-1110 Nickel(II) acetylacetonate hydrate ......................................................................................................................... 70
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Carbon-carbon bond formation-General
07-1712 (8, 9S)-(+)-9-Amino-cinchonan-6'-ol, min. 90% ................................................................................................... 71
07-1717 (9R)-(+)-9-Amino-cinchonan-6'-ol, min. 90% ......................................................................................................... 72
07-1235 (4S,4'S)-2,2'-(1,3-Bis[4-(t-butyl)phenyl)propane-2,2-diyl]bis(4-phenyl-4,5-dihydrooxazole) (S)-BTBBPh-SaBOX 72
07-0484 1,3-Bis(2,6-di-i-propylphenyl)imidazolium bicarbonate, min. 97% IPrH.HCO3 ....................................................... 73
07-0215 (2S)-(-)-2-{[[[3,5-Bis(tifluoromethyl)phenyl]amino]thioxomethyl]amino}-N-(diphenylmethyl)-N,3,3-
trimethylbutanamide, 95% ..................................................................................................................................... 73
07-4033 1,3-Bis(2,4,6-trimethylphenyl)imidazolium bicarbonate, min. 97% IMesH.HCO3 ................................................... 75
07-0600 1,3-Bis(2,4,6-trimethylphenyl)imidazol-2-ylidene, min. 98% .................................................................................. 78
07-0380 (11bR)-4,4-Dibutyl-2,6-bis(3,4,5-trifluorophenyl)-4,5-dihydro-3H-dinaphtho[2,1-c:1',2'-e]azepinium bromide....... 79
07-0381 (S)-4,4-Dibutyl-2,6-bis(3,4,5-trifluorophenyl)-4,5-dihydro-3H-dinaphtho[2,1-c:1',2'-e]azepinium bromide ............. 79
07-0421 6,7-Dihydro-2-phenyl-5H-pyrrolo[2,1-c]-1,2,4-triazolium chloride, min. 98% ......................................................... 81
07-0496 (2R,3S)-(-)-3,4-Dihydro-3-(i-propyl)-2-phenyl-2H-pyrimido[2,1-b]benzothiazole, min. 98% HyperBTM................. 82
07-0975 (5aS,6R,9S,9aR)-5a,6,7,8,9,9a-Hexahydro-6,11,11-trimethyl-2-(2,4,6-trimethylphenyl)-6,9-methano-4H-
[1,2,4]triazolo[3,4-c][1,4]benzoxazinium tetrafluoroborate ..................................................................................... 84
07-1219 (4S,4'S)-2,2'-(1-Phenylpropane-2,2-diyl)bis(4-phenyl-4,5-dihydrooxazole) (S)-BnPh-SaBOX ............................. 85
07-1216 (3aS,3a'S,3a"S,8aR,8a'R,8a"R)-2,2',2"-(Propane-1,2,2-triyl)tris(8,8a-dihydro-3aH-indeno[1,2-d]oxazole) (S,R)-In-TOX..... 86
46-0040 Allylchloro[1,3-bis(2,6-di-i-propylphenyl)imidazol-2-ylidene]palladium(II), 98% ..................................................... 90
46-0100 Allylpalladium chloride dimer, min. 98% ................................................................................................................ 91
46-0101 Allylpalladium chloride dimer, supported on poly(ethylene glycol)polystyrene graft copolymer beads [~6% (C3H5PdCl)2] ... 92
46-0228 trans-Bis(dicyclohexylamine)bis(acetato)palladium(II) DAPCy.............................................................................. 93
46-0828 Bis{[4-(N,N-dimethylamino)phenyl]di-t-butylphosphino}palladium(0), min. 98% Pdamphos................................. 93
46-0230 N,N'-[Bis(2,6-dimethylphenyl)-1,3-dimethyl-1,3-propanediylidene](methyl) (triethylphosphine)palladium(II), min. 97% ....... 94
46-0226 [1,3-Bis(2,6-di-i-propylphenyl)-4,5-dihydroimidazol-2-ylidene]{2-[(dimethylamino-kN)methyl]phenyl-kC}
(pyridine)palladium(II) tetrafluoroborate, min. 97% PACC .................................................................................. 95
46-0205 [P,P'-1,3-Bis(di-i-propylphosphino)propane][P-1,3-bis(di-i-propylphosphino)propane]palladium(0), 98% ............. 95
46-0252 Bis(tri-t-butylphosphine)palladium(0), 98%............................................................................................................ 96
46-0224 [1,3-Bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidene]{2-[(dimethylamino-kN)methyl]phenyl-
kC}(pyridine)palladium (II) tetrafluoroborate, min. 97% PACC ............................................................................ 97
46-0955 Chloro[9,9-dimethyl-4,5-bis(diphenylphosphino)xanthene][2'-amino-1,1'-biphenyl]palladium(II) dichloromethane
adduct, min. 98% [Xantphos Palladacycle Gen. 2]................................................................................................ 105
46-0270 Chloro(di-2-norbornylphosphino)(2'-dimethylamino-1,1'-biphenyl-2-yl)palladium(II), 97% min.............................. 105
46-0298 Chloro[(1,2,3-)-1-phenyl-2-propen-1-yl]-{[1,3-bis[2,6-bis(diphenylmethyl)-4-methylphenyl]-2H-imidazol-2-
ylidene}palladium(II), min. 97% ............................................................................................................................. 106
46-0274 Chloro[(1,2,3-)-3-phenyl-2-propenyl][1,3-bis(2,6-di-i-propylphenyl)-4,5-dihydroimidazol-2-ylidene]
palladium(II), min. 97%.......................................................................................................................................... 107
46-0028 Chloro(tri-t-butylphosphine)(2'-amino-1,1'-biphenyl-2-yl)palladium(II), min. 98% .................................................. 108
46-0257 Diacetato[1,3-bis(diphenylphosphino)propane]palladium(II), 99% ........................................................................ 108
46-0455 Dichloro[1,1'-bis(dicyclohexylphosphino)ferrocene]palladium(II), dichloromethane adduct, 99%.......................... 112
46-0188 Dichloro[(R)-(+)-2,2'-bis(di-2-furanylphosphino)-6,6'-dimethoxy-1,1'-biphenyl]palladium(II) .................................. 112
46-0870 Dichloro[(R)-(+)-2,2'-bis(diphenylphosphino)-1,1'-binaphthyl]palladium(II), min. 98% ........................................... 113
46-0871 Dichloro[(S)-(-)-2,2'-bis(diphenylphosphino)-1,1'-binaphthyl]palladium(II), min. 98% ............................................ 113
46-0463 Dichloro{bis[2-(diphenylphosphino)phenyl]ether}palladium(II), 98% ..................................................................... 115
46-0295 Di--chlorobis[(1,2,3-)-1-phenyl-2-propenyl]dipalladium(II), 98% ........................................................................ 116
46-0860 Dichloro(di--chloro)bis[1,3-bis(2,6-di-i-propylphenyl)imidazol-2-ylidene]dipalladium(II), 97% ............................. 118
46-0957 Methanesulfonato[9,9-dimethyl-4,5-bis(diphenylphosphino)xanthene][2'-amino-1,1'-biphenyl]palladium(II)
dichloromethane adduct, min. 98% [Xantphos Palladacycle Gen. 3] .................................................................... 127
46-0388 Methanesulfonato[9,9-dimethyl-4,5-bis(diphenylphosphino)xanthene](2'-methylamino-1,1'-biphenyl-2-yl)
palladium(II), 98% [Xantphos Palladacycle Gen. 4]............................................................................................... 127
46-0385 Methanesulfonato(tri-t-butylphosphino)(2'-methylamino-1,1'-biphenyl-2-yl)palladium(II), 98%
[P(t-Bu)3 Palladacycle Gen. 4]............................................................................................................................... 128
46-2185 Tris{tris[3,5-bis(trifluoromethyl)phenyl]phosphine}palladium(0), 99% .................................................................... 135
75-2365 Chlorotricarbonyl(4,4'-di-t-butyl-2,2'-bipyridine)rhenium(I), 99%............................................................................ 137
45-0016 Acetylacetonatobis(cyclooctene)rhodium(I), min. 97%.......................................................................................... 139
45-0010 Acetylacetonato(1,5-cyclooctadiene)rhodium(I), 98% ........................................................................................... 139
45-0109 Bis(1,5-cyclooctadiene)rhodium(I) tetrafluoroborate, 98+% .................................................................................. 140
45-0161 (+)-1,2-Bis((2S,5S)-2,5-dimethylphospholano)benzene(1,5-cyclooctadiene)rhodium(I)
trifluoromethane-sulfonate, 98+% (S,S)-Me-DUPHOS-Rh .................................................................................... 142
45-0655 Bromotris(triphenylphosphine)rhodium(I), 99% ..................................................................................................... 151
45-0380 Chloro(1,5-cyclooctadiene)rhodium(I) dimer, 98% ................................................................................................ 152
45-0650 Chlorotris(triphenylphosphine)rhodium(I), 99% WILKINSON'S CATALYST.......................................................... 154
45-0652 1,5-Cyclooctadiene(hydroquinone)rhodium(I) tetrafluoroborate ............................................................................ 156
45-0670 Polymer-bound chlorotris(triphenylphosphine)rhodium(I) on styrene-divinylbenzene copolymer (20% cross-linked) .......... 158
45-1730 Rhodium(II) acetate dimer, 99%............................................................................................................................ 159
45-1878 Rhodium(III) chloride, anhydrous .......................................................................................................................... 160
45-2070 Tetrakis[(R)-(-)-(1-adamantyl)-(N-phthalimido)acetato]dirhodium(II) Rh2(R-PTAD)4 ............................................. 161
45-2071 Tetrakis[(S)-(+)-(1-adamantyl)-(N-phthalimido)acetato]dirhodium(II) Rh2(S-PTAD)4 ............................................. 161
45-2080 Tetrakis[(R)-(-)-[(1R)-1-(4-bromophenyl)-2,2-diphenylcyclopropanecarboxylato]dirhodium(II) Rh2(R-BTPCP)4 .... 162
45-2081 Tetrakis[(S)-(+)-[(1S)-1-(4-bromophenyl)-2,2-diphenylcyclopropanecarboxylato]dirhodium(II) Rh2(S-BTPCP)4 ... 163
45-2100 Tetrakis[(R)-(+)-N-(p-dodecylphenylsulfonyl)prolinato]dirhodium(II) Rh2(R-DOSP)4 ............................................. 163
45-2101 Tetrakis[(S)-(-)-N-(p-dodecylphenylsulfonyl)prolinato]dirhodium(II) Rh2(S-DOSP)4............................................... 163
45-2160 Tris(acetonitrile)pentamethylcyclopentadienylrhodium(III) hexafluoroantimonate, min. 98% ................................ 164

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Carbon-carbon bond formation-General
44-0055 [1,3-Bis(2,6-di-i-propylphenyl)-4,5-dihydroimidazol-2-ylidene]-[2-i-propoxy-5-(trifluoroacetamido)phenyl]
methyleneruthenium(II) dichloride M71-S1Pr ........................................................................................................ 167
44-0750 [1,3-Bis(2,6-di-i-propylphenyl)imidazolidin-2-ylidene]{2-[[1-(methoxy(methyl)amino)-1-oxopropan-2-
yl]oxy]benzylidene}ruthenium(VI) dichloride GreenCat ......................................................................................... 167
44-0082 1,3-Bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidene[2-(i-propoxy)-5-(N,N-dimethylaminosulfonyl)
phenyl]methyleneruthenium(II) dichloride Zhan Catalyst-1B ................................................................................. 169
44-0083 1,3-Bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidene[2-(i-propoxy)-5-(N,N-dimethyl
aminosulfonyl)phenyl]methyleneruthenium(II) dichloride (resin supported) Zhan Catalyst II................................ 170
44-0768 [1,3-Bis(2,4,6-trimethylphenyl)-4-[(4-ethyl-4-methylpiperazin-1-ium-1-yl)methyl]imidazolidin-2-ylidene]-
(2-i-propoxybenzylidene)dichlororuthenium(VI) chloride AquaMet ........................................................................ 170
44-0758 [1,3-Bis(2,4,6-trimethylphenylimidazolidin-2-ylidene)]-(2-i-propoxy-5-nitrobenzylidene) ruthenium(VI) dichloride
nitro-Grela ............................................................................................................................................................. 172
44-0753 [1,3-Bis(2,4,6-trimethylphenylimidazolidin-2-ylidene)](tricyclohexylphosphine)-(2-oxobenzylidene)ruthenium(VI)
chloride LatMet...................................................................................................................................................... 173
44-0765 [1,3-Bis(2,4,6-trimethylphenyl)-4-[(trimethylammonio)methyl]imidazolidin-2-ylidene]-(2-i-propoxy-
benzylidene)dichlororuthenium(VI) chloride StickyCat Cl ...................................................................................... 173
44-0090 Carbonylbis(trifluoroacetato)bis(triphenylphosphine)ruthenium(II) methanol adduct, min. 98% ............................ 174
44-0085 Carbonylchlorohydridotris(triphenylphosphine)ruthenium(II), 99% ........................................................................ 175
44-0100 Carbonyl(dihydrido)tris(triphenylphosphine)ruthenium (II), 99%............................................................................ 176
44-0102 Chloro{(R)-(-)-5,5'-bis[di(3,5-di-t-butyl-4-methoxyphenyl)phosphino]-4,4'-bi-1,3-benzodioxole}(p-cymene)
ruthenium(II) chloride [RuCl(p-cymene)((R)-dtbm-segphos)]Cl ........................................................................... 181
44-0103 Chloro{(S)-(+)-5,5'-bis[di(3,5-di-t-butyl-4-methoxyphenyl)phosphino]-4,4'-bi-1,3-benzodioxole}(p-cymene)
ruthenium(II) chloride [RuCl(p-cymene)((S)-dtbm-segphos)]Cl ........................................................................... 181
44-0095 Chloro[(S)-(-)-2,2'-bis(diphenylphosphino)-5,5',6,6',7,7',8,8'-octahydro-1,1'-binaphthyl](p-cymene)ruthenium(II)
chloride [RuCl(p-cymene)((S)-H8-binap)]Cl ........................................................................................................... 185
44-0113 Chloro(1,5-cyclooctadiene)(pentamethylcyclopentadienyl)ruthenium(II), 98% ...................................................... 189
44-0117 Chloro(pentamethylcyclopentadienyl)bis(triphenylphosphine)ruthenium(II), 99% ................................................. 194
44-0645 Dichlorobis(-methanethioato)bis(pentamethylcyclopentadienyl)diruthenium(III), 99% (minimum 90% syn isomer) ........... 211
44-0433 Dichloro(p-cymene)triphenylphosphineruthenium(II) dichloromethane adduct, min. 98%..................................... 212
44-0510 Dimethylammonium dichlorotri(-chloro)bis[(R)-(+)-2,2'-bis(diphenylphosphino)-1,1'-binaphthyl]diruthenate(II)
[NH2Me2][{RuCl((R)-binap)}2(-Cl)3] ...................................................................................................................... 215
44-0511 Dimethylammonium dichlorotri(-chloro)bis[(S)-(-)-2,2'-bis(diphenylphosphino)-1,1'-binaphthyl]diruthenate(II)
[NH2Me2][{RuCl((S)-binap)}2(-Cl)3] ...................................................................................................................... 215
44-0078 {[2-(i-propoxy)-5-(N,N-dimethylaminosulfonyl)phenyl]methylene}(tricyclohexylphosphine) ruthenium(II)
dichloride Zhan Catalyst -1C ................................................................................................................................ 219
44-1850 Ruthenium carbonyl, 99% ..................................................................................................................................... 219
44-7777 Tricyclohexylphosphine[3-phenyl-1H-inden-1-ylidene][1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-
ylidene]ruthenium(II) dichloride, min. 95%............................................................................................................. 222
44-7783 Tri(i-propoxy)phosphine(3-phenyl-1H-inden-1-ylidene)[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-
ylidene]ruthenium (II) dichloride, min. 95% cis-Caz-1 .......................................................................................... 223
44-7870 Tris(acetonitrile)cyclopentadienylruthenium(II) hexafluorophosphate, min. 98%................................................... 223
44-7890 Tris(acetonitrile)pentamethylcyclopentadienylruthenium(II) trifluoromethanesulfonate, min. 98% ........................ 225
62-3100 Samarium(II) iodide, 0.1M in THF ......................................................................................................................... 225
21-2000 Scandium(III) trifluoromethanesulfonate, min. 98% (Scandium triflate)................................................................. 226
21-2004 Scandium(III) trifluoromethanesulfonate (Scandium triflate), Microencapsulated in a Styrene Polymer
[~13% Sc(SO3CF3)3] ................................................................................................................................................ 227
14-1815 (4S,5S)-2-Allyl-2-chloro-3,4-dimethyl-5-phenyl-1-oxa-3-aza-2-silacyclopentane, min. 98%
(~2:1 mixture of diastereomers)............................................................................................................................. 227
16-2230 3,4,5-Trimethylthiazolium iodide, 99%................................................................................................................... 229
22-0180 Bis(cyclopentadienyl)dicarbonyl titanium(II), min. 98% ......................................................................................... 230
22-0761 (4R,5R)-(-)-2,2-Dimethyl-,,','-tetra(1-naphthyl)-1,3-dioxolane-4,5-dimethanolatotitanium(IV) dichloride
acetonitrile adduct ................................................................................................................................................. 231
22-0780 (4R,5R)-(-)-2,2-Dimethyl-,,','-tetraphenyl-1,3-dioxolane-4,5-dimethanolato[1,2-bis(dimethoxy)ethane]
titanium(IV) dichloride acetonitrile adduct.............................................................................................................. 231
93-2216 Titanium(IV) i-propoxide, min. 98% ....................................................................................................................... 232
30-4050 Oxo[hexa(trifluoroacetato)]tetrazinc trifluoroacetic acid adduct ZnTAC24........................................................... 235
30-1350 Zinc bis(trifluoromethylsulfonyl)imide, min. 97%.................................................................................................... 236
30-4000 Zinc trifluoromethanesulfonate, min. 98% (Zinc triflate) ........................................................................................ 237
40-1040 Bis(cyclopentadienyl)zirconium chloride hydride (Schwartz's Reagent), 95%....................................................... 238
93-4002 Bis(cyclopentadienyl)zirconium dichloride, 99% (Zirconocene dichloride) ............................................................ 239
40-1056 (+)-Bis[1-{(1'R,2'R,5'R)-2'-i-propyl-5'-methylcyclohexyl}indenyl]zirconium(IV) dichloride....................................... 241
40-1142 rac-Dimethylsilylbis(1-indenyl)zirconium dichloride, min. 97% .............................................................................. 241
40-1400 rac-Ethylenebis(4,5,6,7-tetrahydro-1-indenyl)zirconium dichloride........................................................................ 241

Carbon-carbon bond formation-Heck Reaction

27-0478 1,2-Bis(diphenylphosphino)ethanedichlorocobalt(II), min. 97%............................................................................. 24
29-4000 Bromo(1,10-phenanthroline)(triphenylphosphine)copper(I), min. 97% .................................................................. 30
29-6000 (1,10-Phenanthroline)bis(triphenylphosphine)copper(I) nitrate dichloromethane adduct, 98% ............................. 34
46-0220 1,3-Bis(2,6-di-i-propylphenyl)imidazol-2-ylidene(1,4-naphthoquinone)palladium(0) dimer, 96%........................... 95
46-0265 1,3-Bis(2,4,6-trimethylphenyl)imidazol-2-ylidene(1,4-naphthoquinone)palladium(0) dimer, 96% .......................... 98
46-0270 Chloro(di-2-norbornylphosphino)(2'-dimethylamino-1,1'-biphenyl-2-yl)palladium(II), 97% min.............................. 105

46-0290 trans-Di(-acetato)bis[o-(di-o-tolylphosphino)benzyl]dipalladium(II), 97+% [cataCXium C]................................. 109
46-0530 trans-Dichlorobis(triphenylphosphine)palladium(II), 99% (99.9+%-Pd) ................................................................. 117
46-1780 Palladium(II) acetate, min. 98% (99.9+%-Pd) ....................................................................................................... 129
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Carbon-carbon bond formation-Heck Reaction
46-1781 Palladium(II) acetate, 99+% (99.95+%-Pd) ........................................................................................................... 129
46-3015 Tris(dibenzylideneacetone)dipalladium(0)/tri-t-butylphosphonium tetrafluoroborate admixture (molar Pd/P = 1:1.2)........... 135
46-3020 Tris(dibenzylideneacetone)dipalladium(0)/tri-t-butylphosphonium tetrafluoroborate admixture (molar Pd/P = 1:2) ............. 135
45-0670 Polymer-bound chlorotris(triphenylphosphine)rhodium(I) on styrene-divinylbenzene copolymer (20% cross-linked) .......... 158
44-0092 Chloro{(R)-(+)-2,2'-bis[di(3,5-xylyl)phosphino]-1,1'-binaphthyl}(p-cymene)ruthenium(II) chloride
[RuCl(p-cymene)((R)-xylbinap}]Cl ......................................................................................................................... 187
44-0510 Dimethylammonium dichlorotri(-chloro)bis[(R)-(+)-2,2'-bis(diphenylphosphino)-1,1'-binaphthyl]diruthenate(II)
[NH2Me2][{RuCl((R)-binap)}2(-Cl)3] ...................................................................................................................... 215

Carbon-heteroatom bond formation

24-0850 (1R,2R)-(-)-[1,2-Cyclohexanediamino-N,N'-bis(3,5-di-t-butylsalicylidene)]chromium(III) chloride.......................... 22
24-0851 (1S,2S)-(+)-[1,2-Cyclohexanediamino-N,N'-bis(3,5-di-t-butylsalicylidene)]chromium(III) chloride ......................... 23
27-0525 (1R,2R)-(-)-1,2-Cyclohexanediamino-N,N'-bis(3,5-di-t-butylsalicylidene)cobalt(II) ................................................ 27
27-0526 (1S,2S)-(+)-1,2-Cyclohexanediamino-N,N'-bis(3,5-di-t-butylsalicylidene)cobalt(II)................................................ 28
29-7050 -Benzenebis[N,N'-(1,3-dimethyl-1,3-propanediylidene)bis(2,6-dichlorobenzenaminato)] dicopper(I), benzene
adduct, min. 98%................................................................................................................................................... 29
29-4000 Bromo(1,10-phenanthroline)(triphenylphosphine)copper(I), min. 97% .................................................................. 30
29-0490 Copper(I) iodide/cesium carbonate admixture [5.50 wt% CuI]............................................................................... 32
29-5000 Copper(II) trifluoromethanesulfonate, 98% (Copper triflate) .................................................................................. 32
29-6000 (1,10-Phenanthroline)bis(triphenylphosphine)copper(I) nitrate dichloromethane adduct, 98% ............................. 34
29-6700 Tetrakis(acetonitrile)copper(I) hexafluorophosphate, 98+% .................................................................................. 35
79-0115 [-Bis(diphenylphosphino)methane]dichlorodigold(I), 99% ................................................................................... 37
79-0200 1,3-Bis(2,6-di-isopropylphenyl)imidazol-2-ylidenegold(I) chloride, 95% ................................................................ 37
79-0230 Bis(trifluoromethanesulfonyl)imide(2-dicyclohexylphosphino-2',6'-dimethoxy-1,1'-biphenyl)gold(I), 98%.............. 38
79-0340 Chloro[2-(di-t-butylphosphino))-1,1'-biphenyl]gold(I), 99% .................................................................................... 39
79-0225 Chloro(2-dicyclohexylphosphino-2',6'-dimethoxy-1,1'-biphenyl)gold(I), 98%......................................................... 39
79-0343 Chloro[2-(dicyclohexylphosphino)-2'-(N,N-dimethylamino))-1,1'-biphenyl]gold(I), 98%......................................... 40
79-0740 Chlorotri-t-butylphosphinegold(I), 99% .................................................................................................................. 40
79-0352 2-(Di-t-butylphosphino))-1,1'-biphenyl(acetonitrile)gold(I) hexafluoroantimonate, 99% ......................................... 40
79-0348 [2-(Dicyclohexylphosphino)-2'-(N,N-dimethylamino))-1,1'-biphenyl][bis(trifluoromethyl) sulfonylimido]gold(I), 98% ............. 41
79-5000 Methyl(triphenylphosphine)gold(I), 99% ................................................................................................................ 42
79-0355 Tri-t-butylphosphine[bis(trifluoromethyl)sulfonylimido]gold(I), 98% ....................................................................... 42
79-3615 Triphenylphosphinegold(I) bis(trifluoromethanesulfonyl)imidate, min. 98%........................................................... 42
77-0440 Bis(pyridine)(1,5-cyclooctadiene)iridium(I) hexafluorophosphate, 99%................................................................. 47
77-0424 Chloro(pentamethylcyclopentadienyl){5-cyano-2-{1-[(4-methoxyphenyl)imino-kN]ethyl}phenyl-kC}iridium(III),
99% Iridicycle-CN.................................................................................................................................................. 47
77-0418 Chloro(pentamethylcyclopentadienyl){5-methoxy-2-{1-[(4-methoxyphenyl)imino-kN]ethyl}phenyl-kC}iridium(III),
99% Iridicycle-MeO ............................................................................................................................................... 47
77-0428 Chloro(pentamethylcyclopentadienyl){2-{1-[(4-methoxyphenyl)imino-kN]ethyl}naphthyl-kC}iridium(III), 99%
Iridicycle-Naphth ................................................................................................................................................... 47
77-0430 Chloro(pentamethylcyclopentadienyl){5-nitro-2-{1-[(4-methoxyphenyl)imino-kN]ethyl}phenyl-kC}iridium(III),
99% Iridicycle-NO2................................................................................................................................................ 48
77-0425 (4,4'-Di-t-butyl-2,2'-bipyridine)bis[3,5-difluoro-2-[5-trifluoromethyl-2-pyridinyl-kN)phenyl-kC]iridium(III)
hexafluorophosphate, 99%.................................................................................................................................... 50
77-0410 (4,4'-Di-t-butyl-2,2'-bipyridine)bis[2-(2-pyridinyl-kN)phenyl-kC]iridium(III) hexafluorophosphate, 99% .................. 50
77-1060 Dichloro(pentamethylcyclopentadienyl)iridium(III) dimer, 98% .............................................................................. 51
77-0468 Di--chlorotetrakis[3,5-difluoro-2-[5-trifluoromethyl-2-pyridinyl-kN)phenyl-kC]diiridium(III), 99% .......................... 50
26-0061 (2R,2'R)-(-)-[N,N'-Bis(2-pyridylmethyl]-2,2'-bipyrrolidinebis(acetonitrile)iron(II) hexafluoroantimonate
Fe(R,R-PDP) White-Chen Catalyst ....................................................................................................................... 53
26-0060 (2S,2'S)-(-)-[N,N'-Bis(2-pyridylmethyl]-2,2'-bipyrrolidinebis(acetonitrile)iron(II) hexafluoroantimonate
Fe(S,S-PDP) White-Chen Catalyst........................................................................................................................ 53
26-3700 (R)-(+)-4-Pyrrolidinopyrindinyl(pentamethylcyclopentadienyl)iron, min. 98% (R)-PPY*......................................... 56
26-3701 (S)-(-)-4-Pyrrolidinopyrindinyl(pentamethylcyclopentadienyl)iron, min. 98% (S)-PPY*.......................................... 57
12-1200 Magnesium bis(trifluoromethylsulfonyl)imide, min. 97%........................................................................................ 58
28-0080 1,3-Bis(diphenylphosphino)propane nickel(II) chloride, 99%................................................................................. 67
28-0096 Bis(triphenylphosphino)(2-methylphenyl)chloronickel(II), 99% .............................................................................. 69
28-1130 Nickel(II) acetylacetonate, anhydrous, min. 95%................................................................................................... 70
28-1110 Nickel(II) acetylacetonate hydrate ......................................................................................................................... 70
07-1712 (8, 9S)-(+)-9-Amino-cinchonan-6'-ol, min. 90% ................................................................................................... 71
07-1717 (9R)-(+)-9-Amino-cinchonan-6'-ol, min. 90% ......................................................................................................... 72
07-0484 1,3-Bis(2,6-di-i-propylphenyl)imidazolium bicarbonate, min. 97% IPrH.HCO3 ....................................................... 73
07-4033 1,3-Bis(2,4,6-trimethylphenyl)imidazolium bicarbonate, min. 97% IMesH.HCO3 ................................................... 75
07-0299 1,3-Bis(2,4,6-trimethylphenyl)imidazolium chloride, min. 97% .............................................................................. 76
07-1226 (2R,4S)-3-[(R)-cyclopentyl(1-methyl-1H-imidazol-2-yl)methyl]-4-(i-propyl)-2-methoxyoxazolidine, 99%............... 78
07-1227 (2S,4R)-3-[(S)-cyclopentyl(1-methyl-1H-imidazol-2-yl)methyl]-4-(i-propyl)-2-methoxyoxazolidine, 99% ............... 78
07-0496 (2R,3S)-(-)-3,4-Dihydro-3-(i-propyl)-2-phenyl-2H-pyrimido[2,1-b]benzothiazole, min. 98% HyperBTM................. 82
07-1216 (3aS,3a'S,3a"S,8aR,8a'R,8a"R)-2,2',2"-(Propane-1,2,2-triyl)tris(8,8a-dihydro-3aH-indeno[1,2-d]oxazole) (S,R)-In-TOX .... 86
07-1222 (2R,4S)-3-[(R)-(i-propyl)(1-methyl-1H-imidazol-2-yl)methyl]-4-(i-propyl)-2-methoxyoxazolidine, 99% .................. 87
07-1223 (2S,4R)-3-[(S)-(i-propyl)(1-methyl-1H-imidazol-2-yl)methyl]-4-(i-propyl)-2-methoxyoxazolidine, 99%................... 87
46-0025 Acetato(2'-di-t-butylphosphino-1,1'-biphenyl-2-yl)palladium(II), min. 98% ............................................................. 88

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Carbon-heteroatom bond formation
46-0039 Allylchloro[1,3-bis(2,6-di-i-propylphenyl)-4,5-dihydroimidazol-2-ylidene]palladium(II), 97%.................................. 89
46-0040 Allylchloro[1,3-bis(2,6-di-i-propylphenyl)imidazol-2-ylidene]palladium(II), 98% ..................................................... 90
46-0045 Allylchloro[1,3-bis(2,4,6-trimethylphenyl)imidazol-2-ylidene]palladium(II), 98% .................................................... 90
46-0210 Bis(dibenzylideneacetone)palladium(0)................................................................................................................. 92
46-0230 N,N'-[Bis(2,6-dimethylphenyl)-1,3-dimethyl-1,3-propanediylidene](methyl) (triethylphosphine)palladium(II), min. 97% ....... 94
46-0226 [1,3-Bis(2,6-di-i-propylphenyl)-4,5-dihydroimidazol-2-ylidene]{2-[(dimethylamino-kN)methyl]phenyl-
kC}(pyridine)palladium(II) tetrafluoroborate, min. 97% PACC ............................................................................. 95
46-0245 1,2-Bis(phenylsulfinyl)ethanepalladium(II) acetate, min. 98% Christina White Catalyst ........................................ 96
46-0252 Bis(tri-t-butylphosphine)palladium(0), 98%............................................................................................................ 96
46-0224 [1,3-Bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidene]{2-[(dimethylamino-kN)methyl]phenyl-kC}
(pyridine)palladium (II) tetrafluoroborate, min. 97% PACC ................................................................................. 97
46-0262 Bis(tri-o-tolylphosphine)palladium(0), min. 98% .................................................................................................... 99
46-0367 Chloro{[BrettPhos][2-(2-aminoethylphenyl]palladium(II)]}/[BrettPhos] admixture (molar PdP/P = 1:1).................. 99
46-0364 Chloro{[t-BuXPhos][2-(2-aminoethylphenyl]palladium(II)}/[t-BuXPhos] admixture (molar PdP/P = 1:1) ................ 100
46-0264 Chloro(2-di-t-butylphosphino-2',4',6'-tri-i-propyl-1,1'-biphenyl)[2-(2-aminoethyl)phenyl] palladium(II), min. 98%
[t-BuXPhos Palladacycle Gen. 1] .......................................................................................................................... 100
46-0283 Chloro(2-dicyclohexylphosphino-2',6'-dimethoxy-1,1'-biphenyl)(2'-amino-1,1'-biphenyl-2-yl) palladium(II)
min. 98% [SPhos Palladacycle Gen. 2] ................................................................................................................. 100
46-0269 Chloro(2-dicyclohexylphosphino-2',6'-dimethoxy-1,1'-biphenyl)[2-(2-aminoethylphenyl)]palladium(II) methyl-t-
butylether adduct, min. 98% [SPhos Palladacycle Gen. 1].................................................................................... 101
46-0292 Chloro(2-dicyclohexylphosphino-3,6-dimethoxy-2',4',6'-tri-i-propyl-1,1'-biphenyl)(2'-amino-1,1'-biphenyl-2-
yl)palladium(II), min. 98% [BrettPhos Palladacycle Gen. 2] .................................................................................. 101
46-0267 Chloro[2-(dicyclohexylphosphino)-3,6-dimethoxy-2',4',6'-tri-i-propyl-1,1'-biphenyl][2-(2-aminoethyl)phenyl]
palladium(II), min. 98% [BrettPhos Palladacycle Gen. 1] ...................................................................................... 101
46-0232 Chloro[2-(dicyclohexylphosphino)-2'-(N,N-dimethylamino)-1,1'-biphenyl](2'-amino-1,1'-biphenyl-2-
yl)palladium(II), min. 98% [DavePhos Palladacycle Gen. 2].................................................................................. 102
46-0286 Chloro(2-dicyclohexylphosphino-2',6'-di-i-propoxy-1,1'-biphenyl)(2'-amino-1,1'-biphenyl-2-yl)palladium(II),
min. 98% [RuPhos Palladacycle Gen. 2] ............................................................................................................... 102
46-0266 Chloro(2-dicyclohexylphosphino-2',6'-di-i-propoxy-1,1'-biphenyl)[2-(2-aminoethylphenyl)]palladium(II),
methyl-t-butylether adduct, min. 98% [RuPhos Palladacycle Gen. 1].................................................................... 102
46-0281 Chloro(2-dicyclohexylphosphino-2',4',6'-tri-i-propyl-1,1'-biphenyl)(2'-amino-1,1'-biphenyl-2-yl) palladium(II),
min. 98% [XPhos Palladacycle Gen. 2] ................................................................................................................. 103
46-0268 Chloro(2-dicyclohexylphosphino-2',4',6'-tri-i-propyl-1,1'-biphenyl)[2-(2-aminoethyl)phenyl] palladium(II)
methyl-t-butylether adduct, min. 98% [XPhos Palladacycle Gen. 1]...................................................................... 104
46-0342 Chloro{[4-(N,N-dimethylamino)phenyl]di-t-butylphosphino}(2'-amino-1,1'-biphenyl-2-yl)palladium(II), min. 98%
[Amphos Palladacycle] .......................................................................................................................................... 105
46-0955 Chloro[9,9-dimethyl-4,5-bis(diphenylphosphino)xanthene][2'-amino-1,1'-biphenyl]palladium(II) dichloromethane
adduct, min. 98% [Xantphos Palladacycle Gen. 2]................................................................................................ 105
46-0270 Chloro(di-2-norbornylphosphino)(2'-dimethylamino-1,1'-biphenyl-2-yl)palladium(II), 97% min.............................. 105
46-0272 Chloro(di-2-norbornylphosphino)(2-dimethylaminomethylferrocen-1-yl)palladium(II), min. 97% ...........................
46-0366 Chloro{[RuPhos][2-(2-aminoethylphenyl]palladium(II)}/[RuPhos] admixture (molar PdP/P = 1:1)......................... 107
46-0369 Chloro{[S-Phos][2-(2-aminoethylphenyl]palladium(II)}/[S-Phos] admixture (molar PdP/P = 1:1)........................... 108
46-0368 Chloro{[X-Phos][2-(2-aminoethylphenyl]palladium(II)}/[X-Phos] admixture (molar PdP/P = 1:1)........................... 108
46-0257 Diacetato[1,3-bis(diphenylphosphino)propane]palladium(II), 99% ........................................................................ 108
46-0290 trans-Di(-acetato)bis[o-(di-o-tolylphosphino)benzyl]dipalladium(II), 97+% [cataCXium C]................................. 109
46-0355 Di--bromobis(tri-t-butylphosphino)dipalladium(I).................................................................................................. 110
46-0450 Dichloro[1,1'-bis(diphenylphosphino)ferrocene]palladium(II) dichloromethane adduct.......................................... 114
46-0460 Dichloro[1,1'-bis(di-i-propylphosphino)ferrocene]palladium(II), 99% ..................................................................... 115
46-0295 Di--chlorobis[(1,2,3-)-1-phenyl-2-propenyl]dipalladium(II), 98% ........................................................................ 116
46-2040 trans-Dichlorobis(tricyclohexylphosphine)palladium(II)/potassium phosphate admixture
[CatKit single-use vials - 6.62 wt% Pd complex].................................................................................................... 116
46-0530 trans-Dichlorobis(triphenylphosphine)palladium(II), 99% (99.9+%-Pd) ................................................................. 117
46-2038 trans-Dichlorobis(triphenylphosphine)palladium(II)/potassium phosphate admixture
[CatKit single-use vials - 6.32 wt% Pd complex].................................................................................................... 118
46-0860 Dichloro(di--chloro)bis[1,3-bis(2,6-di-i-propylphenyl)imidazol-2-ylidene]dipalladium(II), 97% ............................. 118
46-0340 Methanesulfonato[2-bis(3,5-di(trifluoromethyl)phenylphosphino)-3,6-dimethoxy-2',4',6'-tri-i-propyl-1,1'-biphenyl]
(2'-amino-1,1'-biphenyl-2-yl)palladium(II), min. 98% [JackiePhos Palladacycle Gen. 3]........................................ 119
46-0480 Methanesulfonato[2-(di-1-adamantylphosphino)-3,6-dimethoxy-2',4',6'-tri-i-propyl-1,1'-biphenyl](2'-amino-1,1'-
biphenyl-2-yl)palladium(II), min. 98% [AdBrettPhos Palladacycle Gen. 3]............................................................. 120
46-0365 Methanesulfonato[di-t-butyl(n-butyl)phosphine](2'-amino-1,1'-biphenyl-2-yl)palladium(II) dichloromethane
adduct, min. 98% [P(t-Bu)2(n-Bu) Palladacycle Gen. 3] ........................................................................................ 120
46-0358 Methanesulfonato(di-t-butylneopentylphosphine)(2'-amino-1,1'-biphenyl-2-yl)palladium(II), min. 98%
[DTBNpP Palladacycle Gen. 3] ............................................................................................................................. 120
46-0325 Methanesulfonato(2-(di-t-butylphosphino)-3,6-dimethoxy-2',4',6'-tri-i-propyl-1,1'-biphenyl)(2'-amino-1,1'-
biphenyl-2-yl)palladium(II), min. 98% [t-BuBrettPhos Palladacycle Gen. 3] .......................................................... 120
46-0335 Methanesulfonato(2-(di-t-butylphosphino)-3-methoxy-6-methyl-2',4',6'-tri-i-propyl-1,1'-biphenyl)(2'-amino-1,1'-
biphenyl-2-yl)palladium(II), min. 98% [RockPhos Palladacycle Gen. 3] ................................................................ 122
46-0323 Methanesulfonato(2-di-t-butylphosphino-2',4',6'-tri-i-propyl-1,1'-biphenyl)(2'-amino-1,1'-biphenyl-2-
yl)palladium(II), min. 98% [t-BuXPhos Palladacycle Gen. 3] ................................................................................. 122
46-0318 Methanesulfonato(2-dicyclohexylphosphino-2',6'-dimethoxy-1,1'-biphenyl)(2'-amino-1,1'-biphenyl-2-
yl)palladium(II) dichloromethane adduct min. 98% [SPhos Palladacycle Gen. 3].................................................. 123
46-0380 Methanesulfonato(2-dicyclohexylphosphino-2',6'-dimethoxy-1,1'-biphenyl)(2'-methylamino-1,1'-biphenyl-2-
yl)palladium(II) dichloromethane adduct min. 98% [SPhos Palladacycle Gen. 4].................................................. 123
46-0322 Methanesulfonato(2-dicyclohexylphosphino-3,6-dimethoxy-2',4',6'-tri-i-propyl-1,1'-biphenyl)(2'-amino-1,1'-
biphenyl-2-yl)palladium(II), min. 98% [BrettPhos Palladacycle Gen. 3]................................................................. 123

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Carbon-heteroatom bond formation
46-0333 Methanesulfonato(2-dicyclohexylphosphino-3,6-dimethoxy-2',4',6'-tri-i-propyl-1,1'-biphenyl)(2'-methylamino-
1,1'-biphenyl-2-yl)palladium(II), min. 98% [BrettPhos Palladacycle Gen. 4] .......................................................... 124
46-0237 Methanesulfonato[2-(dicyclohexylphosphino)-2'-(N,N-dimethylamino)-1,1'-biphenyl](2'-amino-1,1'-biphenyl-2-
yl)palladium(II) CH2Cl2 adduct, min. 98% [DavePhos Palladacycle Gen. 3].......................................................... 125
46-0314 Methanesulfonato(2-dicyclohexylphosphino-2',6'-di-i-propoxy-1,1'-biphenyl)(2'-amino-1,1'-biphenyl-2-
yl)palladium(II), min. 98% [RuPhos Palladacycle Gen. 3] ..................................................................................... 125
46-0395 Methanesulfonato(2-dicyclohexylphosphino-2',6'-di-i-propoxy-1,1'-biphenyl)(2'-methylamino-1,1'-biphenyl-2-
yl)palladium(II), min. 98% [RuPhos Palladacycle Gen. 4] ..................................................................................... 126
46-0353 Methanesulfonato{(R)-(-)-1-[(S)-2-(dicyclohexyl-phosphino)ferrocenyl]ethyldi-t-butylphosphine}
(2'-amino-1,1'-biphenyl-2-yl)palladium(II),min. 98% [Josiphos Palladacycle Gen. 3]............................................. 126
46-0320 Methanesulfonato(2-dicyclohexylphosphino-2',4',6'-tri-i-propyl-1,1'-biphenyl)(2'-amino-1,1'-biphenyl-2-
yl)palladium(II), min. 98% [XPhos Palladacycle Gen. 3]........................................................................................ 126
46-0327 Methanesulfonato(2-dicyclohexylphosphino-2',4',6'-tri-i-propyl-1,1'-biphenyl)(2'-methylamino-1,1'-biphenyl-2-
yl)palladium(II), min. 98% [XPhos Palladacycle Gen. 4]........................................................................................ 127
46-0345 Methanesulfonato{[4-(N,N-dimethylamino)phenyl]di-t-butylphosphino}(2'-amino-1,1'-biphenyl-2-yl)palladium(II),
min. 98% [Amphos Palladacycle Gen. 3] .............................................................................................................. 127
46-0957 Methanesulfonato[9,9-dimethyl-4,5-bis(diphenylphosphino)xanthene][2'-amino-1,1'-biphenyl]palladium(II)
dichloromethane adduct, min. 98% [Xantphos Palladacycle Gen. 3] .................................................................... 127
46-0388 Methanesulfonato[9,9-dimethyl-4,5-bis(diphenylphosphino)xanthene](2'-methylamino-1,1'-biphenyl-2-
yl)palladium(II), 98% [Xantphos Palladacycle Gen. 4]........................................................................................... 127
46-0385 Methanesulfonato(tri-t-butylphosphino)(2'-methylamino-1,1'-biphenyl-2-yl)palladium(II), 98%
[P(t-Bu)3 Palladacycle Gen. 4]............................................................................................................................... 128
46-0239 Methanesulfonato(tricyclohexylphosphine)(2'-amino-1,1'-biphenyl-2-yl)palladium(II) dichloromethane adduct,
min. 98% [PCy3 Palladacycle Gen. 3]................................................................................................................... 128
46-0379 Methanesulfonato(tricyclohexylphosphino)(2'-methylamino-1,1'-biphenyl-2-yl)palladium(II), 98%
[PCy3 Palladacycle Gen. 4] ................................................................................................................................... 128
46-1553 (2'-Methylamino-1,1'-biphenyl-2-yl)methanesulfonatopalladium(II) dimer, min. 98%............................................. 128
46-1780 Palladium(II) acetate, min. 98% (99.9+%-Pd) ....................................................................................................... 129
46-1781 Palladium(II) acetate, 99+% (99.95+%-Pd) ........................................................................................................... 129
46-2150 Tetrakis(triphenylphosphine)palladium(0), 99% (99.9+%-Pd) ............................................................................... 131
46-3005 Tris[di(4-acetoxybenzylidene)acetone]dipalladium(0) di(4-acetoxybenzylidene)acetone adduct, min. 97% ......... 133
46-3000 Tris(dibenzylideneacetone)dipalladium(0) ............................................................................................................. 133
46-3010 Tris(dibenzylideneacetone)dipalladium(0) chloroform adduct ............................................................................... 134
46-3015 Tris(dibenzylideneacetone)dipalladium(0)/tri-t-butylphosphonium tetrafluoroborate admixture (molar Pd/P = 1:1.2)........... 135
45-0190 1,4-Bis(diphenylphosphino)butane(1,5-cyclooctadiene)rhodium(I) tetrafluoroborate, dichloromethane adduct, min. 98% ... 146
45-0655 Bromotris(triphenylphosphine)rhodium(I), 99% ..................................................................................................... 151
45-0670 Polymer-bound chlorotris(triphenylphosphine)rhodium(I) on styrene-divinylbenzene copolymer (20% cross-linked) .......... 158
45-1730 Rhodium(II) acetate dimer, 99%............................................................................................................................ 159
45-2070 Tetrakis[(R)-(-)-(1-adamantyl)-(N-phthalimido)acetato]dirhodium(II) Rh2(R-PTAD)4 ............................................. 161
45-2071 Tetrakis[(S)-(+)-(1-adamantyl)-(N-phthalimido)acetato]dirhodium(II) Rh2(S-PTAD)4 ............................................. 161
45-2080 Tetrakis[(R)-(-)-[(1R)-1-(4-bromophenyl)-2,2-diphenylcyclopropanecarboxylato]dirhodium(II) Rh2(R-BTPCP)4 .... 162
45-2081 Tetrakis[(S)-(+)-[(1S)-1-(4-bromophenyl)-2,2-diphenylcyclopropanecarboxylato]dirhodium(II) Rh2(S-BTPCP)4 ... 163
45-0275 [Tris(3,5-dimethyl-1H-pyrazolato)hydroborato]bis(triphenylphosphine)rhodium(I) toluene adduct, 99% ............... 164
44-0015 Acetonitrilebis[2-diphenylphosphino-6-t-butylpyridine]cyclopentadienylruthenium(II) hexafluorophosphate, min. 98% ........ 165
44-0017 Acetonitrile(cyclopentadienyl)[2-(di-i-propylphosphino)-4-(t-butyl)-1-methyl-1H-imidazole]ruthenium(II)
hexafluorophosphate, min. 98% [Alkene Zipper Catalyst] ..................................................................................... 165
44-0085 Carbonylchlorohydridotris(triphenylphosphine)ruthenium(II), 99% ........................................................................ 175
44-0091 Carbonylhydrido[6-(di-t-butylphosphinomethylene)-2-(N,N-diethylaminomethyl)-1,6-dihydropyridine]
ruthenium(II), min. 98% Milstein Catalyst .............................................................................................................. 177
44-0102 Chloro{(R)-(-)-5,5'-bis[di(3,5-di-t-butyl-4-methoxyphenyl)phosphino]-4,4'-bi-1,3-benzodioxole}(p-cymene)
ruthenium(II) chloride [RuCl(p-cymene)((R)-dtbm-segphos)]Cl ........................................................................... 181
44-0103 Chloro{(S)-(+)-5,5'-bis[di(3,5-di-t-butyl-4-methoxyphenyl)phosphino]-4,4'-bi-1,3-benzodioxole}(p-cymene)

ruthenium(II) chloride [RuCl(p-cymene)((S)-dtbm-segphos )]Cl ........................................................................... 181
44-0098 Chloro{(R)-(+)-5,5'-bis[di(3,5-xylyl)phosphino]-4,4'-bi-1,3-benzodioxole}(p-cymene)ruthenium(II) chloride

[RuCl(p-cymene)((R)-dm-segphos )]Cl ................................................................................................................. 186
44-0099 Chloro{(S)-(-)-5,5'-bis[di(3,5-xylyl)phosphino]-4,4'-bi-1,3-benzodioxole}(p-cymene)ruthenium(II) chloride
[RuCl(p-cymene)((S)-dm-segphos)]Cl ................................................................................................................. 186
44-0092 Chloro{(R)-(+)-2,2'-bis[di(3,5-xylyl)phosphino]-1,1'-binaphthyl}(p-cymene)ruthenium(II) chloride
[RuCl(p-cymene)((R)-xylbinap}]Cl ......................................................................................................................... 187
44-0525 Chlorocarbonylhydrido[4,5-bis-(di-i-propylphosphinomethyl)acridine]ruthenium(II), min.98% Milstein Acridine Catalyst ..... 188
44-0124 Chloro[hydrotris(pyrazol-1-yl)borato]bis(triphenylphosphine)ruthenium(II) ethanol adduct ................................... 193
44-0180 Diacetato{(R)-(-)-5,5'-bis[di(3,5-di-t-butyl-4-methoxyphenyl)phosphino]-4,4'-bi-1,3-benzodioxole}ruthenium(II)
Ru(OAc)2[(R)-dtbm-segphos] ............................................................................................................................. 195
44-0181 Diacetato{(S)-(+)-5,5'-bis[di(3,5-di-t-butyl-4-methoxyphenyl)phosphino]-4,4'-bi-1,3-benzodioxole}ruthenium(II)

Ru(OAc)2[(S)-dtbm-segphos ] .............................................................................................................................. 196
44-0174 Diacetato{(R)-(+)-5,5'-bis[di(3,5-xylyl)phosphino]-4,4'-bi-1,3-benzodioxole}ruthenium(II)

Ru(OAc)2[(R)-dm-segphos ] ................................................................................................................................. 198
44-0176 Diacetato{(S)-(-)-5,5'-bis[di(3,5-xylyl)phosphino]-4,4'-bi-1,3-benzodioxole}ruthenium(II)
Ru(OAc)2[(S)-dm-segphos].................................................................................................................................. 199
44-0214 Dichloro{(R)-(+)-5,5'-bis[di(3,5-xylyl)phosphino]-4,4'-bi-1,3-benzodioxole}[(2R)-(-)-1,1-bis(4-methoxyphenyl)-3-
methyl-1,2-butanediamine]ruthenium(II) RuCl2[(R)-dm-segphos][(R)-daipen] ..................................................... 208
44-0215 Dichloro{(S)-(-)-5,5'-bis[di(3,5-xylyl)phosphino]-4,4'-bi-1,3-benzodioxole}[(2S)-(+)-1,1-bis(4-methoxyphenyl)-3-
methyl-1,2-butanediamine]ruthenium(II) RuCl2[(S)-dm-segphos][(S)-daipen] ..................................................... 208
44-0228 Dichloro{(R)-(+)-5,5'-bis[di(3,5-xylyl)phosphino]-4,4'-bi-1,3-benzodioxole}[(1R,2R)-(+)-1,2-diphenylethylene-
diamine]ruthenium(II) RuCl2[(R)-dm-segphos][(R,R)-dpen] ................................................................................. 208

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Carbon-heteroatom bond formation
44-0229 Dichloro{(S)-(-)-5,5'-bis[di(3,5-xylyl)phosphino]-4,4'-bi-1,3-benzodioxole}[(1S,2S)-(-)-1,2-diphenylethylene-

diamine]ruthenium(II) RuCl2[(S)-dm-segphos ][(S,S)-dpen].................................................................................. 209
44-0645 Dichlorobis(-methanethioato)bis(pentamethylcyclopentadienyl)diruthenium(III), 99% (minimum 90% syn isomer) ........... 211
44-0172 Dichloro(2,6,10-dodecatriene-1,12-diyl)ruthenium(IV), 99%.................................................................................. 212
44-0510 Dimethylammonium dichlorotri(-chloro)bis[(R)-(+)-2,2'-bis(diphenylphosphino)-1,1'-binaphthyl]diruthenate(II)
[NH2Me2][{RuCl((R)-binap)}2(-Cl)3] ...................................................................................................................... 215
44-0511 Dimethylammonium dichlorotri(-chloro)bis[(S)-(-)-2,2'-bis(diphenylphosphino)-1,1'-binaphthyl]diruthenate(II)
[NH2Me2][{RuCl((S)-binap)}2(-Cl)3] ...................................................................................................................... 215
44-0780 1-Hydroxytetraphenylcyclopentadienyl(tetraphenyl-2,4-cyclopentadien-1-one)--hydrotetracarbonyl-
diruthenium(II), 98% SHVO'S CATALYST ............................................................................................................ 217
44-1850 Ruthenium carbonyl, 99% ..................................................................................................................................... 219
44-7870 Tris(acetonitrile)cyclopentadienylruthenium(II) hexafluorophosphate, min. 98%................................................... 223
44-7880 Tris(acetonitrile)pentamethylcyclopentadienylruthenium(II) hexafluorophosphate, min. 98% ............................... 224
16-2230 3,4,5-Trimethylthiazolium iodide, 99%................................................................................................................... 229
22-0761 (4R,5R)-(-)-2,2-Dimethyl-,,','-tetra(1-naphthyl)-1,3-dioxolane-4,5-dimethanolatotitanium(IV) dichloride
acetonitrile adduct ................................................................................................................................................. 231
22-0780 (4R,5R)-(-)-2,2-Dimethyl-,,','-tetraphenyl-1,3-dioxolane-4,5-dimethanolato[1,2-bis(dimethoxy)ethane]
titanium(IV) dichloride acetonitrile adduct.............................................................................................................. 231
93-2216 Titanium(IV) i-propoxide, min. 98% ....................................................................................................................... 232
30-4050 Oxo[hexa(trifluoroacetato)]tetrazinc trifluoroacetic acid adduct ZnTAC24........................................................... 235
30-1350 Zinc bis(trifluoromethylsulfonyl)imide, min. 97%.................................................................................................... 236
40-1040 Bis(cyclopentadienyl)zirconium chloride hydride (Schwartz's Reagent), 95%....................................................... 238

Cyclization
13-5800 (1R,2R)-(-)-[1,2-Cyclohexanediamino-N,N'-bis(3,5-di-t-butylsalicylidene)]aluminum(III) chloride, 98%................. 20
13-5801 (1S,2S)-(+)-[1,2-Cyclohexanediamino-N,N'-bis(3,5-di-t-butylsalicylidene)]aluminum(III) chloride, 98% ................ 20
24-0850 (1R,2R)-(-)-[1,2-Cyclohexanediamino-N,N'-bis(3,5-di-t-butylsalicylidene)]chromium(III) chloride.......................... 22
24-0851 (1S,2S)-(+)-[1,2-Cyclohexanediamino-N,N'-bis(3,5-di-t-butylsalicylidene)]chromium(III) chloride ......................... 23
27-0400 Cobalt carbonyl (Dicobalt octacarbonyl) (Stabilized with 1-5% hexanes).............................................................. 24
27-0550 Cyclopentadienylcobalt dicarbonyl, min. 95% ....................................................................................................... 28
29-5000 Copper(II) trifluoromethanesulfonate, 98% (Copper triflate) .................................................................................. 32
79-0115 [-Bis(diphenylphosphino)methane]dichlorodigold(I), 99% ................................................................................... 37
79-0300 1,3-Bis(2,6-di-i-propylphenyl)imidazol-2-ylidene(acetonitrile)gold(I) tetrafluoroborate, 95%.................................. 37
79-0200 1,3-Bis(2,6-di-isopropylphenyl)imidazol-2-ylidenegold(I) chloride, 95% ................................................................ 37
79-0340 Chloro[2-(di-t-butylphosphino))-1,1'-biphenyl]gold(I), 99% .................................................................................... 39
79-0740 Chlorotri-t-butylphosphinegold(I), 99% .................................................................................................................. 40
79-0352 2-(Di-t-butylphosphino))-1,1'-biphenyl(acetonitrile)gold(I) hexafluoroantimonate, 99% ......................................... 40
79-3615 Triphenylphosphinegold(I) bis(trifluoromethanesulfonyl)imidate, min. 98%........................................................... 42
79-3600 Tris[triphenylphosphinegold(I)]oxonium tetrafluoroborate, 98% ............................................................................ 43
12-1200 Magnesium bis(trifluoromethylsulfonyl)imide, min. 97%........................................................................................ 58
42-1213 2,6-Diisopropylphenylimidoneophylidene[(R)-(+)-BIPHEN]molybdenum(VI), min. 97%
(R) SCHROCK-HOVEYDA CATALYST ................................................................................................................ 62
42-1214 2,6-Diisopropylphenylimidoneophylidene[(S)-(-)-BIPHEN]molybdenum(VI), min. 97%
(S) SCHROCK-HOVEYDA CATALYST................................................................................................................. 62
28-0010 Bis(1,5-cyclooctadiene)nickel (0), 98+% ............................................................................................................... 63
07-0283 1-[3,5-Bis(trifluoromethyl)phenyl]-3-[(1R,2R)-(-)-2-(dimethylamino)cyclohexyl]thiourea (R,R-TUC)...................... 74
07-0284 1-[3,5-Bis(trifluoromethyl)phenyl]-3-[(1S,2S)-(+)-2-(dimethylamino)cyclohexyl]thiourea (S,S-TUC)...................... 75
07-0600 1,3-Bis(2,4,6-trimethylphenyl)imidazol-2-ylidene, min. 98% .................................................................................. 78
07-0415 (5aR,10bS)-(+)-5a,10b-Dihydro-2-(pentafluorophenyl)-4H,6H-indeno[2,1-b][1,2,4]triazolo[4,3-d][1,4]oxazinium
tetrafluoroborate, min. 98% ................................................................................................................................... 80
07-0414 (5aS, 10bR)-(-)-5a,10b-Dihydro-2-(pentafluorophenyl)-4H,6H-indeno[2,1-b][1,2,4]triazolo[4,3-d][1,4]oxazinium
tetrafluoroborate, min. 98% ................................................................................................................................... 80
07-0417 6,7-Dihydro-2-pentafluorophenyl-5H-pyrrolo[2,1-c]-1,2,4-triazolium tetrafluoroborate, min. 98%.......................... 81
46-0245 1,2-Bis(phenylsulfinyl)ethanepalladium(II) acetate, min. 98% Christina White Catalyst ........................................ 96
46-0290 trans-Di(-acetato)bis[o-(di-o-tolylphosphino)benzyl]dipalladium(II), 97+% [cataCXium C]................................. 109
46-0370 Dichlorobis(acetonitrile)palladium(II), 99% ............................................................................................................ 111
46-0400 Dichlorobis(benzonitrile)palladium(II), 99% ........................................................................................................... 112
46-2150 Tetrakis(triphenylphosphine)palladium(0), 99% (99.9+%-Pd) ............................................................................... 131
45-0109 Bis(1,5-cyclooctadiene)rhodium(I) tetrafluoroborate, 98+% .................................................................................. 140
45-0150 (-)-1,2-Bis((2R,5R)-2,5-diethylphospholano)benzene(1,5-cyclooctadiene)rhodium(I) trifluoromethanesulfonate,
98+% (R,R)-Et-DUPHOS-Rh................................................................................................................................. 140
45-0151 (+)-1,2-Bis((2S,5S)-2,5-diethylphospholano)benzene(1,5-cyclooctadiene)rhodium(I) trifluoromethanesulfonate,
98+% (S,S)-Et-DUPHOS-Rh ................................................................................................................................. 141
45-0161 (+)-1,2-Bis((2S,5S)-2,5-dimethylphospholano)benzene(1,5-cyclooctadiene)rhodium(I)trifluoro-
methanesulfonate, 98+% (S,S)-Me-DUPHOS-Rh ................................................................................................. 142
45-0380 Chloro(1,5-cyclooctadiene)rhodium(I) dimer, 98% ................................................................................................ 152
45-1730 Rhodium(II) acetate dimer, 99%............................................................................................................................ 159
45-2110 (R)-(+)-2,2',6,6'-Tetramethoxy-4,4'-bis(diphenylphosphino)-3,3'-bipyridine(1,5-cyclooctadiene)rhodium(I)
tetrafluoroborate, min. 97% ................................................................................................................................... 163
45-2111 (S)-(-)-2,2',6,6'-Tetramethoxy-4,4'-bis(diphenylphosphino)-3,3'-bipyridine(1,5-cyclooctadiene)rhodium(I)
tetrafluoroborate, min. 97% ................................................................................................................................... 163
45-2160 Tris(acetonitrile)pentamethylcyclopentadienylrhodium(III) hexafluoroantimonate, min. 98% ................................ 164
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Cyclization
44-0015 Acetonitrilebis[2-diphenylphosphino-6-t-butylpyridine]cyclopentadienylruthenium(II) hexafluorophosphate,
min. 98% ............................................................................................................................................................... 165
44-0063 Bis(tricyclohexylphosphine)-3-phenyl-1H-inden-1-ylideneruthenium(II) dichloride ................................................ 168
44-0102 Chloro{(R)-(-)-5,5'-bis[di(3,5-di-t-butyl-4-methoxyphenyl)phosphino]-4,4'-bi-1,3-benzodioxole}(p-cymene)
ruthenium(II) chloride [RuCl(p-cymene)((R)-dtbm-segphos)]Cl ........................................................................... 181
44-0103 Chloro{(S)-(+)-5,5'-bis[di(3,5-di-t-butyl-4-methoxyphenyl)phosphino]-4,4'-bi-1,3-benzodioxole}(p-cymene)
ruthenium(II) chloride [RuCl(p-cymene)((S)-dtbm-segphos)]Cl ........................................................................... 181
44-0113 Chloro(1,5-cyclooctadiene)(pentamethylcyclopentadienyl)ruthenium(II), 98% ...................................................... 189
44-0645 Dichlorobis(-methanethioato)bis(pentamethylcyclopentadienyl)diruthenium(III), 99% (minimum 90% syn isomer) ........... 211
44-1850 Ruthenium carbonyl, 99% ..................................................................................................................................... 219
44-7870 Tris(acetonitrile)cyclopentadienylruthenium(II) hexafluorophosphate, min. 98%................................................... 223
44-7880 Tris(acetonitrile)pentamethylcyclopentadienylruthenium(II) hexafluorophosphate, min. 98% ............................... 224
44-7890 Tris(acetonitrile)pentamethylcyclopentadienylruthenium(II) trifluoromethanesulfonate, min. 98% ........................ 225
22-0180 Bis(cyclopentadienyl)dicarbonyl titanium(II), min. 98% ......................................................................................... 230
22-0200 Bis(cyclopentadienyl)titanium dichloride, 99+% (Titanocene dichloride) ............................................................... 230
93-2216 Titanium(IV) i-propoxide, min. 98% ....................................................................................................................... 232
93-4002 Bis(cyclopentadienyl)zirconium dichloride, 99% (Zirconocene dichloride) ............................................................ 239

Cyclopropanation
27-0525 (1R,2R)-(-)-1,2-Cyclohexanediamino-N,N'-bis(3,5-di-t-butylsalicylidene)cobalt(II) ................................................ 27
27-0526 (1S,2S)-(+)-1,2-Cyclohexanediamino-N,N'-bis(3,5-di-t-butylsalicylidene)cobalt(II)................................................ 28
07-1219 (4S,4'S)-2,2'-(1-Phenylpropane-2,2-diyl)bis(4-phenyl-4,5-dihydrooxazole) (S)-BnPh-SaBOX ............................. 85
45-0380 Chloro(1,5-cyclooctadiene)rhodium(I) dimer, 98% ................................................................................................ 152
44-0113 Chloro(1,5-cyclooctadiene)(pentamethylcyclopentadienyl)ruthenium(II), 98% ...................................................... 189
93-2216 Titanium(IV) i-propoxide, min. 98% ....................................................................................................................... 232

Decarbonylation
45-0380 Chloro(1,5-cyclooctadiene)rhodium(I) dimer, 98% ................................................................................................ 152
45-0650 Chlorotris(triphenylphosphine)rhodium(I), 99% WILKINSON'S CATALYST.......................................................... 154
45-0670 Polymer-bound chlorotris(triphenylphosphine)rhodium(I) on styrene-divinylbenzene copolymer (20% cross-linked) .......... 158

Decarboxylation
46-0252 Bis(tri-t-butylphosphine)palladium(0), 98%............................................................................................................ 96
46-1780 Palladium(II) acetate, min. 98% (99.9+%-Pd) ....................................................................................................... 129
46-1781 Palladium(II) acetate, 99+% (99.95+%-Pd) ........................................................................................................... 129
44-0102 Chloro{(R)-(-)-5,5'-bis[di(3,5-di-t-butyl-4-methoxyphenyl)phosphino]-4,4'-bi-1,3-benzodioxole}(p-cymene)
ruthenium(II) chloride [RuCl(p-cymene)((R)-dtbm-segphos)]Cl ........................................................................... 181
44-0103 Chloro{(S)-(+)-5,5'-bis[di(3,5-di-t-butyl-4-methoxyphenyl)phosphino]-4,4'-bi-1,3-benzodioxole}(p-cymene)
ruthenium(II) chloride [RuCl(p-cymene)((S)-dtbm-segphos)]Cl ........................................................................... 181
44-1850 Ruthenium carbonyl, 99% ..................................................................................................................................... 219

Dehydrogenation
44-0090 Carbonylbis(trifluoroacetato)bis(triphenylphosphine)ruthenium(II) methanol adduct, min. 98% ............................ 174
44-0071 Carbonylchlorohydrido[bis(2-(diphenylphosphinoethyl)amino]ruthenium(II), min.98% Ru-MACHO................... 174
44-0100 Carbonyl(dihydrido)tris(triphenylphosphine)ruthenium (II), 99%............................................................................ 176
44-2310 Dichloro[1,1-bis(diphenylphosphino)ferrocene](2-aminomethylpyridine)ruthenium(II) RuCl2(AMPY)(DPPF) ...... 205

Epoxidation
25-0300 (1R,2R)-(-)-[1,2-Cyclohexanediamino-N,N'-bis(3,5-di-t-butylsalicylidene)]manganese (III) chloride, 98%
(R,R)-Jacobsen Cat............................................................................................................................................... 60
25-0301 (1S,2S)-(+)-[1,2-Cyclohexanediamino-N,N'-bis(3,5-di-t-butylsalicylidene)]manganese(III) chloride, 98%
(S,S)-Jacobsen Cat. .............................................................................................................................................. 60
46-0210 Bis(dibenzylideneacetone)palladium(0)................................................................................................................. 92
46-3000 Tris(dibenzylideneacetone)dipalladium(0) ............................................................................................................. 133
46-3010 Tris(dibenzylideneacetone)dipalladium(0) chloroform adduct ............................................................................... 134
45-1730 Rhodium(II) acetate dimer, 99%............................................................................................................................ 159
93-2216 Titanium(IV) i-propoxide, min. 98% ....................................................................................................................... 232
23-2202 Vanadium(IV) bis(acetylacetonato)oxide, 98% (Vanadyl acetylacetonate) ...........................................................

Hydroboration
05-1000 (R)-Tetrahydro-1-methyl-3,3-diphenyl-1H,3H-pyrrolo[1,2-c][1,3,2]oxazaborole, 0.9-1.1M in toluene
[(R)-Methyloxazaborolidine] (R)-CBS Catalyst ...................................................................................................... 20
05-1001 (S)-Tetrahydro-1-methyl-3,3-diphenyl-1H,3H-pyrrolo[1,2-c][1,3,2]oxazaborole, 0.9-1.1M in toluene
[(S)-Methyloxazaborolidine] (S)-CBS Catalyst....................................................................................................... 21
05-1002 (R)-Tetrahydro-1,3,3-triphenyl-1H,3H-pyrrolo[1,2-c][1,3,2]oxaborole, 99% (R)-Phenyl oxazaborolidine.............. 21
05-1003 (S)-Tetrahydro-1,3,3-triphenyl-1H,3H-pyrrolo[1,2-c][1,3,2]oxaborole, 99% (S)-Phenyl oxazaborolidine .............. 21
77-1115 3-Di-i-propylphosphino-2-(N,N-dimethylamino)-1H-indene(1,5-cyclooctadiene)iridium(I) hexafluorophosphate,
min. 98% ............................................................................................................................................................... 51
45-0184 (2R,3R)-(-)-2,3-Bis(diphenylphosphino)bicyclo[2.2.1]hept-5-ene(1,5-cyclooctadiene)rhodium(I)
tetrafluoroborate, min. 97% (R,R)-NORPHOS-Rh................................................................................................. 146
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Hydroboration
45-0185 (2S,3S)-(+)-2,3-Bis(diphenylphosphino)bicyclo[2.2.1]hept-5-ene(1,5-cyclooctadiene)rhodium(I)
tetrafluoroborate, min. 97% (S,S)-NORPHOS-Rh ................................................................................................. 146
45-0380 Chloro(1,5-cyclooctadiene)rhodium(I) dimer, 98% ................................................................................................ 152
45-0198 3-Di-i-propylphosphino-2-(N,N-dimethylamino)-1H-indene(1,5-cyclooctadiene)rhodium(I) hexafluorophosphate,
min. 98% ............................................................................................................................................................... 157
45-0197 3-Di-i-propylphosphoranylidene-2-(N,N-dimethylamino)-1H-indene(1,5-cyclooctadiene)rhodium(I), min. 95%..... 157
44-0092 Chloro{(R)-(+)-2,2'-bis[di(3,5-xylyl)phosphino]-1,1'-binaphthyl}(p-cymene)ruthenium(II) chloride
[RuCl(p-cymene)((R)-xylbinap}]Cl ......................................................................................................................... 187
44-0510 Dimethylammonium dichlorotri(-chloro)bis[(R)-(+)-2,2'-bis(diphenylphosphino)-1,1'-binaphthyl]diruthenate(II)
[NH2Me2][{RuCl((R)-binap)}2(-Cl)3] ...................................................................................................................... 215
44-0511 Dimethylammonium dichlorotri(-chloro)bis[(S)-(-)-2,2'-bis(diphenylphosphino)-1,1'-binaphthyl]diruthenate(II)
[NH2Me2][{RuCl((S)-binap)}2(-Cl)3] ...................................................................................................................... 215
40-1040 Bis(cyclopentadienyl)zirconium chloride hydride (Schwartz's Reagent), 95%....................................................... 238

Hydroformylation
45-0201 (-)-1,2-Bis((2R,5R)-2,5-diphenylphospholano)ethane(1,5-cyclooctadiene)rhodium(I) tetrafluoroborate,
min. 98% (R,R)-Ph-BPE-Rh .................................................................................................................................. 147
45-0202 (+)-1,2-Bis((2S,5S)-2,5-diphenylphospholano)ethane(1,5-cyclooctadiene)rhodium(I) tetrafluoroborate,
min. 98% (S,S)-Ph-BPE-Rh................................................................................................................................... 147
45-0700 Dicarbonylacetylacetonato rhodium(I), 99% .......................................................................................................... 156
45-1880 Rhodium(III) chloride hydrate (38-41% Rh) ........................................................................................................... 160

Hydrogenation
29-4050 Chloro[1,3-bis(2,6-di-i-propylphenyl)imidazol-2-ylidene]copper(I), 98% ................................................................ 31
77-5030 {1-[(4R)-2-(1-Adamantyl-4,5-dihydrooxazolyl)ethyl]-3-(2,6-di-i-propylphenyl)imidazolin-2-ylidene}
(1,5-cyclooctadiene)iridium(I) tetrakis[3,5-bis(trifluoromethyl)phenyl]borate, 99% ................................................ 44
77-5031 {1-[(4S)-2-(1-Adamantyl-4,5-dihydrooxazolyl)ethyl]-3-(2,6-di-i-propylphenyl)imidazolin-2-ylidene}
(1,5-cyclooctadiene)iridium(I) tetrakis[3,5-bis(trifluoromethyl)phenyl]borate, 99% ................................................ 44
77-5009 ((4R,5R)-(+)-O-[1-Benzyl-1-(5-methyl-2-phenyl-4,5-dihydrooxazol-4-yl)-2-phenylethyl]
(dicyclohexylphosphinite)(1,5-COD)iridium(I) tetrakis(3,5-bis(trifluoromethyl)phenylborate, min. 97%
(R,R)-[COD]Ir[cy2PThrePHOX].............................................................................................................................. 44
77-5010 ((4S,5S)-(-)-O-[1-Benzyl-1-(5-methyl-2-phenyl-4,5-dihydrooxazol-4-yl)-2-phenylethyl]-dicyclohexylphosphinite)
(1,5-COD)iridium(I) tetrakis(3,5-bis(trifluoromethyl)phenylborate, min. 97% (S,S)-[COD]Ir[cy2PThrePHOX] ........ 44
77-5019 ((4R,5R)-(+)-O-[1-Benzyl-1-(5-methyl-2-phenyl-4,5-dihydrooxazol-4-yl)-2-phenylethyl] (diphenylphosphinite)
(1,5-COD)iridium(I) tetrakis(3,5-bis(trifluoromethyl)phenylborate, min. 97% (R,R)-[COD]Ir[Ph2PThrePHOX]....... 44
77-5020 ((4S,5S)-(-)-O-[1-Benzyl-1-(5-methyl-2-phenyl-4,5-dihydrooxazol-4-yl)-2-phenylethyl]-diphenylphosphinite)
(1,5-COD)iridium(I) tetrakis(3,5-bis(trifluoromethyl)phenylborate, min. 97% (S,S)-[COD]Ir[Ph2PThrePHOX] ....... 45
77-0440 Bis(pyridine)(1,5-cyclooctadiene)iridium(I) hexafluorophosphate, 99%................................................................. 47
77-0500 Chlorodihydrido[bis(2-di-i-propylphosphinoethyl)amine]iridium(III), min. 98% ....................................................... 47
77-5040 1,5-Cyclooctadiene{(4S)-(+)-2-[(5S)-6-(diphenylphosphino)spiro[4.4]nona-1.6-dien-1-yl]-4,5-dihydro-4-
benzyloxazole}iridium(I) tetrakis[3,5-bis(trifluoromethyl)phenyl]borate, 97% (S,S)-(COD)Ir[Bn-SpinPHOX] ........ 48
77-5041 1,5-Cyclooctadiene{(4S)-(-)-2-[(5R)-6-(diphenylphosphino)spiro[4.4]nona-1.6-dien-1-yl]-4,5-dihydro-4-
benzyloxazole}iridium(I) tetrakis[3,5-bis(trifluoromethyl)phenyl]borate, 97% (R.S)-(COD)Ir[Bn-SpinPHOX] ........ 49
77-5046 1,5-Cyclooctadiene{(4S)-(+)-2-[(5S)-6-(diphenylphosphino)spiro[4.4]nona-1.6-dien-1-yl]-4,5-dihydro-4-
phenyloxazole}iridium(I) tetrakis[3,5-bis(trifluoromethyl)phenyl]borate, 97% (S,S)-(COD)Ir[Ph-SpinPHOX] ........ 49
77-5047 1,5-cyclooctadiene{(4S)-(-)-2-[(5R)-6-(diphenylphosphino)spiro[4.4]nona-1.6-dien-1-yl]-4,5-dihydro-4-
phenyloxazole}iridium(I) tetrakis[3,5-bis(trifluoromethyl)phenyl]borate, 97% (R,S)-(COD)Ir[Ph-SpinPHOX]........ 49
77-5051 1,5-cyclooctadiene{(4S)-(-)-2-[(5R)-6-(diphenylphosphino)spiro[4.4]nona-1.6-dien-1-yl]-4,5-dihydro-4-
(i-propyl)oxazole}iridium(I) tetrakis[3,5-bis(trifluoromethyl)phenyl]borate, 97% (R,S)-(COD)Ir[iPr-SpinPHOX] .... 49
77-5050 1,5-cyclooctadiene{(4S)-(+)-2-[(5S)-6-(diphenylphosphino)spiro[4.4]nona-1.6-dien-1-yl]-4,5-dihydro-4-
(i-propyl)oxazole}iridium(I) tetrakis[3,5-bis(trifluoromethyl)phenyl]borate, 97% (S,S)-(COD)Ir[iPr-SpinPHOX] .... 49
77-1060 Dichloro(pentamethylcyclopentadienyl)iridium(III) dimer, 98% .............................................................................. 51
77-1830 (Dimethylphenylphosphine)(1,5-cyclooctadiene)[1,3-bis(2,4,6-trimethylphenyl)imidazol-2-ylidene]iridium(I)
hexafluorophosphate, min. 98% ............................................................................................................................ 51
77-1115 3-Di-i-propylphosphino-2-(N,N-dimethylamino)-1H-indene(1,5-cyclooctadiene)iridium(I) hexafluorophosphate, min. 98% .. 51
77-1810 Tribenzylphosphine(1,5-cyclooctadiene)[1,3-bis(2,4,6-trimethylphenyl)imidazol-2-ylidene]iridium(I)
hexafluorophosphate, min. 98% ............................................................................................................................ 52
77-9500 (Tricyclohexylphosphine)(1,5-cyclooctadiene)(pyridine)iridium(I)hexafluorophosphate, 99%
CRABTREE'S CATALYST .................................................................................................................................... 52
77-1825 Triphenylphosphine(1,5-cyclooctadiene)[1,3-bis(2,4,6-trimethylphenyl)imidazol-2-ylidene]iridium(I)
hexafluorophosphate, min. 98% ............................................................................................................................ 52
26-1261 1,1'-Bis{1-[(R)-ferrocenyl-2-(S)-ethyl-1-(diethylamino)phenyl]-(R)-phosphino}ferrocene, min. 97% Trifer............. 53
26-1260 1,1'-Bis{1-[(S)-ferrocenyl-2-(R)-ethyl-1-(dimethylamino)phenyl]-(S)-phosphino}ferrocene, min. 97% Trifer .......... 53
26-1270 (R,S(p), R(SPO)-(1-t-Butylphosphinoyl)-2-[1-(diphenylphosphino)ethyl]ferrocene, min. 97% JoSPOphos ........... 54
26-1271 (S, R(p), S(SPO)-(1-t-Butylphosphinoyl)-2-[1-(diphenylphosphino)ethyl]ferrocene, min. 97% JoSPOphos .......... 54
26-2515 (R)-1-[(S)-2-Diphenylphosphinoferrocenyl](N-methyl)(N-diphenylphosphino)ethylamine (R)-Me-Bophoz .......... 54
26-2516 (S)-1-[(R)-2-Diphenylphosphinoferrocenyl](N-methyl)(N-diphenylphosphino)ethylamine (S)-Me-Bophoz............. 55
26-1266 1-{[(R)-Ferrocenyl-2-(S)-ethyl-1-dimethylamino)phenyl]-(R)-phosphino}-1'-dicyclohexylphosphinoferrocene,
min. 97% Chenphos .............................................................................................................................................. 55
26-1265 1-{[(S)-Ferrocenyl-2-(R)-ethyl-1-dimethylamino)phenyl]-(S)-phosphino}-1'-dicyclohexylphosphinoferrocene,
min. 97% Chenphos .............................................................................................................................................. 55
26-1268 (R,S(p), R(SPO)-1-Phenylphosphinoyl)-2-[1-(t-butylphosphino)ethyl]ferrocene, min. 97% JoSPOphos ............... 55
96-7650 CATHy Catalyst Kit for Asymmetric Transfer Hydrogenation of Ketones and Imines ......................................... 256
25-0300 (1R,2R)-(-)-[1,2-Cyclohexanediamino-N,N'-bis(3,5-di-t-butylsalicylidene)]manganese (III) chloride, 98%
(R,R)-Jacobsen Cat............................................................................................................................................... 60
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Hydrogenation
25-0301 (1S,2S)-(+)-[1,2-Cyclohexanediamino-N,N'-bis(3,5-di-t-butylsalicylidene)]manganese(III) chloride, 98%
(S,S)-Jacobsen Cat. .............................................................................................................................................. 60
07-0210 (2R)-(+)-1,1-Bis(4-methoxyphenyl)-3-methyl-1,2-butanediamine, min. 97% (R)-DAIPEN..................................... 73
07-0211 (2S)-(-)-1,1-Bis(4-methoxyphenyl)-3-methyl-1,2-butanediamine, min. 97% (S)-DAIPEN ...................................... 73
75-2360 Chlorotricarbonyl(2,2'-bipyridine)rhenium(I), 99% ................................................................................................. 137
45-0010 Acetylacetonato(1,5-cyclooctadiene)rhodium(I), 98% ........................................................................................... 139
45-0109 Bis(1,5-cyclooctadiene)rhodium(I) tetrafluoroborate, 98+% .................................................................................. 140
45-0148 (-)-1,2-Bis((2R,5R)-2,5-diethylphospholano)benzene(1,5-cyclooctadiene)rhodium(I) tetrafluoroborate, 98+%
(R,R)-Et-DUPHOS-Rh ........................................................................................................................................... 140
45-0149 (+)-1,2-Bis((2S,5S)-2,5-diethylphospholano)benzene(1,5-cyclooctadiene)rhodium(I) tetrafluoroborate, 98+%
(S,S)-Et-DUPHOS-Rh ........................................................................................................................................... 140
45-0150 (-)-1,2-Bis((2R,5R)-2,5-diethylphospholano)benzene(1,5-cyclooctadiene)rhodium(I) trifluoromethanesulfonate,
98+% (R,R)-Et-DUPHOS-Rh................................................................................................................................. 140
45-0151 (+)-1,2-Bis((2S,5S)-2,5-diethylphospholano)benzene(1,5-cyclooctadiene)rhodium(I) trifluoromethanesulfonate,
98+% (S,S)-Et-DUPHOS-Rh ................................................................................................................................. 141
45-0155 (-)-1,1'-Bis((2S,4S)-2,4-diethylphosphotano)ferrocene(1,5-cyclooctadiene)rhodium(I) tetrafluoroborate, min. 98%............. 141
45-0158 (-)-1,2-Bis((2R,5R)-2,5-dimethylphospholano)benzene(1,5-cyclooctadiene)rhodium(I) tetrafluoroborate, 98+%
(R,R)-Me-DUPHOS-Rh ......................................................................................................................................... 142
45-0159 (+)-1,2-Bis((2S,5S)-2,5-dimethylphospholano)benzene(1,5-cyclooctadiene)rhodium(I) tetrafluoroborate, 98+%
(S,S)-Me-DUPHOS-Rh.......................................................................................................................................... 142
45-0160 (-)-1,2-Bis((2R,5R)-2,5-dimethylphospholano)benzene(1,5-
cyclooctadiene)rhodium(I)trifluoromethanesulfonate, 98+% (R,R)-Me-DUPHOS-Rh............................................ 142
45-0172 (-)-2,3-Bis((2R,5R)-2,5-dimethylphospholano)benzo[b]thiophene(1,5-cyclooctadiene)rhodium(I)
tetrafluoroborate .................................................................................................................................................... 143
45-0168 (+)-1,2-Bis((2R,5R)-2,5-dimethylphospholano)ethane(1,5-cyclooctadiene)rhodium(I) tetrafluoroborate, 98+%
(R,R)-Me-BPE-Rh ................................................................................................................................................. 143
45-0169 (-)-1,2-Bis((2S,5S)-2,5-dimethylphospholano)ethane(1,5-cyclooctadiene)rhodium(I) tetrafluoroborate, 98+%
(S,S)-Me-BPE-Rh.................................................................................................................................................. 143
45-0766 (-)-2,3-Bis[(2R,5R)-2,5-dimethylphospholanyl]-1-[3,5-bis(trifluoromethyl)phenyl]-1H-pyrrole-2,5-dione
(1,5-cyclooctadiene)rhodium(I) tetrafluoroborate, min. 97% [catASium MNXylF(R)Rh]....................................... 144
45-0750 (-)-4,5-Bis[(2R,5R)-2,5-dimethylphospholanyl](1,2-dimethyl-1,2-dihydropyridazine-3,6-dione)(1,5-
cyclooctadiene)rhodium(I) tetrafluoroborate, min. 95% [catASium MNN(R)Rh] .................................................. 144
45-0770 (-)-2,3-Bis[(2R,5R)-2,5-dimethylphospholanyl]-1-[3,5-dimethylphenyl]-1H-pyrrole-2,5-dione(1,5-cyclooctadiene)
rhodium(I) tetrafluoroborate, min. 97% [catASium MNXyl(R)Rh] ......................................................................... 144
45-0754 (-)-2,3-Bis[(2R,5R)-2,5-dimethylphospholanyl]maleic anhydride(1,5-cyclooctadiene)rhodium(I)
hexafluoroantimonate, min. 97% [catASium M(R)RhSbF6].................................................................................. 144
45-0758 (-)-2,3-Bis[(2R,5R)-2,5-dimethylphospholanyl]maleic anhydride(1,5-cyclooctadiene)rhodium(I)
trifluoromethanesulfonate, min. 97% [catASium M(R)RhOTf].............................................................................. 144
45-0176 (-)-2,3-Bis[(2R,5R)-2,5-dimethylphospholanyl]-1-methyl-1H-pyrrole-2,5-dione(1,5-cyclooctadiene)rhodium(I)
tetrafluoroborate, min. 97% [catASium MN(R)Rh] ............................................................................................... 145
45-0177 (+)-2,3-Bis[(2S,5S)-2,5-dimethylphospholanyl]-1-methyl-1H-pyrrole-2,5-dione(1,5-cyclooctadiene)rhodium(I)
tetrafluoroborate, min. 98% [catASium MN(S)Rh] ............................................................................................... 145
45-0415 (-)-3,4-Bis[(2R,5R)-2,5-dimethylphospholanyl]-1-pentafluorophenyl-1H-pyrrole-2,5-dione(1,5-cyclo-
octadiene)rhodium(I) tetrafluoroborate, min. 95% [catASium MNF(R)Rh] ......................................................... 145
45-0178 (3R,4R)-(+)-Bis(diphenylphosphino)-1-benzylpyrrolidine(1,5-cyclooctadiene)rhodium(I) tetrafluoroborate, min.

97% [catASium D(R)Rh] ...................................................................................................................................... 145
45-0184 (2R,3R)-(-)-2,3-Bis(diphenylphosphino)bicyclo[2.2.1]hept-5-ene(1,5-cyclooctadiene)rhodium(I)
tetrafluoroborate, min. 97% (R,R)-NORPHOS-Rh................................................................................................. 146
45-0185 (2S,3S)-(+)-2,3-Bis(diphenylphosphino)bicyclo[2.2.1]hept-5-ene(1,5-cyclooctadiene)rhodium(I)
tetrafluoroborate, min. 97% (S,S)-NORPHOS-Rh ................................................................................................. 146
45-0217 (R)-(-)-4,12-Bis(diphenylphosphino)[2.2]paracyclophane(1,5-cyclooctadiene)rhodium(I) tetrafluoroborate, min. 97% ........ 146
45-0218 (S)-(+)-4,12-Bis(diphenylphosphino)[2.2]paracyclophane(1,5-cyclooctadiene)rhodium(I) tetrafluoroborate, min. 97% 147
45-0201 (-)-1,2-Bis((2R,5R)-2,5-diphenylphospholano)ethane(1,5-cyclooctadiene)rhodium(I) tetrafluoroborate,
min. 98% (R,R)-Ph-BPE-Rh .................................................................................................................................. 147
45-0202 (+)-1,2-Bis((2S,5S)-2,5-diphenylphospholano)ethane(1,5-cyclooctadiene)rhodium(I) tetrafluoroborate,
min. 98% (S,S)-Ph-BPE-Rh................................................................................................................................... 147
45-0205 1,1'-Bis(di-i-propylphosphino)ferrocene(1,5-cyclooctadiene)rhodium(I) tetrafluoroborate, min. 98% .................... 147
45-0210 (+)-1,2-Bis((2R,5R)-2,5-di-i-propylphospholano)benzene)1,5-cyclooctadiene)rhodium(I) tetrafluoroborate,
min. 98% (R,R)-i-Pr-DUPHOS-Rh......................................................................................................................... 148
45-0211 (-)-1,2-Bis((2S,5S)-2,5-di-i-propylphospholano)benzene(1,5-cyclooctadiene)rhodium(I) tetrafluoroborate,
min. 98% (S,S)-i-Pr-DUPHOS-Rh ......................................................................................................................... 148
45-0213 (R)-(-)-4,12-Bis(di-3,5-xylylphosphino)[2.2]paracyclophane(1,5-cyclooctadiene)rhodium(I) tetrafluoroborate, min. 97% ..... 149
45-0214 (S)-(+)-4,12-Bis(di-3,5-xylylphosphino)[2.2]paracyclophane(1,5-cyclooctadiene)rhodium(I) tetrafluoroborate, min. 97% .... 149
45-0255 (R)-4,12-Bis(4-methoxyphenyl)-[2.2]-paracyclophane(1,5-cyclooctadiene)rhodium(I) tetrafluoroborate, min. 97% ............ 149
45-0256 (S)-4,12-Bis(4-methoxyphenyl)-[2.2]-paracyclophane(1,5-cyclooctadiene)rhodium(I) tetrafluoroborate, min. 97% ............. 150
45-0225 (R,R)-(-)-1,2-Bis[(o-methoxyphenyl)(phenyl)phosphino]ethane(1,5-cyclooctadiene)rhodium(I) tetrafluoroborate, min. 95% 150
45-0226 (S,S)-(+)-1,2-Bis[(o-methoxyphenyl)(phenyl)phosphino]ethane(1,5-cyclooctadiene)rhodium(I) tetrafluoroborate,
min. 95% ............................................................................................................................................................... 151
45-0667 (R)-(-)-t-Butylmethyl(di-t-butylphosphinomethyl)phosphino(1,5-cyclooctadiene)rhodium(I) tetrafluoroborate,
min. 97% (R)-TCFP-Rh ......................................................................................................................................... 151
45-0380 Chloro(1,5-cyclooctadiene)rhodium(I) dimer, 98% ................................................................................................ 152
45-0650 Chlorotris(triphenylphosphine)rhodium(I), 99% WILKINSON'S CATALYST.......................................................... 154
45-0663 (1R,1'R,2S,2'S)-(+)-2,2'-Di-t-butyl-2,3,2',3'-tetrahydro-1,1'-bi-1H-isophosphindole(1,5-cyclooctadiene)
rhodium(I) tetrafluoroborate, min. 98% (R,R,S,S)-DUANPHOS-Rh ...................................................................... 156
45-0198 3-Di-i-propylphosphino-2-(N,N-dimethylamino)-1H-indene(1,5-cyclooctadiene)rhodium(I) hexafluorophosphate,
min. 98% ............................................................................................................................................................... 157
45-0197 3-Di-i-propylphosphoranylidene-2-(N,N-dimethylamino)-1H-indene(1,5-cyclooctadiene)rhodium(I), min. 95%..... 157
14 Visit strem.com for new product announcements.
Hydrogenation
45-0670 Polymer-bound chlorotris(triphenylphosphine)rhodium(I) on styrene-divinylbenzene copolymer
(20% cross-linked)................................................................................................................................................. 158
45-2110 (R)-(+)-2,2',6,6'-Tetramethoxy-4,4'-bis(diphenylphosphino)-3,3'-bipyridine(1,5-cyclooctadiene)rhodium(I)
tetrafluoroborate, min. 97% ................................................................................................................................... 163
45-2111 (S)-(-)-2,2',6,6'-Tetramethoxy-4,4'-bis(diphenylphosphino)-3,3'-bipyridine(1,5-cyclooctadiene)rhodium(I)
tetrafluoroborate, min. 97% ................................................................................................................................... 163
44-0091 Carbonylhydrido[6-(di-t-butylphosphinomethylene)-2-(N,N-diethylaminomethyl)-1,6-dihydropyridine]
ruthenium(II), min. 98% Milstein Catalyst .............................................................................................................. 177
44-0074 Carbonylhydrido(tetrahydroborato)[bis(2-diphenylphosphinoethyl)amino]ruthenium(II), min.98%
Ru-MACHO-BH................................................................................................................................................... 178
44-0156 Chloro{[(1R,2R)-(-)-2-amino-1,2-diphenylethyl](pentafluorophenylsulfonyl)amido}(p-cymene)ruthenium(II),
min. 90% RuCl[(R,R)-Fsdpen](p-cymene)............................................................................................................. 179
44-0157 Chloro{[(1S,2S)-(+)-2-amino-1,2-diphenylethyl](pentafluorophenylsulfonyl)amido}(p-cymene)ruthenium(II),
min. 90% RuCl[(S,S)-Fsdpen](p-cymene) ............................................................................................................. 179
44-0148 Chloro{[(1R,2R)-(-)-2-amino-1,2-diphenylethyl](4-toluenesulfonyl)amido}(p-cymene)ruthenium(II), min. 95%
RuCl[(R,R)-Tsdpen](p-cymene)............................................................................................................................. 179
44-0149 Chloro{[(1S,2S)-(+)-2-amino-1,2-diphenylethyl](4-toluenesulfonyl)amido}(p-cymene)ruthenium(II), min. 90%
RuCl[(S,S)-Tsdpen](p-cymene) ............................................................................................................................. 180
44-0154 Chloro{[(1R,2R)-(-)-2-amino-1,2-diphenylethyl](4-toluenesulfonyl)amido}(mesitylene)ruthenium(II), min. 90%
RuCl[(R,R)-Tsdpen(mesitylene) ............................................................................................................................ 180
44-0155 Chloro{[(1S,2S)-(+)-2-amino-1,2-diphenylethyl](4-toluenesulfonyl)amido}(mesitylene)ruthenium(II), min. 90%
RuCl[(S,S)-Tsdpen](mesitylene)............................................................................................................................ 180
44-0102 Chloro{(R)-(-)-5,5'-bis[di(3,5-di-t-butyl-4-methoxyphenyl)phosphino]-4,4'-bi-1,3-benzodioxole}(p-cymene)
ruthenium(II) chloride [RuCl(p-cymene)((R)-dtbm-segphos)]Cl ........................................................................... 181
44-0103 Chloro{(S)-(+)-5,5'-bis[di(3,5-di-t-butyl-4-methoxyphenyl)phosphino]-4,4'-bi-1,3-benzodioxole}(p-cymene)
ruthenium(II) chloride [RuCl(p-cymene)((S)-dtbm-segphos)]Cl ........................................................................... 181
44-0096 Chloro[(R)-(+)-5,5'-bis(diphenylphosphino)-4,4'-bi-1,3-benzodioxole](p-cymene)ruthenium(II) chloride
[RuCl(p-cymene)((R)-segphos)]Cl ....................................................................................................................... 181
44-0097 Chloro[(S)-(-)-5,5'-bis(diphenylphosphino)-4,4'-bi-1,3-benzodioxole](p-cymene)ruthenium(II) chloride
[RuCl(p-cymene)((S)-segphos)]Cl ....................................................................................................................... 182
44-0136 Chloro[(R)-(-)-2,2'-bis(diphenylphosphino)-1,1'-binaphthyl][(R)-1,1-bis(4-methoxyphenyl)-3-methylbutane-1,2-
diamine]ruthenium(II) tetrafluoroborate, min. 97% ................................................................................................ 182
44-0134 Chloro[(R)-2,2'-bis(diphenylphosphino)-1,1'-binaphthyl][(1R,2R)-cyclohexane-1,2-diamine)]ruthenium(II)
tetrafluoroborate, min. 97% ................................................................................................................................... 182
44-0084 Chloro[(R)-(+)-2,2'-bis(diphenylphosphino)-1,1'-binaphthyl](p-cymene)ruthenium(II) chloride
[RuCl(p-cymene)((R)-binap)]Cl.............................................................................................................................. 183
44-0086 Chloro[(S)-(-)-2,2'-bis(diphenylphosphino)-1,1'-binaphthyl](p-cymene)ruthenium(II) chloride
[RuCl(p-cymene)((S)-binap)]Cl.............................................................................................................................. 183
44-0109 Chloro{(R)-(-)-1,13-bis(diphenylphosphino)-7,8-dihydro-6H-dibenzo[f,h][1,5]dioxonin}(p-cymene)ruthenium(II)
chloride (R)-C3-TUNEPHOS-Ru ............................................................................................................................ 184
44-0094 Chloro[(R)-(+)-2,2'-bis(diphenylphosphino)-5,5',6,6',7,7',8,8'-octahydro-1,1'-binaphthyl](p-cymene)ruthenium(II)
chloride [RuCl(p-cymene)((R)-H8-binap)]Cl ........................................................................................................... 184
44-0095 Chloro[(S)-(-)-2,2'-bis(diphenylphosphino)-5,5',6,6',7,7',8,8'-octahydro-1,1'-binaphthyl](p-cymene)ruthenium(II)
chloride [RuCl(p-cymene)((S)-H8-binap)]Cl ........................................................................................................... 185
44-6068 Chlorobis[2-(di-i-propylphosphino)ethanamine]ruthenium(II) tetrafluoroborate, min. 97% .................................... 185
44-0088 Chloro[(R)-(+)-2,2'-bis(di-p-tolylphosphino)-1,1'-binaphthyl](p-cymene)ruthenium(II) chloride
[RuCl(p-cymene)((R)-tolbinap)]Cl.......................................................................................................................... 185
44-0089 Chloro[(S)-(-)-2,2'-bis(di-p-tolylphosphino)-1,1'-binaphthyl](p-cymene)ruthenium(II) chloride
[RuCl(p-cymene)((S)-tolbinap)]Cl .......................................................................................................................... 186
44-0098 Chloro{(R)-(+)-5,5'-bis[di(3,5-xylyl)phosphino]-4,4'-bi-1,3-benzodioxole}(p-cymene)ruthenium(II) chloride

[RuCl(p-cymene)((R)-dm-segphos )]Cl ................................................................................................................. 186
44-0099 Chloro{(S)-(-)-5,5'-bis[di(3,5-xylyl)phosphino]-4,4'-bi-1,3-benzodioxole}(p-cymene)ruthenium(II) chloride
[RuCl(p-cymene)((S)-dm-segphos)]Cl ................................................................................................................ 186
44-0092 Chloro{(R)-(+)-2,2'-bis[di(3,5-xylyl)phosphino]-1,1'-binaphthyl}(p-cymene)ruthenium(II) chloride
[RuCl(p-cymene)((R)-xylbinap}]Cl ......................................................................................................................... 187
44-0093 Chloro{(S)-(-)-2,2'-bis[di(3,5-xylyl)phosphino]-1,1'-binaphthyl}(p-cymene)ruthenium(II) chloride
[RuCl(p-cymene)((S)-xylbinap)]Cl ......................................................................................................................... 187
44-0217 Chloro{(R)-(+)-2,2'-bis[di(3,5-xylyl)phosphino]-1,1'-binaphthyl}[(2R)-(-)-1-(4-methoxyphenyl)-1-(4-methoxy-
phenyl-kC)-3-methyl-1,2-butanediamine]ruthenium(II) (R)-RUCY-XylBINAP...................................................... 187
44-0218 Chloro{(S)-(-)-2,2'-bis[di(3,5-xylyl)phosphino]-1,1'-binaphthyl}[(2S)-(+)-1-(4-methoxyphenyl)-1-(4-

methoxyphenyl-kC)-3-methyl-1,2-butanediamine]ruthenium(II) (S)-RUCY -XylBINAP ....................................... 188
44-2319 Chloro(p-cymene)[(1R,2R)-(-)-2-amino-1,2-diphenylethyl(methylsulfonylamido)]ruthenium(II)
RuCl(p-cymene)[(R,R)-MsDpen] ......................................................................................................................... 190
44-2320 Chloro(p-cymene)[(1S,2S)-(-)-2-amino-1,2-diphenylethyl((methylsulfonylamido)]ruthenium(II)
RuCl(p-cymene)[(S,S)-MsDpen] .......................................................................................................................... 190
44-0121 Chloro[(R)-(+)-5,5'-dichloro-6,6'-dimethoxy-2,2'-bis(diphenylphosphino)-1,1'-biphenyl](p-cymene)ruthenium(II)
chloride CH2Cl2 adduct.......................................................................................................................................... 191
44-0122 Chloro[(S)-(-)-5,5'-dichloro-6,6'-dimethoxy-2,2'-bis(diphenylphosphino)-1,1'-biphenyl](p-cymene)ruthenium(II)
chloride CH2Cl2 adduct.......................................................................................................................................... 191
44-0185 Chloro{N-[(1R,2R)-1,2-diphenyl-2-(2-(4-methylbenzyloxy)ethylamino)-ethyl]-4-methylbenzene
sulfonamide(chloro)ruthenium(II) (R,R)-Ts-DENEB ............................................................................................ 191
44-3020 Chloro{(1R,2R)-1,2-diphenyl-1-[(3-(6-phenyl)propyl)amino]-2-(methylsulfonylamido)}ruthenium(II)
RuCl[(R,R)teth-MsDpen] .................................................................................................................................... 193
44-3021 Chloro{(1S,2S)-1,2-diphenyl-1-[(3-(6-phenyl)propyl)amino]-2-(methylsulfonylamido)}ruthenium(II)
RuCl[(S,S)teth-MsDpen] ..................................................................................................................................... 193
44-2325 Chloro(mesitylene)[(1R,2R)-(-)-2-amino-1,2-diphenylethyl(methylsulfonylamido)]ruthenium(II)
RuCl(mesitylene)[(R,R)-MsDpen].......................................................................................................................... 193
44-2326 Chloro(mesitylene)[(1S,2S)-(+)-2-amino-1,2-diphenylethyl(methylsulfonylamido)]ruthenium(II)
RuCl(mesitylene)[(S,S)-MsDpen] ......................................................................................................................... 193
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Hydrogenation
44-0255 Chloro{N-[(1R,2R)-2-[(S)-[2-[[1,2,3,4,5,6-)-4-methylphenyl]methoxy]ethyl]amino]-1,2-diphenylethylmethane-
sulfonamidato}ruthenium(II) Ru-(R,R)-Ms-DENEB............................................................................................... 193
44-0256 Chloro{N-[(1S,2S)-2-[(R)-[2-[[1,2,3,4,5,6-)-4-methylphenyl]methoxy]ethyl]amino]-1,2-diphenylethylmethane-
sulfonamidato}ruthenium(II) Ru-(S,S)-Ms-DENEB ............................................................................................... 194
44-0138 Chloro(1-phenylindenyl)bis(triphenylphosphine)ruthenium(II), min. 98% .............................................................. 194
44-0180 Diacetato{(R)-(-)-5,5'-bis[di(3,5-di-t-butyl-4-methoxyphenyl)phosphino]-4,4'-bi-1,3-benzodioxole}ruthenium(II)
Ru(OAc)2[(R)-dtbm-segphos] ............................................................................................................................. 195
44-0181 Diacetato{(S)-(+)-5,5'-bis[di(3,5-di-t-butyl-4-methoxyphenyl)phosphino]-4,4'-bi-1,3-benzodioxole}ruthenium(II)
Ru(OAc)2[(S)-dtbm-segphos] .............................................................................................................................. 196

44-0168 Diacetato[(R)-(+)-5,5'-bis(diphenylphosphino)-4,4'-bi-1,3-benzodioxole]ruthenium(II) Ru(OAc)2[(R)-segphos ]... 196
44-0169 Diacetato[(S)-(-)-5,5'-bis(diphenylphosphino)-4,4'-bi-1,3-benzodioxole]ruthenium(II) Ru(OAc)2[(S)-segphos] .... 196
44-0152 Diacetato[(R)-(+)-2,2'-bis(diphenylphosphino)-1,1'-binaphthyl]ruthenium(II) Ru(OAc)2[(R)-binap] ........................ 197
44-0153 Diacetato[(S)-(-)-2,2'-bis(diphenylphosphino)-1,1'-binaphthyl]ruthenium(II) Ru(OAc)2[(S)-binap] ......................... 197
44-0166 Diacetato[(R)-(+)-2,2'-bis(diphenylphosphino)-5,5',6,6',7,7',8,8'-octahydro-1,1'-binaphthyl]ruthenium(II)
Ru(OAc)2[(R)-H8-binap] ......................................................................................................................................... 197
44-0167 Diacetato[(S)-(-)-2,2'-bis(diphenylphosphino)-5,5',6,6',7,7',8,8'-octahydro-1,1'-binaphthyl]ruthenium(II)
Ru(OAc)2[(S)-H8-binap] ......................................................................................................................................... 198
44-0162 Diacetato[(R)-(+)-2,2'-bis(di-p-tolylphosphino)-1,1'-binaphthyl]ruthenium(II) Ru(OAc)2[(R)-tolbinap] .................... 198
44-0163 Diacetato[(S)-(-)-2,2'-bis(di-p-tolylphosphino)-1,1'-binaphthyl]ruthenium(II) Ru(OAc)2[(S)-tolbinap]...................... 198
44-0174 Diacetato{(R)-(+)-5,5'-bis[di(3,5-xylyl)phosphino]-4,4'-bi-1,3-benzodioxole}ruthenium(II)
Ru(OAc)2[(R)-dm-segphos] ................................................................................................................................. 198
44-0176 Diacetato{(S)-(-)-5,5'-bis[di(3,5-xylyl)phosphino]-4,4'-bi-1,3-benzodioxole}ruthenium(II)
Ru(OAc)2[(S)-dm-segphos].................................................................................................................................. 199
44-0164 Diacetato{(R)-(+)-2,2'-bis[di(3,5-xylyl)phosphino]-1,1'-binaphthyl}ruthenium(II) Ru(OAc)2[(R)-xylbinap]............... 199
44-0165 Diacetato{(S)-(-)-2,2'-bis[di(3,5-xylyl)phosphino]-1,1'-binaphthyl}ruthenium(II) Ru(OAc)2[(S)-xylbinap] ................ 199
44-0232 Dichloro{(R)-2,2'-bis[bis(4-methylphenyl)]-1,1'-binaphthyl}[(1R,2R)-2-amino-1-
phenylpropyldiphenylphosphine]ruthenium(II), min. 97% ...................................................................................... 199
44-0260 Dichlorobis[2-(di-t-butylphosphino)ethylamine]ruthenium(II), min. 97% ................................................................ 200
44-0210 Dichloro[(R)-(+)-2,2'-bis(diphenylphosphino)-1,1'-binaphthyl][(2R)-(-)-1,1-bis(4-methoxyphenyl)-3-methyl-1,2-
butanediamine]ruthenium(II) dichloromethane adduct, min. 97%.......................................................................... 201
44-0211 Dichloro[(S)-(-)-2,2'-bis(diphenylphosphino)-1,1'-binaphthyl][(2S)-(+)-1,1-bis(4-methoxyphenyl)-3-methyl-1,2-
butanediamine]ruthenium(II) dichloromethane adduct, min. 97%.......................................................................... 201
44-0925 Dichloro[(S)-(-)-2,2'-bis(diphenylphosphino)-1,1'-binaphthyl][(S)-(-)-2-(-(t-butyl)methanamine)-1H-
benzimidazole]ruthenium(II), min. 95% ................................................................................................................. 201
44-0221 Dichloro[(R)-(+)-2,2'-bis(diphenylphosphino)-1,1'-binaphthyl][(1S,2S)-(-)-1,2-diphenylethylenediamine]
ruthenium(II), min. 90% ......................................................................................................................................... 202
44-0222 Dichloro[(S)-(-)-2,2'-bis(diphenylphosphino)-1,1'-binaphthyl][(1R,2R)-(+)-1,2-diphenylethylenediamine]
ruthenium(II), min. 98% ......................................................................................................................................... 202
44-0220 Dichloro[(R)-(+)-2,2'-bis(diphenylphosphino)-1,1'-binaphthyl][(1R,2R)-(+)-1,2-diphenylethylenediamine]
ruthenium(II), min. 90% ......................................................................................................................................... 202
44-0223 Dichloro[(S)-(-)-2,2'-bis(diphenylphosphino)-1,1'-binaphthyl][(1S,2S)-(-)-1,2-diphenylethylenediamine]
ruthenium(II), min. 98% ......................................................................................................................................... 202
44-0910 Dichloro[(R)-(+)-2,2'-bis(diphenylphosphino)-1,1'-binaphthyl][(S)-(+)-2-(-methylmethanamine)-1H-
benzimidazole]ruthenium(II), min. 95% ................................................................................................................. 203
44-0905 Dichloro[(S)-(-)-2,2'-bis(diphenylphosphino)-1,1'-binaphthyl][(S)-(-)-2-(-methylmethanamine)-1H-
benzimidazole]ruthenium(II), min. 95% ................................................................................................................. 203
44-0920 Dichloro[(R)-(+)-2,2'-bis(diphenylphosphino)-1,1'-binaphthyl][(R)-(+)-2-(-(i-propyl)methanamine)-1H-
benzimidazole]ruthenium(II), min. 95% ................................................................................................................. 203
44-0915 Dichloro[(S)-(-)-2,2'-bis(diphenylphosphino)-1,1'-binaphthyl][(S)-(-)-2-(-(i-propyl)methanamine)-1H-
benzimidazole]ruthenium(II), min. 95% ................................................................................................................. 204
44-0248 Dichloro[(R)-(+)-2,2'-bis(diphenylphosphino)-1,1'-binaphthyl]ruthenium(II), min. 95% .......................................... 204
44-0249 Dichloro[(S)-(-)-2,2'-bis(diphenylphosphino)-1,1'-binaphthyl]ruthenium(II), min. 95% ........................................... 204
44-0263 Dichlorobis[2-(diphenylphosphino)ethylamine]ruthenium(II), min. 95% (mixture of isomers) ................................ 204
44-0975 Dichloro[(4S,5S)-(+)-4,5-bis(diphenylphosphinomethyl)-2,2-dimethyl-1,3-dioxolane][(S)-(-)-2-(i-butyl)
methanamine)-1H-benzimidazole]ruthenium(II), min. 95%.................................................................................... 205
44-0980 Dichloro[(4S,5S)-(+)-4,5-bis(diphenylphosphinomethyl)-2,2-dimethyl-1,3-dioxolane][(S)-(-)-2-(t-butyl)
methanamine)-1H-benzimidazole]ruthenium(II), min. 97%.................................................................................... 205
44-0960 Dichloro[(4R,5R)-(-)-4,5-bis(diphenylphosphinomethyl)-2,2-dimethyl-1,3-dioxolane][(R)-(+)-2-(-methyl-
methanamine)-1H-benzimidazole]ruthenium(II), min. 95%.................................................................................... 205
44-0955 Dichloro[(4S,5S)-(+)-4,5-bis(diphenylphosphinomethyl)-2,2-dimethyl-1,3-dioxolane][(S)-(-)-2-(-methyl-
methanamine)-1H-benzimidazole]ruthenium(II), min. 98%.................................................................................... 206
44-0970 Dichloro[(4R,5R)-(-)-4,5-bis(diphenylphosphinomethyl)-2,2-dimethyl-1,3-dioxolane][(R)-(+)-2-(i-propyl)
methanamine)-1H-benzimidazole]ruthenium(II), min. 95%.................................................................................... 206
44-0965 Dichloro[(4S,5S)-(+)-4,5-bis(diphenylphosphinomethyl)-2,2-dimethyl-1,3-dioxolane][(S)-(-)-2-(i-propyl)
methanamine)-1H-benzimidazole]ruthenium(II), min. 95%.................................................................................... 206
44-0265 Dichlorobis[2-(di-i-propylphosphino)ethylamine]ruthenium(II), min. 97% .............................................................. 206
44-2314 Dichloro[(R)-(+)-2,2-bis(di-p-tolylphosphino)-1,1-binaphthyl](2-aminomethylpyridine)ruthenium(II)
RuCl2(AMPY)[(R)Tol-Binap] ................................................................................................................................ 207
44-2315 Dichloro[(S)-(-)-2,2-bis(di-p-tolylphosphino)-1,1-binaphthyl](2-aminomethylpyridine)ruthenium(II)
RuCl2(AMPY)[(S)-Tol-Binap] ............................................................................................................................... 207
44-0950 Dichloro[(S)-(-)-2,2'-bis(di-p-tolylphosphino)-1,1'-binaphthyl][(S)-(-)-2-(-(t-butyl) methanamine)-1H-
benzimidazole]ruthenium(II), min. 97% ................................................................................................................. 207
44-0935 Dichloro[(R)-(+)-2,2'-bis(di-p-tolylphosphino)-1,1'-binaphthyl][(R)-(+)-2-(-methylmethanamine)-1H-
benzimidazole]ruthenium(II), min. 95% ................................................................................................................. 207
44-0930 Dichloro[(S)-(-)-2,2'-bis(di-p-tolylphosphino)-1,1'-binaphthyl][(S)-(-)-2-(-methylmethanamine)-1H-
benzimidazole]ruthenium(II), min. 97% ................................................................................................................. 207

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Hydrogenation
44-0940 Dichloro[(S)-(-)-2,2'-bis(di-p-tolylphosphino)-1,1'-binaphthyl][(S)-(-)-2-(-(i-propyl) methanamine)-1H-
benzimidazole]ruthenium(II), min. 95% ................................................................................................................. 208
44-0945 Dichloro[(R)-(+)-2,2'-bis(di-p-tolylphosphino)-1,1'-binaphthyl][(R)-(+)-2-(-(i-propyl) methanamine)-1H-
benzimidazole]ruthenium(II), min. 95% ................................................................................................................. 208
44-0214 Dichloro{(R)-(+)-5,5'-bis[di(3,5-xylyl)phosphino]-4,4'-bi-1,3-benzodioxole}[(2R)-(-)-1,1-bis(4-methoxyphenyl)-3-
methyl-1,2-butanediamine]ruthenium(II) RuCl2[(R)-dm-segphos][(R)-daipen] ..................................................... 208
44-0215 Dichloro{(S)-(-)-5,5'-bis[di(3,5-xylyl)phosphino]-4,4'-bi-1,3-benzodioxole}[(2S)-(+)-1,1-bis(4-methoxyphenyl)-3-
methyl-1,2-butanediamine]ruthenium(II) RuCl2[(S)-dm-segphos][(S)-daipen] ..................................................... 208
44-0228 Dichloro{(R)-(+)-5,5'-bis[di(3,5-xylyl)phosphino]-4,4'-bi-1,3-benzodioxole}[(1R,2R)-(+)-1,2-
diphenylethylenediamine]ruthenium(II) RuCl2[(R)-dm-segphos][(R,R)-dpen] ...................................................... 208
44-0229 Dichloro{(S)-(-)-5,5'-bis[di(3,5-xylyl)phosphino]-4,4'-bi-1,3-benzodioxole}[(1S,2S)-(-)-1,2-
diphenylethylenediamine]ruthenium(II) RuCl2[(S)-dm-segphos][(S,S)-dpen]....................................................... 209
44-0212 Dichloro{(R)-(+)-2,2'-bis[di(3,5-xylyl)phosphino]-1,1'-binaphthyl}[(2R)-(-)-1,1-bis(4-methoxyphenyl)-3-methyl-
1,2-butanediamine]ruthenium(II) RuCl2[(R)-xylbinap][(R)-daipen] ......................................................................... 209
44-0213 Dichloro{(S)-(-)-2,2'-bis[di(3,5-xylyl)phosphino]-1,1'-binaphthyl}[(2S)-(+)-1,1-bis(4-methoxyphenyl)-3-methyl-
1,2-butanediamine]ruthenium(II) RuCl2[(S)-xylbinap][(S)-daipen] ......................................................................... 209
44-0226 Dichloro{(R)-(+)-2,2'-bis[di(3,5-xylyl)phosphino]-1,1'-binaphthyl}[(1R,2R)-(+)-1,2-diphenylethylenediamine]
ruthenium(II) RuCl2[(R)-xylbinap][(R,R)-dpen]....................................................................................................... 210
44-0224 Dichloro{(S)-(-)-2,2'-bis[di(3,5-xylyl)phosphino]-1,1'-binaphthyl}[(1S,2S)-(-)-1,2-diphenylethylenediamine]
ruthenium(II) RuCl2[(S)-xylbinap][(S,S)-dpen] ....................................................................................................... 210
44-0380 Dichloro[(R)-(-)-4,12-bis(di(3,5-xylyl)phosphino)-[2.2]-paracyclophane][(1S,2S)-(-)-1,2-diphenylethylene-
diamine]ruthenium(II), min. 95%............................................................................................................................ 210
44-0381 Dichloro[(S)-(+)-4,12-bis(di(3,5-xylyl)phosphino)-[2.2]-paracyclophane][(1R,2R)-(+)-1,2-diphenylethylene-
diamine]ruthenium(II), min. 95%............................................................................................................................ 211
44-0442 (+)-Dichloro[(4R)-4-(i-propyl)-2-{(R)-2-(diphenylphosphino)ferrocenyl}oxazoline](triphenylphosphine)
ruthenium(II) .......................................................................................................................................................... 212
44-0443 (-)-Dichloro[(4S)-4-(i-propyl)-2-{(S)-2-(diphenylphosphino)ferrocenyl}oxazoline](triphenylphosphine)
ruthenium(II) .......................................................................................................................................................... 212
44-0385 Dichloro[(R)-(+)-2,2',6,6'-tetramethoxy-4,4'-bis(diphenylphosphino)-3,3'-bipyridine][(1R,2R)-(+)-1,2-diphenyl-
ethylenediamine]ruthenium(II), min. 95% .............................................................................................................. 213
44-0386 Dichloro[(S)-(-)-2,2',6,6'-tetramethoxy-4,4'-bis(diphenylphosphino)-3,3'-bipyridine][(1S,2S)-(-)-1,2-
diphenylethylene-diamine]ruthenium(II), min. 95%................................................................................................ 213
44-0390 Dichloro[(R)-(+)-2,2',6,6'-tetramethoxy-4,4'-bis(di(3,5-xylyl)phosphino)-3,3'-bipyridine][(1R,2R)-(+)-1,2-
diphenylethylenediamine]ruthenium(II), min. 95%................................................................................................. 213
44-0391 Dichloro[(S)-(-)-2,2',6,6'-tetramethoxy-4,4'-bis(di(3,5-xylyl)phosphino)-3,3'-bipyridine][(1S,2S)-(-)-1,2-diphenyl-
ethylenediamine]ruthenium(II), min. 95% .............................................................................................................. 213
44-0518 Dimethylammonium dichlorotri(-chloro)bis[(R)-(+)-5,5'-bis(diphenylphosphino)-4,4'-bi-1,3-benzodioxole]
diruthenate(II) [NH2Me2][{RuCl((R)-segphos)}2(-Cl)3]......................................................................................... 214
44-0519 Dimethylammonium dichlorotri(-chloro)bis[(S)-(-)-5,5'-bis(diphenylphosphino)-4,4'-bi-1,3-benzodioxole]
diruthenate(II) [NH2Me2][{RuCl((S)-segphos)}2(-Cl)3]......................................................................................... 214
44-0510 Dimethylammonium dichlorotri(-chloro)bis[(R)-(+)-2,2'-bis(diphenylphosphino)-1,1'-binaphthyl]diruthenate(II)
[NH2Me2][{RuCl((R)-binap)}2(-Cl)3] ...................................................................................................................... 215
44-0511 Dimethylammonium dichlorotri(-chloro)bis[(S)-(-)-2,2'-bis(diphenylphosphino)-1,1'-binaphthyl]diruthenate(II)
[NH2Me2][{RuCl((S)-binap)}2(-Cl)3] ...................................................................................................................... 215
44-0516 Dimethylammonium dichlorotri(-chloro)bis[(R)-(+)-2,2'-bis(diphenylphosphino)-5,5',6,6',7,7',8,8'-octahydro-
1,1'-binaphthyl]diruthenate(II) [NH2Me2][{RuCl((R)-H8-binap)}2(-Cl)3].................................................................. 215
44-0517 Dimethylammonium dichlorotri(-chloro)bis[(S)-(-)-2,2'-bis(diphenylphosphino)-5,5',6,6',7,7',8,8'-octahydro-
1,1'-binaphthyl]diruthenate(II) [NH2Me2][{RuCl((S)-H8-binap)}2(-Cl)3] .................................................................. 215
44-0512 Dimethylammonium dichlorotri(-chloro)bis[(R)-(+)-2,2'-bis(di-p-tolylphosphino)-1,1'-binaphthyl]diruthenate(II)
[NH2Me2][{RuCl((R)-tolbinap)}2(-Cl)3] .................................................................................................................. 216
44-0513 Dimethylammonium dichlorotri(-chloro)bis[(S)-(-)-2,2'-bis(di-p-tolylphosphino)-1,1'-binaphthyl]diruthenate(II)
[NH2Me2][{RuCl((S)-tolbinap)}2(-Cl)3]................................................................................................................... 216
44-0520 Dimethylammonium dichlorotri(-chloro)bis{(R)-(+)-5,5'-bis[di(3,5-xylyl)phosphino]-4,4'-bi-1,3-benzodioxole}
diruthenate(II) [NH2Me2][{RuCl((R)-dm-segphos)}2(-Cl)3] .................................................................................. 216
44-0521 Dimethylammonium dichlorotri(-chloro)bis{(S)-(-)-5,5'-bis[di(3,5-xylyl)phosphino]-4,4'-bi-1,3-benzodioxole}
diruthenate(II) [NH2Me2][{RuCl((S)-dm-segphos)}2(-Cl)3]................................................................................... 216
44-0514 Dimethylammonium dichlorotri(-chloro)bis{(R)-(+)-2,2'-bis[di(3,5-xylyl)phosphino]-1,1'-
binaphthyl}diruthenate(II) [NH2Me2][{RuCl((R)-xylbinap)}2(-Cl)3] ......................................................................... 217
44-0515 Dimethylammonium dichlorotri(-chloro)bis{(S)-(-)-2,2'-bis[di(3,5-xylyl)phosphino]-1,1'-
binaphthyl}diruthenate(II) [NH2Me2][{RuCl((S)-xylbinap)}2(-Cl)3] ......................................................................... 217
44-0186 N-[(1S,2S)-1,2-Diphenyl-2-(2-(4-methylbenzyloxy)ethylamino)-ethyl]-4-methylbenzene sulfonamide(chloro)
ruthenium(II) (S,S)-Ts-DENEB ............................................................................................................................ 217
44-0780 1-Hydroxytetraphenylcyclopentadienyl(tetraphenyl-2,4-cyclopentadien-1-one)--hydrotetracarbonyl-
diruthenium(II), 98% SHVO'S CATALYST ............................................................................................................ 217
44-0111 {N-[3-(6-phenyl)propyl]-[(1R-2R)-1,2-diphenyl-1-4-methylbenzenesulfonylamidato(kN')-ethyl-2-amino-(kN)]}
ruthenium(II) (R,R)-Teth-TsDpen RuCl WILLS CATALYST ............................................................................. 218
44-0110 {N-[3-(6-phenyl)propyl]-[(1S-2S)-1,2-diphenyl-1-4-methylbenzenesulfonylamidato(kN)-ethyl-2-amino-(kN)]}
ruthenium(II) (S,S)-Teth-TsDpen RuCl WILLS CATALYST.................................................................................. 218

Hydrolysis
79-5000 Methyl(triphenylphosphine)gold(I), 99% ................................................................................................................ 42
78-0725 Hydrido(dimethylphosphinous acid-kP)[hydrogen bis(dimethylphosphinito-kP)]platinum(II) ................................. 136
44-0015 Acetonitrilebis[2-diphenylphosphino-6-t-butylpyridine]cyclopentadienylruthenium(II) hexafluorophosphate,
min. 98% ............................................................................................................................................................... 165

Hydrosilyation
27-1050 Chlorotris(triphenylphosphine)cobalt(I), min. 98%................................................................................................. 24
77-1115 3-Di-i-propylphosphino-2-(N,N-dimethylamino)-1H-indene(1,5-cyclooctadiene)iridium(I) hexafluorophosphate, min. 98% .. 51
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Hydrosilyation
46-0100 Allylpalladium chloride dimer, min. 98% ................................................................................................................ 91
45-0198 3-Di-i-propylphosphino-2-(N,N-dimethylamino)-1H-indene(1,5-cyclooctadiene)rhodium(I) hexafluorophosphate,
min. 98% ............................................................................................................................................................... 157
45-0197 3-Di-i-propylphosphoranylidene-2-(N,N-dimethylamino)-1H-indene(1,5-cyclooctadiene)rhodium(I), min. 95%..... 157
45-1878 Rhodium(III) chloride, anhydrous .......................................................................................................................... 160
44-0442 (+)-Dichloro[(4R)-4-(i-propyl)-2-{(R)-2-(diphenylphosphino)ferrocenyl}oxazoline](triphenylphosphine)
ruthenium(II) .......................................................................................................................................................... 212
44-0443 (-)-Dichloro[(4S)-4-(i-propyl)-2-{(S)-2-(diphenylphosphino)ferrocenyl}oxazoline](triphenylphosphine)
ruthenium(II) .......................................................................................................................................................... 212
44-7880 Tris(acetonitrile)pentamethylcyclopentadienylruthenium(II) hexafluorophosphate, min. 98% ............................... 224
22-0200 Bis(cyclopentadienyl)titanium dichloride, 99+% (Titanocene dichloride) ............................................................... 230

Isomerization
79-0125 Bis{1,3-bis[2,6-bis(1-methylethyl)phenyl]-1,3-dihydro-2H-imidazol-2-ylidene}--hydroxydigold(I)
tetrafluoroborate, 99% ........................................................................................................................................... 36
46-0252 Bis(tri-t-butylphosphine)palladium(0), 98%............................................................................................................ 96
44-0015 Acetonitrilebis[2-diphenylphosphino-6-t-butylpyridine]cyclopentadienylruthenium(II) hexafluorophosphate,
min. 98% ............................................................................................................................................................... 165
11-1007 Sodium oxide/sodium on alumina, Olefin Isomerization Catalyst (Na2O 11.5-13.5%, Na 1.8-3.0%) .....................

Kinetic Resolution
24-0850 (1R,2R)-(-)-[1,2-Cyclohexanediamino-N,N'-bis(3,5-di-t-butylsalicylidene)]chromium(III) chloride.......................... 22
24-0851 (1S,2S)-(+)-[1,2-Cyclohexanediamino-N,N'-bis(3,5-di-t-butylsalicylidene)]chromium(III) chloride ......................... 23
27-0495 Cyclic-Oligo Bis[(1R,2R)-(+)-1,2-cyclohexanediamino-N,N-bis(3,3-di-t-butylsalicylidene) cobalt(III)triflate]-
5,5-bis(2-carboxyethyl)ether ................................................................................................................................. 26
27-0496 Cyclic-Oligo Bis[(1S,2S)-(-)-1,2-cyclohexanediamino-N,N-bis(3,3-di-t-butylsalicylidene) cobalt(III)triflate]-
5,5-bis(2-carboxyethyl)ether ................................................................................................................................. 26
27-0525 (1R,2R)-(-)-1,2-Cyclohexanediamino-N,N'-bis(3,5-di-t-butylsalicylidene)cobalt(II) ................................................ 27
27-0526 (1S,2S)-(+)-1,2-Cyclohexanediamino-N,N'-bis(3,5-di-t-butylsalicylidene)cobalt(II)................................................ 28
25-0300 (1R,2R)-(-)-[1,2-Cyclohexanediamino-N,N'-bis(3,5-di-t-butylsalicylidene)]manganese (III) chloride, 98%
(R,R)-Jacobsen Cat............................................................................................................................................... 60
25-0301 (1S,2S)-(+)-[1,2-Cyclohexanediamino-N,N'-bis(3,5-di-t-butylsalicylidene)]manganese(III) chloride, 98%
(S,S)-Jacobsen Cat. .............................................................................................................................................. 60
42-1213 2,6-Diisopropylphenylimidoneophylidene[(R)-(+)-BIPHEN]molybdenum(VI), min. 97%
(R) SCHROCK-HOVEYDA CATALYST ................................................................................................................ 62
42-1214 2,6-Diisopropylphenylimidoneophylidene[(S)-(-)-BIPHEN]molybdenum(VI), min. 97%
(S) SCHROCK-HOVEYDA CATALYST................................................................................................................. 62
07-1216 (3aS,3a'S,3a"S,8aR,8a'R,8a"R)-2,2',2"-(Propane-1,2,2-triyl)tris(8,8a-dihydro-3aH-indeno[1,2-d]oxazole)
(S,R)-In-TOX ......................................................................................................................................................... 86
46-0860 Dichloro(di--chloro)bis[1,3-bis(2,6-di-i-propylphenyl)imidazol-2-ylidene]dipalladium(II), 97% ............................. 118
44-0092 Chloro{(R)-(+)-2,2'-bis[di(3,5-xylyl)phosphino]-1,1'-binaphthyl}(p-cymene)ruthenium(II) chloride
[RuCl(p-cymene)((R)-xylbinap}]Cl ......................................................................................................................... 187
44-0123 Chlorodicarbonyl[1-(i-propylamino)-2,3,4,5-tetraphenylcyclopentadienyl]ruthenium(II), min. 95% ........................ 191
44-0212 Dichloro{(R)-(+)-2,2'-bis[di(3,5-xylyl)phosphino]-1,1'-binaphthyl}[(2R)-(-)-1,1-bis(4-methoxyphenyl)-3-methyl-
1,2-butanediamine]ruthenium(II) RuCl2[(R)-xylbinap][(R)-daipen] ......................................................................... 209
44-0213 Dichloro{(S)-(-)-2,2'-bis[di(3,5-xylyl)phosphino]-1,1'-binaphthyl}[(2S)-(+)-1,1-bis(4-methoxyphenyl)-3-methyl-
1,2-butanediamine]ruthenium(II) RuCl2[(S)-xylbinap][(S)-daipen] ......................................................................... 209
44-0442 (+)-Dichloro[(4R)-4-(i-propyl)-2-{(R)-2-(diphenylphosphino)ferrocenyl}oxazoline](triphenylphosphine)
ruthenium(II) .......................................................................................................................................................... 212
44-0443 (-)-Dichloro[(4S)-4-(i-propyl)-2-{(S)-2-(diphenylphosphino)ferrocenyl}oxazoline](triphenylphosphine)
ruthenium(II) .......................................................................................................................................................... 212
44-0510 Dimethylammonium dichlorotri(-chloro)bis[(R)-(+)-2,2'-bis(diphenylphosphino)-1,1'-binaphthyl]diruthenate(II)
[NH2Me2][{RuCl((R)-binap)}2(-Cl)3] ...................................................................................................................... 215
44-0511 Dimethylammonium dichlorotri(-chloro)bis[(S)-(-)-2,2'-bis(diphenylphosphino)-1,1'-binaphthyl]diruthenate(II)
[NH2Me2][{RuCl((S)-binap)}2(-Cl)3] ...................................................................................................................... 215
44-0780 1-Hydroxytetraphenylcyclopentadienyl(tetraphenyl-2,4-cyclopentadien-1-one)--hydrotetracarbonyl-
diruthenium(II), 98% SHVO'S CATALYST ............................................................................................................ 217

Metathesis
42-1200 2,6-Diisopropylphenylimidoneophylidene molybdenum(VI) bis(t-butoxide) ........................................................... 61
42-1205 2,6-Diisopropylphenylimidoneophylidene molybdenum(VI) bis(hexafluoro-t-butoxide) SCHROCK'S CATALYST 61
42-1210 2,6-Diisopropylphenylimido neophylidenemolybdenum(VI) bis(trifluoromethanesulfonate)dimethoxyethane
adduct.................................................................................................................................................................... 62
42-1212 2,6-Diisopropylphenylimidoneophylidene[racemic-BIPHEN]molybdenum(VI), min. 97%
rac-SCHROCK-HOVEYDA CATALYST ................................................................................................................ 62
42-1213 2,6-Diisopropylphenylimidoneophylidene[(R)-(+)-BIPHEN]molybdenum(VI), min. 97%
(R) SCHROCK-HOVEYDA CATALYST ................................................................................................................ 62
42-1214 2,6-Diisopropylphenylimidoneophylidene[(S)-(-)-BIPHEN]molybdenum(VI), min. 97%
(S) SCHROCK-HOVEYDA CATALYST................................................................................................................. 62
07-0299 1,3-Bis(2,4,6-trimethylphenyl)imidazolium chloride, min. 97% .............................................................................. 76
07-0600 1,3-Bis(2,4,6-trimethylphenyl)imidazol-2-ylidene, min. 98% .................................................................................. 78
44-0055 [1,3-Bis(2,6-di-i-propylphenyl)-4,5-dihydroimidazol-2-ylidene]-[2-i-propoxy-5-(trifluoroacetamido)phenyl]
methyleneruthenium(II) dichloride M71-S1Pr ........................................................................................................ 167

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Metathesis
44-0750 [1,3-Bis(2,6-di-i-propylphenyl)imidazolidin-2-ylidene]{2-[[1-(methoxy(methyl)amino)-1-oxopropan-2-yl]
oxy]benzylidene}ruthenium(VI) dichloride GreenCat ............................................................................................. 167
44-0063 Bis(tricyclohexylphosphine)-3-phenyl-1H-inden-1-ylideneruthenium(II) dichloride ................................................ 168
44-0073 Bis(tricyclohexylphosphine)[(phenylthio)methylene]ruthenium(II) dichloride, min. 97% ........................................ 169
44-0082 1,3-Bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidene[2-(i-propoxy)-5-(N,N-dimethyl-
aminosulfonyl)phenyl]methyleneruthenium(II) dichloride Zhan Catalyst-1B .......................................................... 169
44-0083 1,3-Bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidene[2-(i-propoxy)-5-(N,N-dimethyl
aminosulfonyl)phenyl]methyleneruthenium(II) dichloride (resin supported) Zhan Catalyst II................................ 170
44-0768 [1,3-Bis(2,4,6-trimethylphenyl)-4-[(4-ethyl-4-methylpiperazin-1-ium-1-yl)methyl]imidazolidin-2-ylidene]-
(2-i-propoxybenzylidene)dichlororuthenium(VI) chloride AquaMet ........................................................................ 170
44-0047 [1,3-Bis(2,4,6-trimethylphenyl)-2-imidazolidinylidene]-[2-[[(4-methylphenyl)imino]methyl]-4-nitrophenolyl]-
[3-phenyl-1H-inden-1-ylidene]ruthenium(II) chloride ............................................................................................. 171
44-0049 [1,3-Bis(2,4,6-trimethylphenyl)-2-imidazolidinylidene]-[2-[[(2-methylphenyl)imino] methyl]phenolyl]-[3-phenyl-
1H-inden-1-ylidene]ruthenium(II) chloride ............................................................................................................ 171
44-0026 1,3-Bis(2,4,6-trimethylphenyl)-2-imidazolidinylidene)(3-phenyl-1H-inden-1-ylidene)(4,5-dichloro-1,3-diethyl-1,3-
dihydro-2H-imidazol-2-ylidene)ruthenium(II) chloride............................................................................................ 172
44-0758 [1,3-Bis(2,4,6-trimethylphenylimidazolidin-2-ylidene)]-(2-i-propoxy-5-nitrobenzylidene) ruthenium(VI) dichloride
nitro-Grela ............................................................................................................................................................. 172
44-0753 [1,3-Bis(2,4,6-trimethylphenylimidazolidin-2-ylidene)](tricyclohexylphosphine)-(2-oxobenzylidene)ruthenium(VI)
chloride LatMet...................................................................................................................................................... 173
44-0765 [1,3-Bis(2,4,6-trimethylphenyl)-4-[(trimethylammonio)methyl]imidazolidin-2-ylidene]-(2-i-propoxy-
benzylidene)dichlororuthenium(VI) chloride StickyCat Cl ...................................................................................... 173
44-0113 Chloro(1,5-cyclooctadiene)(pentamethylcyclopentadienyl)ruthenium(II), 98% ...................................................... 189
44-0430 Dichloro(p-cymene)tricyclohexylphosphineruthenium(II), min. 97% ...................................................................... 211
44-7778 3-Phenyl-1H-inden-1-ylidene[bis(i-butylphoban)]ruthenium(II) dichloride.............................................................. 218
44-0078 {[2-(i-propoxy)-5-(N,N-dimethylaminosulfonyl)phenyl]methylene}(tricyclohexylphosphine) ruthenium(II)
dichloride Zhan Catalyst -1C ................................................................................................................................ 219
44-7780 Tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidene][(phenylthio)methylene]
ruthenium(II) dichloride.......................................................................................................................................... 220
44-7775 Tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)imidazol-2-ylidene][3-phenyl-1H-inden-1-ylidene]
ruthenium(II) dichloride, min. 95% [catMETium RF1] ......................................................................................... 221
44-7785 Tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)imidazol-2-ylidene][2-thienylmethylene]ruthenium(II)
dichloride, min. 95% [catMETium RF 2].............................................................................................................. 221
44-7795 Tricyclohexylphosphine[2,4-dihydro-2,4,5-triphenyl-3H-1,2,4-triazol-3-ylidene][2-thienylmethylene]ruthenium(II)
dichloride, min. 95% [catMETium RF 4].............................................................................................................. 221
44-7790 Tricyclohexylphosphine[4,5-dimethyl-1,3-bis(2,4,6-trimethylphenyl)imidazol-2-ylidene][2-thienylmethylene]
ruthenium(II) dichloride, min. 95% [catMETium RF 3] ........................................................................................ 221
44-7712 Trifluoroacetato[4,5-dihydro-1,3-bis(2,4,6-trimethylphenyl)imidazol-2-ylidene]tetra(2,2-dimethylpropanenitrile)
ruthenium(II) trifluoroacetate ................................................................................................................................. 222
44-7783 Tri(i-propoxy)phosphine(3-phenyl-1H-inden-1-ylidene)[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-
ylidene]ruthenium (II) dichloride, min. 95% cis-Caz-1 .......................................................................................... 223
74-1800 Tris(t-butoxy)(2,2-dimethylpropylidyne)tungsten(VI), 98% Schrock Alkyne Metathesis Catalyst...........................

Oxidation
79-3600 Tris[triphenylphosphinegold(I)]oxonium tetrafluoroborate, 98% ............................................................................ 43
77-1060 Dichloro(pentamethylcyclopentadienyl)iridium(III) dimer, 98% .............................................................................. 51
76-2956 Osmium(VIII) oxide, Microencapsulated in a Styrene Polymer (~10%OsO4) ........................................................ 87
46-0970 Acetato(2,9-dimethyl-1,10-phenanthroline)palladium(II) dimer bis(trifluoromethanesulfonate), 99% .................... 88
46-0039 Allylchloro[1,3-bis(2,6-di-i-propylphenyl)-4,5-dihydroimidazol-2-ylidene]palladium(II), 97%.................................. 89
46-0040 Allylchloro[1,3-bis(2,6-di-i-propylphenyl)imidazol-2-ylidene]palladium(II), 98% ..................................................... 90
46-0045 Allylchloro[1,3-bis(2,4,6-trimethylphenyl)imidazol-2-ylidene]palladium(II), 98% .................................................... 90
46-0245 1,2-Bis(phenylsulfinyl)ethanepalladium(II) acetate, min. 98% Christina White Catalyst ........................................ 96
46-1850 Palladium(II) chloride (99.9%-Pd).......................................................................................................................... 130
75-2375 Methyltrioxorhenium(VII), 98% .............................................................................................................................. 138
44-0071 Carbonylchlorohydrido[bis(2-(diphenylphosphinoethyl)amino]ruthenium(II), min.98% Ru-MACHO................... 174
44-0100 Carbonyl(dihydrido)tris(triphenylphosphine)ruthenium (II), 99%............................................................................ 176
44-0138 Chloro(1-phenylindenyl)bis(triphenylphosphine)ruthenium(II), min. 98% .............................................................. 194
44-0780 1-Hydroxytetraphenylcyclopentadienyl(tetraphenyl-2,4-cyclopentadien-1-one)--hydrotetracarbonyl-
diruthenium(II), 98% SHVO'S CATALYST ............................................................................................................ 217

Ring Opening
07-1216 (3aS,3a'S,3a"S,8aR,8a'R,8a"R)-2,2',2"-(Propane-1,2,2-triyl)tris(8,8a-dihydro-3aH-indeno[1,2-d]oxazole)
(S,R)-In-TOX ......................................................................................................................................................... 86

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 Metal Catalyts for Organic Synthesis including Organocatalysts - ALUMINUM
13-5800 (1R,2R)-(-)-[1,2-Cyclohexanediamino- 1g
N,N'-bis(3,5-di-t-butylsalicylidene)] 5g
aluminum(III) chloride, 98% [250611-13-3] H H
[C36H52N2O2]AlCl; FW: 607.26; yellow pwdr.; N N
m.p. 250-255 Al
Technical Notes: (H3C)3C O Cl O C(CH3)3
1. Catalyst for the addition of cyanide to imines
in high enantiomeric excess. C(CH3)3 (H3C)3C
2. Highly enantioselective catalyst for the conjugate
addition of cyanide to ,-unsaturated imides.
3. Enantioselective radical additions to acyloxy pyrones.
4. Enantioselective -addition of isocyanides to aldehydes.

O
1. Al(salen)Cl
N
+ HCN F3 C N Tech. Note (1)
R H 2. (CF3CO)2O
Ref. (1)
R CN

O O O O CN
(S,S)-Al(salen)Cl
Ph N R Ph N R Tech. Note (2)
TMSCN, iPrOH Ref. (2)
H H

O O
OPiv Al(salen)Cl OPiv
+ R-I Tech. Note (3)
Bu3SnH/Et3B/O2
Ref. (3)
O O R

OH
O
O
CN + RCHO Al(salen)Cl R NR2R3
NR2R3 Tech. Note (4)
N
R1 Ref. (4)
R1
References:
1. J. Am. Chem. Soc., 1998, 120, 5315.
2. J. Am. Chem. Soc., 2003, 125, 4442.
3. J. Am. Chem. Soc., 2006, 128, 13346.
4. Org. Lett., 2007, 9, 3615.
5. Chem. Rev., 2003, 103, 2795. (review)
13-5801 (1S,2S)-(+)-[1,2-Cyclohexanediamino-N,N'-bis(3,5-di-t-butyl- 1g
salicylidene)]aluminum(III) chloride, 98% [307926-51-8] 5g
[C36H52N2O2]AlCl; FW: 607.26; yellow pwdr.; m.p. >350
Technical Note:
1. See 13-5800 (page 20).

Metal Catalyts for Organic Synthesis including Organocatalysts - BIOCATALYSTS

96-1580 Provivi Carbene/Nitrene Transferase Screening Kit
See (page 248).

Metal Catalyts for Organic Synthesis including Organocatalysts - BORON

05-1000 (R)-Tetrahydro-1-methyl-3,3-diphenyl-1H,3H-pyrrolo 10ml
HAZ [1,2-c][1,3,2]oxazaborole, 0.9-1.1M in toluene 50ml
[(R)-Methyloxazaborolidine] (R)-CBS Catalyst
[112022-83-0] H
C18H20BNO; FW: 277.17; liq.; f.p. 40F (toluene);
d. 0.925
moisture sensitive O
N
Technical Note: B
1. See 05-1001 (page 21). CH3

20 Visit strem.com for new product announcements.

Metal Catalyts for Organic Synthesis including Organocatalysts - BORON
05-1001 (S)-Tetrahydro-1-methyl-3,3-diphenyl-1H,3H-pyrrolo[1,2-c][1,3,2] 10ml
HAZ oxazaborole, 0.9-1.1M in toluene [(S)-Methyloxazaborolidine] 50ml
(S)-CBS Catalyst [112022-81-8]
C18H20BNO; FW: 277.17; liq.; f.p. 40F (toluene); d. 0.925
moisture sensitive
Technical Note:
1. Convenient catalyst for the enantioselective borane reduction of ketones at ambient
temperatures.
References:
1. J. Am. Chem. Soc., 1987, 109, 7925.
2. Chem. Rev., 1993, 93, 763.
05-1002 (R)-Tetrahydro-1,3,3-triphenyl-1H,3H-pyrrolo[1,2-c][1,3,2] 5g
oxaborole, 99% (R)-Phenyl oxazaborolidine [145238-45-5]
C23H22BNO; FW: 339.24; white to off-white pwdr.
H
moisture sensitive
Note: **Limited quantity available**.
O
N
B
Technical Note:
1. See 05-1001 (page 21).

05-1003 (S)-Tetrahydro-1,3,3-triphenyl-1H,3H-pyrrolo[1,2-c][1,3,2] 1g
oxaborole, 99% (S)-Phenyl oxazaborolidine [131180-90-0] 5g
C23H22BNO; FW: 339.24; white to off-white pwdr.
moisture sensitive
Technical Note:
1. See 05-1001 (page 21).

Metal Catalyts for Organic Synthesis including Organocatalysts - CERIUM

96-6770 PhosphonicS Metal Oxidation Catalyst Kit
See (page 271).
58-5100 Cerium(IV) ethyl/butyl phosphonate Silica O 5g
O
(PhosphonicS POCe) P
25g
yellow solid; S.A. >350 m2/g Ce(IV)
Note: Sold in collaboration with PhosphonicS Ltd. O
for research purposes only. PhosphonicS
Metal Oxidation Catalyst Kit component.
See (page 271).
Particle size range: 70-200 microns
Average pore size: 60
Effective loadings: 0.3 to 0.5 mmol/g
Technical Note:
1. Catalyst used for the oxidation of a range of sulfides to sulfoxides.

S O S

Ph Ce catalyst Ph

N NaBrO3 or t-BuOOH N O
O

Reference:
1. Tetrahedron Lett., 2005, 46, 4365.

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 Metal Catalyts for Organic Synthesis including Organocatalysts - CHROMIUM
24-0183 Chromium carbonyl, 98+% [13007-92-6] 5g
Cr(CO)6; FW: 220.06; white to off-white solid 25g
HAZ 100g

Technical Note:
1. See 24-0180 (page 22).
24-0180 Chromium carbonyl, sublimed, 99% [13007-92-6] 5g
HAZ Cr(CO)6; FW: 220.06; white xtl.; m.p. 154-155; d. 1.77 25g
100g
500g
Technical Notes:
1. Reagent for the preparation of Fischer carbenes.
2. Reagent for the preparation of arenechromium complexes.
O O
Cr(CO)6 + RLi
(CO)5Cr R (CO)5Cr R
Tech. Note (1)
R'X (hard alkylating agent) CH3COBr
e.g. Me3+BF4-

OR' R'OH OCOCH3

(CO)5Cr (CO)5Cr
R R

R R
Tech. Note (2)
Cr(CO)3
References:
1. Comprehensive Organic Synthesis, 1991, Vol. 5, Chapter 9.2, 1065.
2. Comprehensive Organic Synthesis, 1991, Vol. 4, Chapter 2.4, 517.
3. Comprehensive Organometallic Chemistry, 1982, Vol. 3, Chapter 26.2, 953.
4. Encyclopedia of Reagents for Organic Synthesis, 1995, Vol. 4, 2633.
24-0850 (1R,2R)-(-)-[1,2-Cyclohexanediamino-N,N'- 1g
bis(3,5-di-t-butylsalicylidene)]chromium(III) chloride 5g
[164931-83-3] H H
[C36H52N2O2]CrCl; FW: 632.28; brown pwdr.; m.p. >350 N N
Cr
Technical Notes:
(H3C)3C O Cl O C(CH3)3
1. Catalyst for the asymmetric ring-opening of
meso-epoxides and for the kinetic resolution of
C(CH3)3 (H3C)3C
terminal epoxides.
2. Precatalyst for asymmetric Diels-Alder and hetero Diels-Alder reactions.
3. Catalyst for copolymerization of CO2 and epoxides.
4. Catalyst for enantioselective alkylation of tributyltin enolates.
5. Enantioselective addition of Me2Zn to aldehydes.
6. Enantioselective intramolecular addition of tertiary enamides to ketones.
7. Asymmetric iodocyclization.
8. Catalytic intermolecular linear allylic C-H animation.
9. Cocatalyst for enantioselective ring opening of epoxides with fluoride.

Cr(salen)Cl N3
Y O Y Tech. Note (1)
then CSA OH Ref. (1)

Me3SiO Me3SiO

Cr(salen)Cl R Tech. Note (2)

+
R CHO CHO Ref. (2)
N Ph N
Ph CO2Me CO2Me
O R1 R2
O
+ CO2 Cr(salen)Cl
O O Tech. Note (3)
R1 R2
n Ref. (4)

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 Metal Catalyts for Organic Synthesis including Organocatalysts - CHROMIUM
24-0850 (1R,2R)-(-)-[1,2-Cyclohexanediamino-N,N'-bis(3,5-di-t-butylsalicylidene)]chromium(III)
(cont.) chloride [164931-83-3]

OSnBu3 O
Cr(salen)Cl R' Tech. Note (4)
R R Ref. (5)
R'-X
n n

Ar2 O HO Ar2
Tech. Note (6)
Cr(salen)Cl Ref. (7)
O
Ar1 N O N
Ar1
R R

NCS I2 I
Tech. Note (7)
Cr(salen)Cl O Ref. (8)
R
OH
R

bis-sulfoxide/Pd Ts
Cr(salen)Cl R N OMe Tech. Note (8)
R
Ref. (9)
ROC(O)NHTs, BQ O

N
S or N
O Tech. Note (9)
N N Ref. (10)
Ph
R1 R2 (1.6-8 mol%) HO F
+
(R,R)-(salen)Co (2-10 mol%) R1 R2
PhCOF, HOCH(CF3)2

References:
1. Acc. Chem. Res., 2000, 33, 421. (review)
2. J. Am. Chem. Soc., 2000, 122, 7843.
3. J. Org. Chem., 1998, 63, 403.
4. Acc. Chem. Res., 2004, 37, 836.
5. (a) J. Am. Chem. Soc., 2005, 127, 62. (b) Angew. Chem. Int. Ed., 2007, 46, 3701.
6. J. Am. Chem. Soc., 2006, 128, 4940.
7. J. Am. Chem., 2009, 131, 10390.
8. Chem. Eur. J., 2008, 14, 1023.
9. J. Am. Chem., 2008, 130, 3316.
10. J. Am. Chem., 2010, 132, 3268.
24-0851 (1S,2S)-(+)-[1,2-Cyclohexanediamino-N,N'-bis(3,5-di-t-butyl- 1g
salicylidene)]chromium(III) chloride [219143-92-7] 5g
[C36H52N2O2]CrCl; FW: 632.28; brown pwdr.; m.p. >350
Technical Note:
1. See 24-0850 (page 22).

Metal Catalyts for Organic Synthesis including Organocatalysts - COBALT

96-6770 PhosphonicS Metal Oxidation Catalyst Kit
See (page 271).

[email protected] [email protected] [email protected] [email protected] 23

 Metal Catalyts for Organic Synthesis including Organocatalysts - COBALT
27-0478 1,2-Bis(diphenylphosphino)ethanedichlorocobalt(II), min. 97% 1g
[18498-01-6] 5g
CoCl2(C26H24P2); FW: 528.26; green pwdr.
moisture sensitive
Technical Notes:
1. Catalyst for the regioselective synthesis of indenamine from o-iodobenzalidimine and alkyne.
2. Catalyst for the cross-coupling reactions of alkyl halides with aryl grignards.
3. Catalyst for the hydrovinylation of styrene and 1,3-diene.
4. Catalyst for the highly regio- and stereoselective intermolecular reductive coupling of
alkynes with conjugated alkenes.
References:
1. Chem. Eur. J., 2008, 14, 9503.
2. Tetrahedron, 2006, 62, 2207.
3. J. Am. Chem. Soc., 2006, 128, 9696.
4. J. Am. Chem. Soc., 2002, 124, 9696.
5. J. Am. Chem. Soc., 2010, 132, 3295.
27-1050 Chlorotris(triphenylphosphine)cobalt(I), min. 98% [26305-75-9] 1g
CoCl(P(C6H5)3)3; FW: 881.24; brown pwdr. 5g
air sensitive, (store cold)
Technical Notes:
1. Cobalt(I)-catalyzed stereoselective olefination of alkylzinc reagents with aryl aldehydes.
2. Reagent for the reductive radical dimerization of 3-haloindoline derivatives.

O
Cat., 3% C7H15
H THF, 8 h, O C Tech. Note (1)
n-C8H17ZnI +
Ref. (1)
MeO MeO

AcO H O
O H SO2Ph
H MeN N N
Br NMe CoCl(PPh3)3, DCM Tech. Note (2)
N OAc O H Ref. (2)
49% H O
N H H
SO2Ph O NMe
N
N H
References: SO2Ph H OAc
O
1. Synthesis, 2003, 1506.
2. J. Am. Chem. Soc., 2010, 132, 14376.
27-0400 Cobalt carbonyl (Dicobalt octacarbonyl) O 5g
HAZ (Stabilized with 1-5% hexanes) [10210-68-1] 25g
Co2(CO)8; FW: 341.95; dark orange xtl.; OC C CO 100g
m.p. 51-52 dec.; f.p. -9F (hexane); d. 1.73 500g
air sensitive, (store cold) OC Co Co CO
Technical Notes: OC C CO
1. Reagent for the Pauson-Khand conversion of an olefin,
an alkyne and carbon monoxide into a cyclopentenone. O
2. Precatalyst in combination with triphenylphosphite for the
cataytic Pauson-Khand reaction.
3. Precatalyst in combination with chiral bidentate phosphines for entry to optically active 2-cyclopentenone
derivitaves.
4. Catalyzes the rearrangement of 1-alkynylcyclopropanols to cyclopentenones.
5. Catalyzes the conversion of aziridines to -lactams.
6. Catalyzes the conversion of diallylanilines and aryliminies to quinolines.
7. Reagent for the selective cleavage of benzyl ethers.
O
RL Tech. Note (1)
Co2(CO)8 R RL
+ Ref. (1)
CO
R
Rs RS

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 Metal Catalyts for Organic Synthesis including Organocatalysts - COBALT
27-0400 Cobalt carbonyl (Dicobalt octacarbonyl) (Stabilized with 1-5% hexanes) [10210-68-1]
HAZ
(cont.)
R4 R3
Co2(CO)8 (cat.) H R4 Tech. Note (1,2)
3
R P(OPh)3 or h R 1
Ref. (2,3)
R1
O
CO R2
R2 R5
R5
O
R
1) Co2(CO)8, DME, rt Tech. Note (4)
HO Ref. (7)
2) reflux
R
33-91%
R1
R1 O Tech. Note (5)
N 8 mol % Co2(CO)8 N Ref. (8)
R4
CO (33 atm) R4
R2 R3 R2
DME, 100 C R3

10 mol % Co2(CO)8 N Et
Tech. Note (6)
N Ref. (9)
CO (1 atm) Me
THF, 95 C
63%
OBn Co2(CO)8 OTES
Et3SiH
OBn OBn
BnO CO(1 atm) BnO
BnO BnO Tech. Note (7)
Ref. (10)
OMe OMe
92 %
References:
1. Comprehensive Organic Synthesis, 1991, Vol. 5, Ch. 9.1, 1037.
2. J. Am. Chem. Soc., 1994, 116, 3159.
3. J. Am. Chem. Soc., 1996, 118, 2285.
4. Encyclopedia of Reagents for Organic Synthesis, 1995, Vol. 6, 3785.
5. Tetrahedron Lett., 1998, 39, 7637.
6. Tetrahedron: Asymmetry, 2000, 11, 797.
7. J. Am. Chem. Soc., 1998, 120, 3903.
8. J. Am. Chem. Soc., 1996, 118, 111.
9. J. Org. Chem., 2003, 68, 3563.
10. Org. Lett., 2010, 12, 536.

[email protected] [email protected] [email protected] [email protected] 25

 Metal Catalyts for Organic Synthesis including Organocatalysts - COBALT
27-0900 Cobalt(II) ethyl/butyl phosphonate Silica O 5g
(PhosphonicS POCo) O 25g
2 P Co(II)
blue solid; S.A. >350 m /g
Note: Sold in collaboration with O
PhosphonicS Ltd. for research purposes only.
PhosphonicS Metal Oxidation Catalyst Kit component. See (page 271).
Particle size range: 70-200 microns
Average pore size: 60
Effective loadings: 0.3 to 0.5 mmol/g
Technical Note:
1. Catalyst used for oxidation of a wide variety allylic alcohols and alkene substrates,
including complex steroids.
R O
R OH
Co catalyst Tech. Note (1)
R1 R3 Ref. (1)
R1 R3 t-BuOOH
R2
R2

Co catalyst
Tech. Note (1)
Ref. (2)
t-BuOOH
AcO AcO O

References:
1. Tetrahedron Lett., 2004, 45, 4465.
2. Tetrahedron Lett., 2003, 44, 4283.
27-0480 Cobalt oxide-molybdenum oxide on alumina 100g
(3.5% CoO, 14% MoO3) [1308-06-1] 500g
1/8'' extrusions; S.A. ~244m2/g
27-0495 Cyclic-Oligo Bis[(1R,2R)-(+)-1,2-cyclohexane- O
C
O
C
O 100mg
diamino-N,N-bis(3,3-di-t-butylsalicylidene) 500mg
O O
cobalt(III)triflate]-5,5-bis(2-carboxyethyl)ether
[647036-07-5]
C70H84Co2F6N4O20S2; FW: 1597.42; black xtl.
t-Bu t-Bu
Technical Notes:
1. Oligomeric catalyst used for the hydrolytic kinetic N O O N
resolution of terminal epoxides under Co O3SCF3 F3CSO3 Co
solvent-free conditions. N O O N
2. Catalyst used for the synthesis of enantio- t-Bu t-Bu
enriched tetrahydrofurans via the intramolecular
openings of oxetanes.
3. Catalyst for the enantioselective addition of phenyl
carbamate to meso-epoxides for the synthesis of O O
trans-1,2-amino alcohols. C C
O O O
n = 1 to 4

Tech. Note (1)

Ref. (1)

Tech. Note (2)

Ref. (2)
O
C 1. KOH (10 equiv)
O O NH
O EtOH:H2O (0.2 M) HO NH2 HCl
Co catalyst (0.5 mol%)
+ C MeCN, 50 C, 48h
H2N OPh 2. Recrystallize
3. HCl
Tech. Note (3)
References: Ref. (3)
1. Tetrahedron: Asymmetry, 2003, 14, 3633.
2. J. Am. Chem. Soc. 2009, 131, 2786.
3. Org. Lett. 2013, 15, 2895.
26 Visit strem.com for new product announcements.
 Metal Catalyts for Organic Synthesis including Organocatalysts - COBALT
27-0496 Cyclic-Oligo Bis[(1S,2S)-(-)-1,2-cyclohexanediamino-N,N- 100mg
bis(3,3-di-t-butylsalicylidene) cobalt(III)triflate]-5,5-bis 500mg
(2-carboxyethyl)ether [1252661-94-1]
C70H84Co2F6N4O20S2; FW: 1597.42; black xtl.
Technical Note:
1. See 27-0495 (page 26) .
27-0525 (1R,2R)-(-)-1,2-Cyclohexanediamino-N,N'- 1g
bis(3,5-di-t-butylsalicylidene)cobalt(II) [176763-62-5] 5g
H H
C36H52CoN2O2; FW: 603.76; red-brown pwdr.; 25g
N N
m.p. 406-412
Co
Technical Notes: (H3C)3C O O C(CH3)3
1. Catalyst used in the kinetic resolution of racemic,
terminal epoxides yielding a chiral diol and the unreacted C(CH3)3 (H3C)3C
enantiomer of the epoxide.
2. Precursor to a Co(III) catalyst for the kinetic resolution of terminal epoxides with alcohols.
3. Desymmetrization of meso-epoxides with carboxylic acids and fluoride.
4. Catalyst for asymmetric cyclopropanation of styrene.
5. Catalyst for copolymerization of CO2 and epoxides.
6. Enantioselective intramolecular openings of oxetanes.

Co SALEN O OH
O + Tech. Note (1)
R R R OH
H2O Ref. (1)

(CF3)3COH/air
Co (salen) Co(H2O)(salen) [OC(CF3)3]
CH2Cl2

O OH
Co (III) catalyst O O
R + R
OH R Tech. Note (2)
(+/-) Ref. (2)

R
Co(salen) R O2CPh
O + PhCO2H Tech. Note (3)
Ref. (3)
R OH
R

O Co(Salen) HO F
Tech. Note (3)
R R PhCOF, HOCH(CF3)2
R R Ref. (4)
N
N

CO2t-Bu
* Tech. Note (4)
t-BuO2C Co(salen) Ref. (5)
+
N2

O O
+ CO2 Co(salen) Tech. Note (5)
O O
R1 Ref. (6)
n

O Nu
Co(salen)(OTf)
Tech. Note (6)
n Ref. (7)
HNu n
OH

[email protected] [email protected] [email protected] [email protected] 27

 Metal Catalyts for Organic Synthesis including Organocatalysts - COBALT
27-0525 (1R,2R)-(-)-1,2-Cyclohexanediamino-N,N'-bis(3,5-di-t-butylsalicylidene)cobalt(II)
(cont.) [176763-62-5]
References:
1. J. Am. Chem. Soc., 2002, 124, 1307.
2. J. Am. Chem. Soc., 1999, 121, 6086.
3. Tetrahedron Lett., 1997, 38, 773.
4. J. Am. Chem. Soc., 2010, 132, 3268
5. Adv. Synth. Catal., 2001, 343, 79.
6. J. Am. Chem. Soc., 2005, 127, 10869.
7. J. Am. Chem. Soc., 2009, 131, 2786.
27-0526 (1S,2S)-(+)-1,2-Cyclohexanediamino-N,N'-bis(3,5-di-t-butyl- 1g
salicylidene)cobalt(II) [188264-84-8] 5g
C36H52CoN2O2; FW: 603.76; red-brown pwdr.; m.p. 409-412 25g
Technical Note:
1. See 27-0525 (page 27).
27-0550 Cyclopentadienylcobalt dicarbonyl, min. 95% [12078-25-0] 2g
amp C5H5Co(CO)2; FW: 180.05; dark red liq.; 10g
HAZ b.p. 37-38.5/2 mm; f.p. 80F; d. 1.35 Co
air sensitive, (store cold)
Technical Notes: OC CO
1. Catalyst for the cyclotrimerization of alkynes.
2. Catalyst used for the [2+2+2] cycloaddition of ,-Diynes and isocyanates.
O O Me O
Me CpCo(CO)2 Me
H
TMS TMS
H TMS TMS H H H
TMS TMS

Tech. Note (1)

Ref. (1-4)

30 mol % CpCo(CO)2 Tech. Note (2)

R
+ R N C O N Ref. (5)
o
DME, 0.005M, 85 C
O
R = alkyl 30-70%
References: R = aryl ca. 20%
1. Angew. Chem. Int. Ed., 1984, 23, 539.
2. Comprehensive Organic Synthesis, 1991, Vol. 5, Ch. 9.4, 1129.
3. J. Am. Chem. Soc., 1980, 102, 5253.
4. Encyclopedia of Reagents for Organic Synthesis, 1995, Vol. 3, 1639.
5. Org. Lett., 2003, 5(24), 4537.
27-0554 Dichloro[1,1'-bis(diphenylphosphino)ferrocene]cobalt(II), 99% 1g
[67292-36-8] 5g
[(C5H4P(C6H5)2)2Fe]CoCl2; FW: 684.22; green microxtls.
Technical Note:
1. Catalyst for preparation of boronic acids from diboron derivatives.

O O
O O Cat 2.5%, LiOMe O Tech. Note (1)
O I + B B O B Ref. (1)
O O 30 C, 18h, MeOH O
86%
Reference:
1. WO2001029051 A1.
27-1950 Tetracobalt dodecacarbonyl, min. 98% [17786-31-1] CO 1g
OC CO
HAZ Co4(CO)12; FW: 571.85; black xtl.; m.p. 60 dec.; d. 2.09 5g
air sensitive, (store cold) Co 25g
O CO O
Technical Note: C Co C
1. Catalyst precursor in the inter- and intramolecular OC CO
Co Co
Pauson-Khand reaction. C CO
OC CO
Reference: O
1. Synthesis, 1998, 142.
28 Visit strem.com for new product announcements.
Metal Catalyts for Organic Synthesis including Organocatalysts - COBALT
27-1965 N,N',N",N"'-(Tetrafluorodiborato)bis[-(2,3-butanedione- F F 100mg
dioximato)]cobalt(II), min. 98% [26220-72-4] B 500mg
C8H12B2CoF4N4O4; FW: 384.75; brown solid O O

H3C N N CH3
Technical Note: C C
1. Effective catalyst for high conversion, chain transfer Co
polymerization of methyl methacrylate. C C
H3C N N CH3
References:
O O
1. Macromolecular Engineering, 2011, 5(9-10), 404. B
2. Polymer Chemistry, 2011, 2, 815. F F
3. J. Applied Polymer Science, 2004, 91, 1375.

Metal Catalyts for Organic Synthesis including Organocatalysts - COPPER

29-7050 -Benzenebis[N,N'-(1,3-dimethyl-1,3-propane- 250mg
diylidene)bis(2,6-dichlorobenzenaminato)] Cl Cl 1g
dicopper(I), benzene adduct, min. 98% CH3
H3C
[1119821-62-3] Cl Cl
N N
C34H26Cl8Cu2N40.8C6H6; FW: 963.80;
pale yellow solid Cu Cu
air sensitive, moisture sensitive, (store cold) N
N
Note: Sold under license from Georgetown Cl Cl CH3
University for noncommercial research H3C
use only. Patent pending. Cl Cl

Technical Note:
1. High yield C-H amination of unactivated
C-H bonds with 1-adamantylazide.
References:
1. Angew. Chem. Int. Ed., 2008, 47, 9961.
2. Inorg.Chem., 2004, 43, 6537.
29-3007 Bis{[1-(2R,5R)-2,5-diethylphospholanyl]- 100mg
[2-(2R,5R)-2,5-diethylphospholanyl-1- 500mg
oxide]benzene}copper(I) trifluoro- P P
O + O
methanesulfonate, min. 97% Cu CF3SO3-
C45H72CuF3O5P4S; FW: 969.55;
white to beige solid P P
air sensitive
Note: Sold under license from Kanata for
research purposes only.
29-3008 Bis{[1-(2S,5S)-2,5-diethylphospholanyl]-[2-(2S,5S)-2,5-diethyl- 100mg
phospholanyl-1-oxide]benzene}copper(I) 500mg
trifluoromethanesulfonate, min. 97%
C45H72CuF3O5P4S; FW: 969.55; white to beige solid
air sensitive
Note: Sold under license from Kanata for research purposes only.
29-3002 Bis{[1-(2R,5R)-2,5-dimethylphospholanyl]- 100mg
[2-(2R,5R)-2,5-dimethylphospholanyl- 500mg
1-oxide]benzene}copper(I) trifluoro- P P
methanesulfonate, min. 97%
O + O
Cu CF3SO3-
[874013-62-4]
C37H56CuF3O5P4S; FW: 857.34; P P
white to beige solid
air sensitive
Note: Sold under license from Kanata for research purposes only.
29-3003 Bis{[1-(2S,5S)-2,5-dimethylphospholanyl]-[2-(2S,5S)-2,5-dimethyl- 100mg
phospholanyl-1-oxide]benzene}copper(I) trifluoromethane- 500mg
sulfonate, min. 97%
C37H56CuF3O5P4S; FW: 857.34; white to beige solid
air sensitive
Note: Sold under license from Kanata for research purposes only.

[email protected] [email protected] [email protected] [email protected] 29

 Metal Catalyts for Organic Synthesis including Organocatalysts - COPPER
29-4000 Bromo(1,10-phenanthroline)(triphenylphosphine) 1g
copper(I), min. 97% [25753-84-8] 5g
CuBr(C12H8N2)P(C6H5)3; FW: 595.94; yellow pwdr.
Technical Notes: N N
1. High yield synthesis of diarylacetylenes via the copper(I) Cu
catalyzed coupling of aryl iodides and phenylacetylene. (C H )
6 5 3 P Br
2. High yield synthesis of 1,3-enynes via the copper(I) catalyzed coupling of vinyl iodides and
phenylacetylene.
3. Catalyst used in the high-yielding cycloaddition of terminal alkynes and azides to form triazoles.
4. Catalyst used in the synthesis of prenylated oxindoles via intramolecular Goldberg aryl amidation.
5. Catalyst used in the synthesis of N-alkynylimidazoles from 1,1-dibromo-1-alkenes and imidazoles.
6. Co-catalyst in the diarylation of acetate esters.
Cu(phen)(PPh3)Br
(10 mol%)
+ I Tech. Note (1)
R1 K2CO3, toluene, R1 Ref. (1)
24 h, 110 C 80-97%

Cu(bipy)(PPh3)Br R2
I R2
(10 mol%) Tech. Note (2)
+
R1 2.0 eq. K2CO3, toluene, Ref. (2)
R1
8 h, 110 C 81-99%

Cu(phen)(PPh3)Br Me
(10 mol%) N
+ Me
CH3CN, rt, 16 h N Tech. Note (3)
N3 N
Ref. (3)
> 99%
Me
Me Me Me
Cu(phen)(PPh3)Br Tech. Note (4)
O
Ref. (4)
K3PO4 O
HN toluene, 115 C N
X
R R
R1
Cu(phen)(PPh3)Br N
R1
N Br (10 mol %) R Tech. Note (5)
R2 N
+ Ref. (5)
R2 R Cs2CO3 (2 equiv.)
N R3 Br
H DMSO, 80 C
R3

Pd(OAc)2
O
O P(t-Bu)3HBF4
ArX + Ar Tech. Note (6)
Cu(phen)(PPh3)Br OR
OR Ref. (6)
K3PO4 Ar
DMF, 110 C
References:
1. Org. Lett., 2001, 3, 4315.
2. Org. Lett., 2004, 6, 1441.
3. Org. Lett., 2006, 8, 3163.
4. Org. Lett., 2010, 12, 3594.
5. Tetrahedron Lett., 2011, 6497.
6. Adv. Synth. Catal., 2011, 353, 1688.
25-2900 Carulite Catalyst
SEE MANGANESE SECTION (page 60)

30 Visit strem.com for new product announcements.

 Metal Catalyts for Organic Synthesis including Organocatalysts - COPPER
29-4050 Chloro[1,3-bis(2,6-di-i-propylphenyl)imidazol- 500mg
2-ylidene]copper(I), 98% [578743-87-0] 2g
C27H36ClCuN2; FW: 487.59; white pwdr.
air sensitive N N
Technical Notes:
1. Catalyst for reduction of olefin in a conjugated Cu
,-unsaturated ketone.
2. Catalyst for reduction of carbonyl in an unconjugated Cl
unsaturated ketone.
3. Catalyst for ethyldiazoacetate carbene transfer reactions without diazo coupling side reactions.
4. Catalyst for the aziridination of olefins.
5. Mild catalyst, superior to CuCl, in the methyleneation of aldehydes and ketones.
6. Catalyst in the carboxylative coupling of terminal alkynes and allylic chlorides.
7. Catalyst in the carboxylation of benzoxazoles.
8. Catalyst in the synthesis of carboxylic acids from terminal alkenes and carbon dioxide.
O O
0.1 mol% cat., Toluene, t-BuOH
PMHS, NaOt-Bu, 3h, rt
Tech. Note (1)
Ref. (1)

Ph Ph
95%
O 3 mol% cat., Toluene, t-BuOH OSiEt3 Tech. Note (2)
Et3SiH, NaOt-Bu, 1h, rt Ref. (2)

97%
CO2Et
CO2Et
Tech. Note (3)
+ 4 mol% cat. 13h rt
Ph N2 Ref. (3)
H Ph
93% yield
NTs cis/trans 32:68
PhI=NTs, cat. Tech. Note (4)
C6H6, 4 h, rt Ref. (4)

R2R1N NR3R4 R2R1N NR3R4

52%
O 5 mol% cat., TMSCHN2
Ph3P, IPA, THF, reflux
Tech. Note (5)
Ref. (5)
CO2Et CO2Et

93%

(IPr)CuCl
O
(10 mol %)
R + R' Cl O R'
CO2 (1MPa) Tech. Note (6)
K2CO3 (2 equiv.) R
Ref. (6)
DMF, 60 C
1) (IPr)CuCl (5 mol %)
CO2 (1 atm)
KOt-Bu (1.1 equiv.)
N THF, 80 C N
R H R CO2C6H13 Tech. Note (7)
O 2) C6H13I (2 equiv.) O
Ref. (7)
DMF, 80 C

1) 9-BBN, THF, rt
CO2H
R R Tech. Note (8)
2) (IPr)CuCl (3 mol %) Ref. (8)
CO2 (1 atm)
MeOLi
THF, 70 C
[email protected] [email protected] [email protected] [email protected] 31
 Metal Catalyts for Organic Synthesis including Organocatalysts - COPPER
29-4050 Chloro[1,3-bis(2,6-di-i-propylphenyl)imidazol-2-ylidene]copper(I), 98% [578743-87-0]
(cont.)
References:
1. Org. Lett., 2003, 5, 2417.
2. Organometallics, 2004, 23, 1157.
3. J. Am. Chem. Soc., 2004, 126, 10846.
4. J. Am. Chem. Soc., 2006, 128, 6054.
5. J. Org. Chem., 2007, 72,144.
6. Org. Lett., 2010, 12, 4748.
7. Angew. Chem. Int. Ed., 2010, 49, 8670.
8. Angew. Chem. Int. Ed., 2011, 50, 8114.
9. Angew. Chem. Int. Ed., 2011, 50, 3294.
29-0410 Copper chromite, barium promoted 100g
(62-64% Cr2CuO4, 22-24% CuO, 6%BaO, 0-4% Graphite, 1% CrO3, 500g
1% Cr2O3) [12018-10-9]
CuO/Cr2CuO4; FW: 79.55/231.53; black pellets; S.A. 45-50 m2/g
29-0490 Copper(I) iodide/cesium carbonate admixture [5.50 wt% CuI] 5g
[7681-65-4] 25g
CuI/Cs2CO3; off-white pwdr.
Note:
Weight-percent of components:
5.50 wt% copper(I) iodide
94.50 wt% cesium carbonate
Technical Note:
1. Copper catalyst/base admixture useful for screening reactions involving the N-arylation of
nitrogen-containing heterocycles.
Reference:
1. J. Org. Chem., 2007, 72, 8535.
29-5000 Copper(II) trifluoromethanesulfonate, 98% (Copper triflate) 5g
HAZ [34946-82-2] 25g
Cu(CF3SO3)2; FW: 361.68; white xtl. 100g
hygroscopic
Technical Notes:
1. Ring-Opening of epoxides and aziridines.
2. Asymmetric conjugate addition of organozinc reagents to ,-unsaturated ketones.
3. Electrophilic addition of olefins.
4. Asymmetric aziridination of olefins.
5. Asymmetric cycloadditions and aldol condensations.
6. Asymmetric Kharasch oxidation.
7. Asymmetric Michael addition of enamides.
8. Asymmetric O-H or O-R insertion reactions.
9. Enantioselective intramolecular aminooxygenation of alkenes.
10. Enantioselective addition of dialkylzinc reagents to N-acylpyridinium salts.
11. Pd-catalyzed C-H functionalizations of oximes with arylboronic acids.
12. Used as a Lewis acid in the Nazarov cyclization.
13. Catalyst in the diacetoxylation olefins
14. Catalyst in the meta-selective direct arylation of -aryl carbonyl compounds
15. Catalyst in the three-component coupling of amines, aldehydes, and alkynes

YH
Cu(OTf)2 Tech. Note (1)
Y + PhNH2
Ref. (1,2)
NHPh
Y= O, NPh
O O
Cu(OTf)2 / L* Tech. Note (2)
+ Et2Zn Ref. (4)

Et

R2 Tech. Note (4)

R2 Cu(OTf)2 / L* NTs
3 + PhI NTs R1 Ref. (6)
R * *
R1
R3

32 Visit strem.com for new product announcements.

Metal Catalyts for Organic Synthesis including Organocatalysts - COPPER
29-5000 Copper(II) trifluoromethanesulfonate, 98% (Copper triflate) [34946-82-2]
HAZ
(cont.)
O O
Cu(OTf)2 / L* Tech. Note (5)
+ OEt OEt
H Ref. (8)
O O

Cu(OTf)2 / L* PhCO2 Tech. Note (6)

( )n + PhCO3-t-Bu * Ref. (9,10)
PhNHNH2 ( )n

O OTMS R2 OH O
Cu(OTf)2 / L* Tech. Note (5)
OR1 + R O 1
Ref. (7)
R2 S-t-Bu * S-t-Bu
O R3 O
O O
O O Tech. Note (7)
NHAc Cu(OTf)2 / L* Ref. (11)
+ ArO OAr
ArO OAr
R2 then HBr R'
R'
2
R O
O O
Cu(OTf)2 / L* Ar Tech. Note (8)
Ar + ROH Ref. (12)
OMe RO OMe
H2O
N2 H
NHR R Tech. Note (9)
Cu(OTf)2 O N
N Ref. (13)
TEMPO

O
OMe
1. ClCO2Bn
Tech. Note (10)
2. Cu(OTf)2 / L N R Ref. (14)
N R2Zn CO2Bn

OMe OMe
Pd(OAc)2
R N Cu(OTf)2 R N Tech. Note (11)
Ref. (15)
H ArB(OH)2 Ar
R' R'

O O O
O O
O Cu(OTf)2
OMe Tech. Note (12)
OMe Ref. (16)
Ar Ar
Cu(OTf)2
OAc
(10 mol %)
R2 R2
R1 R1 Tech. Note (13)
PhI(OAc)2 Ref. (17)
CH2Cl2, AcOH OAc
40 C

[email protected] [email protected] [email protected] [email protected] 33

 Metal Catalyts for Organic Synthesis including Organocatalysts - COPPER
29-5000 Copper(II) trifluoromethanesulfonate, 98% (Copper triflate) [34946-82-2]
HAZ
(cont.)
X Cu(OTf)2 X
R2 (5 mol %) R2
O O Tech. Note (14)
Ar2IOTf Ref. (18)
R1 DCE, 70 C R1
Ar

Cu(OTf)2 R3 R4
O (10 mol %) N Tech. Note (15)
R3 R4
R1 + + N Ref. (19)
R2 H H R2
toluene
R1
References:
1. J. Org. Chem., 1999, 64, 287.
2. J. Org. Chem., 1999, 64, 2537.
3. J. Org. Chem., 1998, 63, 4568.
4. (a) Eur. J. Org. Chem., 2002, 3221. (b) J. Am. Chem. Soc., 2006, 128, 8416.
5. Heterocycles, 1997, 45, 847.
6. J. Am. Chem. Soc., 1993, 115, 5328.
7. Acc. Chem. Res., 2000, 33, 325.
8. J. Am. Chem. Soc., 2001, 123, 3830.
9. Angew. Chem. Int. Ed., 2001, 40, 3567.
10. Tetrahedron, 2002, 58, 845.
11. Angew. Chem. Int. Ed., 2007, 46, 7803.
12. J. Am. Chem. Soc., 2006, 128, 4594.
13. J. Am. Chem. Soc., 2008, 130, 17638.
14. Angew. Chem. Int. Ed., 2009, 48, 9339.
15. Org. Lett., 2010, 12, 184.
16. J. Am. Chem. Soc., 2008, 130, 1003.
17. Org. Lett., 2010, 12, 1412.
18. Angew. Chem. Int. Ed., 2011, 50, 463.
19. Org. Lett., 2012, 14, 964.
29-5550 Mesitylcopper(I), min. 95% [75732-01-3] 1g
C9H11Cu; FW: 182.73; yellow to orange pwdr. 5g
air sensitive, moisture sensitive, light sensitive, (store cold)
Technical Note:
1. Starting material for a variety of copper(I) complexes.
29-6000 (1,10-Phenanthroline)bis(triphenylphosphine) 5g
HAZ copper(I) nitrate dichloromethane adduct, 98% -
25g
[33989-10-5] NO3
[Cu(C12H8N2)[P(C6H5)3]2]+NO3-1/2CH2Cl2;
N N
FW: 830.33 (872.80); yellow pwdr. Cu+
Technical Notes: (C6H5)3P P(C6H5)3
1. High yield synthesis of 2-arylbenzo[b]furans via the copper (I)
catalyzed coupling of o-iodophenols and aryl acetylenes.
2. High yield synthesis of vinyl sulfides.
3. Efficient synthesis of 1,3-enynes.
4. Effective synthesis of 2-substituted indoles.
I Cu(phen)(PPh3)NO3
(10 mol%) R
Tech. Note (1)
HO R +
2.0 eq. Cs2CO3, O Ref. (1)
toluene,110oC
I RS
5 mol% [Cu(phen)PPh3)2]NO3 Tech. Note (2)
R SH + Ref. (2)
R R K3PO4, toluene, 110 oC
R R

I R
5 mol% [Cu(phen)PPh3)2]NO3 Tech. Note (3)
R + Ref. (3)
R R K2CO3, toluene, 110 oC R
R

34 Visit strem.com for new product announcements.

 Metal Catalyts for Organic Synthesis including Organocatalysts - COPPER
29-6000 (1,10-Phenanthroline)bis(triphenylphosphine)copper(I) nitrate dichloromethane adduct, 98%
HAZ [33989-10-5]
(cont.)

I
5 mol% [Cu(phen)PPh3)2]NO3 Tech. Note (4)
+ R R Ref. (4)
o
NH K2CO3, toluene, 110 C N
H
C(O)CF3
References:
1. Org. Lett., 2002, 4, 4727.
2. Org. Lett., 2004, 6, 5005.
3. Org. Lett., 2004, 6, 1441.
4. Org. Lett., 2003, 5, 3843.
29-6700 Tetrakis(acetonitrile)copper(I) hexafluorophosphate, 98+% 5g
[64443-05-6] 25g
(CH3CN)4CuPF6; FW: 372.72; white to light blue solid
air sensitive, moisture sensitive
Technical Notes:
1. Useful catalyst for the Ullman synthesis.
2. Catalytic asymmetric [2,3]-Sigmatropic rearrangement of sulfur ylides.
3. Precatalyst for enantioselective NH insertion reactions with diazoesters and anilines.

CONH(C 2H5) CONH(C 2H5)

Cu(CH3CN)4PF6 H3 C O
+ Tech. Note (1)
Cl HO CH3 Ref. (1)

Me

Me Cu(MeCN)4PF6 S
CO2Me + *
O O CO2Me Tech. Note (2)
N2 S
Ref. (2)
N N

66%, 78% ee

O 5 mol% Cu(CH3CN)4PF6 O
6 mol% chiral ligand Tech. Note (3)
BnO + BnO Ref. (3)
N2 H2N 6 mol% NaBArF NHPh
CH2Cl2 83% yield, 98% ee
References:
1. J. Org. Chem., 1999, 64, 2986.
2. J. Org. Chem., 2002, 67, 5621.
3. J. Am. Chem. Soc., 2012, 134, 436.
29-6720 Trifluoromethyl(1,10-phenanthroline)copper(I), 95% 250mg
Trifluoromethylator [1300746-79-5] 1g
(C12H8N2)CuCF3; FW: 312.76; brown solid 5g
air sensitive, moisture sensitive, (store cold) 25g
Note: Sold under license from CATYLIX. N N
Technical Notes: Cu
1. Reagent used for the perfluoromethylation of arenes and aryl
CF3
bromides and iodides.
2. Catalyst used in the copper-mediated perfluoroalkylation of heteroaryl bromides.

(phen)Cu-CF3
Ar-I Tech. Note (1)
Ar-CF3
Ref. (1,2)
DMF, rt - 50oC, 18 h

Het Het
Trifluoromethylator
Br CF3
DMF, 80-100 C Tech. Note (2)
Ref. (3)

69 examples
up to 99%
[email protected] [email protected] [email protected] [email protected] 35
 Metal Catalyts for Organic Synthesis including Organocatalysts - COPPER
29-6720 Trifluoromethyl(1,10-phenanthroline)copper(I), 95% Trifluoromethylator [1300746-79-5]

(cont.)
References:
1. Angew. Chem. Int .Ed., 2011, 50, 3793.
2. Angew. Chem. Int .Ed., 2012, 51, 536.
3. Org. Lett., 2014, 16, 1744.
29-2955 Tris(triphenylphosphine)(trifluoromethyl)copper(I), 99% CF3 1g
[325810-07-9] 5g
C55H45CuF3P3; FW: 919.41; white xtl. Cu
air sensitive Ph3P PPh3
Technical Notes: Ph3P
1. Reagent used in the copper-mediated trifluoromethylation of propargylic halides and trifluoroacetates.
2. Reagent used in a high-yielding simple preparation of trifluoromethylaromatics from iodides.
3. Reagent used in the copper-mediated trifluoromethylation of allylic chlorides and trifluoroacetates.

Lg CF3
50C/16 h 22C/16 h
R C C Cu R
+ CF3
THF R C Ph3P PPh3 THF
CF3 C Ph3P Tech. Note (1)
H Ref. (1)
Lg = Cl, Br, OCOCF3

CF3

I + Cu Tech. Note (2)

CF3
Ph3P PPh3 Ref. (2)
Y Y
Ph3P

Tech. Note (3)

Ref. (3)

Tech. Note (3)

Ref. (3)

References:
1. Org. Lett., 2012, 14, 3966.
2. Angew. Chem. Int. Ed., 2011, 50, 7655.
3. J. Org. Chem., 2013, 78, 7330.

Metal Catalyts for Organic Synthesis including Organocatalysts - GOLD

79-0125 Bis{1,3-bis[2,6-bis(1-methylethyl)phenyl]- 100mg
1,3-dihydro-2H-imidazol-2-ylidene}- 500mg
-hydroxydigold(I) tetrafluoroborate, 99% H
[1262545-44-7] O+
N N
C54H73Au2BF4N4O; FW: 1274.92; white solid Au Au
BF4-
N N
Technical Note:
1. Catalyst used in a Meyer-Schuster rearrangement reaction.

OH O
Au catalyst (2 mol%)
Tech. Note (1)
Ref. (1)
Ph MeOH/H2O 10:1 Ph Bu
RT 99%
Bu
Reference:
1. Organometallics, 2010, 29, 3665.

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 Metal Catalyts for Organic Synthesis including Organocatalysts - GOLD
79-0115 [-Bis(diphenylphosphino)methane]dichlorodigold(I), 250mg
99% [37095-27-5] 1g
C25H22Au2Cl2P2; FW: 849.23; white pwdr.
P Au Cl
Technical Notes:
1. Catalyst used with chiral counter-ion for asymmetric hydroalkoxylation. P Au Cl
2. Catalyst used for intramolecular acetylene Schmidt reaction.

2.5 mol% dppm (AuCl)2 H

R2 R1
R2 5 mol% AgL* O R3 Tech. Note (1)
R1 OH R1 R3 Ref. (1)
o
benzene, 23 C R2
R1 R R3
3 R2
n = 1,2
90%, 99% ee
R1 N3 2.5 mol% dppm (AuCl)2 R1 N
5 mol% AgSbF6 Tech. Note (2)
R4
Ref. (2)
R2 R2
R3 CH2Cl2, 35 oC
R4 R

References:
1. Science, 2007, 317, 496.
2. J. Am. Chem. Soc., 2005, 127, 11260.
79-0300 1,3-Bis(2,6-di-i-propylphenyl)imidazol-2-ylidene 100mg
(acetonitrile)gold(I) tetrafluoroborate, 95% 500mg
[896733-61-2]
C29H29AuBF4N3; FW: 713.41; white solid N N
air sensitive
+
Note: US Patent 7,767,841 Au

NCCH3 BF4-
Technical Note:
1. Gold(I) catalyst for the cycloisomerization of 1,5-enynes bearing a propargylic acetate.

OAc
(L)AuCl/AgBF4 (2 mol%)
+ +
DCM, rt, 5 min. OAc AcO Tech. Note (1)
Ref. (1)

References:
1. Chem. Commun., 2006, 2048. AcO
2. US Patent 7,767,841.
79-0200 1,3-Bis(2,6-di-isopropylphenyl)imidazol-2- 250mg
ylidenegold(I) chloride, 95% [852445-83-1] 1g
C27H36AuClN2; FW: 621.01; white pwdr. N N
(store cold)
Technical Notes:
Au
1. Catalyst used for rearrangement of allylic acetates.
2. Catalyst used for alkane carbon-hydrogen bond functionalization. Cl
3. Catalyst used for room temperature hydroamination of N-alkenyl ureas.
4. Catalyst used for hydration of alkynes.

[(L)AuCl] /AgBF4 OAc

OAc Tech. Note (1)
benzene, 23 oC
R1 Ref. (1,2)
R1 R2 R2

CO2Et
(L)AuCl, NaBAr4 Tech. Note (2)
+ CO2Et Ref. (3)
EDA
[email protected] [email protected] [email protected] [email protected] 37
 Metal Catalyts for Organic Synthesis including Organocatalysts - GOLD
79-0200 1,3-Bis(2,6-di-isopropylphenyl)imidazol-2-ylidenegold(I) chloride, 95% [852445-83-1]
(cont.)
O
(L)AuCl,AgOTf i-Pr O
i-Pr
N NHPh N Tech. Note (3)
H MeOH, rt NHPh Ref. (4)
Me

(L)AuCl,AgSbF6 O
R R' Tech. Note (4)
R' Ref. (5)
H2O, dioxane, 120 C o R
References:
1. Org. Lett., 2007, 9, 2653.
2. Org. Lett., 2008, 10, 1037.
3. Organometallics, 2006, 25, 2237.
4. Org. Lett., 2006, 8, 5303.
5. J. Am. Chem. Soc., 2009, 131, 448.
79-0205 1,3-Bis(2,6-di-i-propylphenyl)imidazol-2-ylidene- 100mg
gold(I) hydroxide, min. 97% [1240328-73-7] 500mg
C27H37AuN2O; FW: 602.56; white microxtl.
N N
Technical Note:
1. Catalyst used for the carboxylation of C-H bonds. Au
OH
N N O
[(i-Pr)AuOH]
R2 + CO2 R2 C Tech. Note (1)
R1 KOH, THF, 20C, 12 h OH Ref. (1)
R1
R1 = O, S
O OH
C
[(i-Pr)AuOH]
+ CO2
Tech. Note (2)
1. KOH, THF, 20C, 12 h
Ref. (1)
Rn 2. aq. HCl
Rn
References:
1. J. Am. Chem. Soc., 2010, 132, 8858.
2. Chem. Commun., 2010, 46, 2742.
3. Chem. Eur. J. 2010, 16, 13729.
79-0230 Bis(trifluoromethanesulfonyl)imide 100mg
(2-dicyclohexylphosphino-2',6'-dimethoxy- 500mg
1,1'-biphenyl)gold(I), 98% [1121960-90-4] Cy SO2CF3
C28H35AuF6NO6PS2; FW: 887.64; P Au N
white to off-white solid SO2CF3
Cy
Technical Notes: MeO OMe
1. Highly-efficient and regio-selective catalyst for the
selective carbonyl migration in alkynyl-substituted
indole-3-carboxamides.
2. Catalyst used in the hydroarylation/aromatization of arene-diynes.
3. Catalyst used in the selective hydration of substituted alkynes at room temperatures.
O Ar
N Ar
C C
C
SPhos-AuNTf2 N
Tech. Note (1)
air, toluene, 80C Ref. (1)
N N O
R R

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 Metal Catalyts for Organic Synthesis including Organocatalysts - GOLD
79-0230 Bis(trifluoromethanesulfonyl)imide(2-dicyclohexylphosphino-2',6'-dimethoxy-
1,1'-biphenyl)gold(I), 98% [1121960-90-4]
(cont.)

5 mol% IPrAuR
or basic additive
15 mol% 2.5 mol%
IPrAuNTf2 IPrAuNTf2
+
80C 80C
Tech. Note (2)
Ref. (2)

O
IPrAuNTF2 (0.5 - 5 mol%)
X C C Y Tech. Note (3)
C Y
Ref. (3)
MeOH, H2O, r.t. X
65-100%
References:
1. Adv. Synth. Catal., 2012, 354, 1273.
2. Organometallics, 2012, 31, 644.
3. J. Org. Chem., 2009, 74, 2067.
79-0340 Chloro[2-(di-t-butylphosphino))-1,1'-biphenyl]gold(I), 99% 250mg
[854045-93-5] 1g
C(CH3)3
C20H27AuClP; FW: 530.82; white pwdr.
P AuCl
Technical Notes:
1. Catalyst for the intramolecular hydroamination of allenes. C(CH3)3
2. Catalyst for the intramolecular cyclization of allenyl carbamates
to form dihydroquinolines.
3. Catalyst for the intramolecular cyclization of monopropargyl triols.

NHCbz Cbz
AuCl(L), AgOTf Tech. Note (1)
N
Ref. (1)
n
n R
R2

AuCl(L)
R Tech. Note (2)
R Ref. (2)
N N
CO2Me CO2Me

OH
m
AuCl(L), AgOTf O O Tech. Note (3)
m n Ref. (3)
n
OH OH
References:
1. J. Am. Chem. Soc., 2006, 128, 9066.
2. Org. Lett., 2007, 9, 4821.
3. Org. Lett., 2009, 11, 121.
79-0225 Chloro(2-dicyclohexylphosphino-2',6'-dimethoxy-1,1'- 250mg
biphenyl)gold(I), 98% [854045-95-7] 1g
Cy
C26H35AuClO2P; FW: 642.95; white pwdr.
P Au Cl

Technical Note: Cy
MeO OMe
1. See 79-0230 (page 38).

[email protected] [email protected] [email protected] [email protected] 39

 Metal Catalyts for Organic Synthesis including Organocatalysts - GOLD
79-0343 Chloro[2-(dicyclohexylphosphino)-2'- 250mg
(N,N-dimethylamino))-1,1'-biphenyl]gold(I), 98% 1g
[1196707-11-5]
C26H36AuClNP; FW: 625.96; white pwdr. H3C P Au Cl
N
H3C
Technical Note:
1. See 79-0348 (page 41).

79-1122 Chloro(tetrahydrothiophene)gold(I), min. 98% [39929-21-0] 100mg

(C4H8S)AuCl; FW: 320.59; white to off-white pwdr. 500mg
air sensitive, heat sensitive, light sensitive, (store cold)
Technical Notes:
1. Employed as co-catalyst in Pd-catalyzed alkynylation.
2. Au-catalyzed phenol synthesis.
1.0 mol% [PdCl2(PPh3)2],
O 1.0 mol% [AuCl(tht),] O
+ Br
Me i-Pr2NH, THF, 14 h, reflux Me Tech. Note (1)
100% conv Ref. (1)

Ar:
Me OH [AuCl(tht)], *P- MeO PAr2 OMe
O OH
ligand, AgBF4, MeO PAr2
Me Tech. Note (2)
CD2Cl2, rt, 24 h OH Ref. (2)
*
P-ligand
99% yield, ~78% er
References:
1. Catalysis Today, 2007, 122, 403.
2. Chem. Eur. J., 2009, 15, 13318.
79-0740 Chlorotri-t-butylphosphinegold(I), 99% [69550-28-3] 250mg
AuClP(C4H9)3; FW: 434.74; white microxtl. 1g
Technical Notes:
1. Catalyst used for the acetylenic sila-Cope rearrangement.
2. Catalyst used for the synthesis of functionalized cyclopentadienes.
R2 R2 OR R2
R3 R OR R3
(L)AuCl/AgBF4 3
+ Tech. Note (1)
Ph Si
CH Cl , ROH, rt Ph Si Ph Si R1 Ref. (1)
Ph 2 2 R 1
Ph Ph
R1
R = Me R = Ph

(L)AuCl/AgBF4
Tech. Note (2)
Ref. (2)
R2
R2
References:
1. J. Am. Chem. Soc., 2006, 128, 11364.
2. Angew. Chem. Int. Ed., 2007, 46, 912.
79-0352 2-(Di-t-butylphosphino))-1,1'-biphenyl 250mg
(acetonitrile)gold(I) hexafluoroantimonate, 99% 1g
[866641-66-9] t-Bu
C22H30F6AuNPSb; FW: 772.17; white to off-white pwdr. P -
Au+ SbF6
air sensitive, moisture sensitive t-Bu N
Technical Notes: C
1. Gold catalyst used in the regio-and stereoselective synthesis CH3
of functionalized benzo[b]oxepines.
2. Gold catalyst used in the cyclization reactions of o-(buta-1,3-diyn-1-yl-)-substituted N-aryl ureas.
3. Gold catalyst used in the cycloisomerization of 1,7-enyne esters to structurally diverse
cis-1,2,3,6-tetrahydropyridin-4-yl ketones.
4. Catalyst used in the synthesis of coumarin-containing natural products.
5. Catalyst used in the synthesis of benzo[4,5]imidazo[1,2-a]quinazolinones.
X OR2
R2OH or H2C=COR2 X
COOR gold catalyst
COOR Tech. Note (1)
DCE, rt Ref. (1)
R1
X = O or NTs 55-99% R1
1
R = alkyl, aryl, heteroaryl
40 Visit strem.com for new product announcements.
 Metal Catalyts for Organic Synthesis including Organocatalysts - GOLD
79-0352 2-(Di-t-butylphosphino))-1,1'-biphenyl(acetonitrile)gold(I) hexafluoroantimonate, 99%
[866641-66-9]
(cont.)

NH2 gold catalyst

Tech. Note (2)
C THF, 100oC, 1 h Ref. (2)
N O N

H N
O
H
O Ph O Ph
Ph
Ph
Ph gold catalyst AcO gold catalyst(JohnPhos) Ph Me
Ac (10 mol%) (5 mol%)

(CH2Cl)2, 4A MS (CH2Cl)2, H2O

Bn N 80oC, 24 h Bn N 80oC, 24 h Bn N

Ts Ts Ts
75% yield 96% yield
Tech. Note (3)
O O Ref. (3)

O O

Tech. Note (4)

gold catalyst
Ref. (4)
CH2Cl2, 18oC, 0.5 h
MeO O O
MeO

OMe OMe
H
N
N O
gold complex/AgBF4
R2 +
N
N R1 n OH toluene, 120C, 4-5 h R2
N
H2N
O
n
References: Tech. Note (5)
1. Org. Lett., 2012, 14, 4742. Ref. (5)
2. Org. Lett., 2013, 15, 2616.
3. J. Org. Chem., 2013, 78, 3183.
4. J. Org. Chem., 2013, 78, 9876.
5. J. Org. Chem., 2013, 78, 4312.
79-0348 [2-(Dicyclohexylphosphino)-2'-(N,N-dimethylamino))- 250mg
1,1'-biphenyl][bis(trifluoromethyl) sulfonylimido] 1g
gold(I), 98% [1188507-66-5] SO2CF3
C28H36AuF6N2O4PS2; FW: 870.66; yellow pwdr. H C P Au N
3
SO2CF3
N
Technical Note: H3C
1. Catalyst used in the formation of a bisenamine from
toluidine and phenylacetylene.
NH2

N
+ gold catalyst (5 mol%)
Tech. Note (1)
no solvent, 50C, 24 h Ref. (1)

CH3
Reference:
1. J. Org. Chem., 2010, 75, 7769.

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 Metal Catalyts for Organic Synthesis including Organocatalysts - GOLD
79-5000 Methyl(triphenylphosphine)gold(I), 99% [23108-72-7] 250mg
Au(CH3)P(C6H5)3; FW: 474.29; white xtl.; m.p. ~150 (dec.) 1g
Technical Notes:
1. Catalyst used for the addition of water to akynes.
2. Highly efficient catalyst for the intermolecular hydroamination of alkynes

MeOH/H2O O
C C H C CH3 Tech. Note (1)
cat. Ref. (1)

cat. + H2O O 2
R
R
1
R
2
+ H2 O R
2 + R1 Tech. Note (1)
1
MeOH R O Ref. (2)

cat. + H2O NR 3 R
2
Tech. Note (2)
R1 R2 + H2NR 3 R2 + R1
R 1 3 Ref. (3)
no solvent NR
References:
1. J. Am. Chem. Soc., 2003, 125, 11925.
2. Angew. Chem. Int. Ed., 2002, 41, 4563.
3. Org. Lett., 2003, 5, 3349.
79-0355 Tri-t-butylphosphine[bis(trifluoromethyl) (H3C)3C SO2CF3 100mg
sulfonylimido]gold(I), 98% [1121960-93-7] 500mg
(H3C)3C P Au N
C14H27AuF6NO4PS2; FW: 679.43; white solid
(H3C)3C SO2CF3
Technical Note:
1. Catalyst used for the selective hydration of substituted alkynes at room temperature.
O
AuPBut3NTf2 (0.5-5 mol%)
X Y Tech. Note (1)
C Y
Ref. (1)
MeOH, H2O, r.t. X
Reference:
1. J. Org. Chem., 2009, 74, 2067.
79-3615 Triphenylphosphinegold(I) bis(trifluoromethanesulfonyl)imidate, 250mg
min. 98% [866395-16-6] 1g
[(C6H5)3PAu]+[N(CF3SO2)2]-; FW: 739.4; white to off-white pwdr.
air sensitive, light sensitive, (store cold)
Technical Notes:
1. Catalyst for the stereoselective isomerization of butynediols to functionalized 2,5-dihydrofurans.
2. With the catalyst and an electrophilic iodine source, propargylic acetates form linear -iodoenones (Ref. 2)
whereas propargylic tert-butyl carbonates form 4-iodoalkylidene-1,3-dioxolane-2-ones (Ref. 3).
3. Synthesis of dihydrofuran-3-ones from homopropargylic alcohols.
4. Synthesis of oxazoles from alkynes and nitriles.
5. Catalyst for the addition of nucleophiles to allenamides.

OBz
BzO OH 2% Cat., rt Tech. Note (1)
Ref. (1)
C5H11 CH2Cl2
C5H11 O
99% >98% ee

O R=OBoc R=OAc R1 O
R3=H RO R3= alk, ar
O R3 R2
O R1
R2 R3 Tech. Note (2)
I Ref. (2,3)
R1 R2 1-2 mol% Cat,
I NIS, Acetone
35-99% 75-99%

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 Metal Catalyts for Organic Synthesis including Organocatalysts - GOLD
79-3615 Triphenylphosphinegold(I) bis(trifluoromethanesulfonyl)imidate, min. 98% [866395-16-6]
(cont.)

5% Cat. O
OH
Tech. Note (3)
MsOH, DCE
Ph Ref. (4)
Cl Cl Ph
O
N
O

5% Cat. O

Ph 8-methylquinoline N-oxide
N N
Ph Tech. Note (4)
Ref. (5)

O O
5% Cat. Tech. Note (5)
Nu-H Ref. (6, 7)
O N C CH2Cl2 O N Nu

References:
1. Org. Lett., 2006, 8, 1957.
2. Tetrahedron, 2009, 1846.
3. Tetrahedron, 2009, 1889.
4. J. Am. Chem. Soc., 2010, 132, 3258.
5. J. Am. Chem. Soc., 2011, 133, 8482.
6. Org. Lett., 2010, 12, 1128.
7. J. Org. Chem., 2010, 75, 5406.
79-3600 Tris[triphenylphosphinegold(I)]oxonium O+ BF4- 250mg
tetrafluoroborate, 98% [53317-87-6] 1g
[(C6H5)3PAu]3O+BF4-; FW: 1480.56; off-white pwdr.; PPh3
m.p. 207 dec. Au
air sensitive Au Au
Ph3PPPh3
Technical Notes:
1. Catalyst for the Claisen Rearrangement of propargyl vinyl ethers. Chirality is efficiently
transferred.
2. Catalyst for the oxidative cleavage of a Carbon-Carbon triple bond in (Z)-Enynols and
cyclization.

O 1) Cat., 1.0 mol%

CH2Cl2, rt, 18h
OH
Tech. Note (1)
Ph Ref. (1)
2) NaBH4
SiMe3 SiMe3
98%, 92%ee

Ph
Ph Ph
Tech. Note (2)
Cat., 2.0 mol%
Ref. (2)
O2, THF, + PhCO2H
Ph O
HO 50 C, 20h O
Ph 97%

References:
1. J. Am. Chem. Soc., 2004, 126, 15978.
2. J. Am. Chem. Soc., 2006, 128, 11332.

Metal Catalyts for Organic Synthesis including Organocatalysts - IRIDIUM

96-7650 CATHy Catalyst Kit for Asymmetric Transfer Hydrogenation of Ketones and Imines
See (page 260).
96-3745 Iridicycle Catalyst Kit
See (page 270).

[email protected] [email protected] [email protected] [email protected] 43

 Metal Catalyts for Organic Synthesis including Organocatalysts - IRIDIUM
96-7710 SpinPHOX-Ir Catalyst Kit for enantioselective hydrogenation
See (page 272).
77-5030 {1-[(4R)-2-(1-Adamantyl-4,5-dihydrooxazolyl) i-Pr 50mg
ethyl]-3-(2,6-di-i-propylphenyl)imidazolin-2-ylidene} 250mg
(1,5-cyclooctadiene)iridium(I) tetrakis
N
[3,5-bis(trifluoromethyl)phenyl]borate, 99% i-Pr N
[934621-82-6]
C70H67BF24IrN3O; FW: 1623.27; orange solid Ir +
N

Technical Note: O
1. Catalyst used for the asymmetric hydrogenation of aryl alkenes.

50 bar H2
0.2 - 0.6 mol% cat. Tech. Note (1)
Ref. (1)
Ph Ph
Ph CH2Cl 2, 25C, 2 h Ph
Reference:
1. J. Am. Chem. Soc., 2001, 123, 8878.
77-5031 {1-[(4S)-2-(1-Adamantyl-4,5-dihydrooxazolyl)ethyl]-3- 50mg
(2,6-di-i-propylphenyl)imidazolin-2-ylidene}(1,5-cyclooctadiene) 250mg
iridium(I) tetrakis[3,5-bis(trifluoromethyl)phenyl]borate, 99%
[369657-32-9]
C70H65BF24IrN3O; FW: 1623.27; orange solid
Technical Note:
1. See 77-5030 (page 44).
77-5009 ((4R,5R)-(+)-O-[1-Benzyl-1-(5-methyl-2-phenyl- 100mg
4,5-dihydrooxazol-4-yl)-2-phenylethyl] 500mg
(dicyclohexylphosphinite)(1,5-COD)iridium(I) CH3 2g
tetrakis(3,5-bis(trifluoromethyl)phenylborate, 10g
min. 97% (R,R)-[COD]Ir[cy2PThrePHOX] O C
[880262-14-6] O
N
Ir(C8H12)(C37H46NO2P)+B[C6H3(CF3)2]4-;
+ P
FW: 1731.35; orange pwdr.; Ir
[]D +47 (c 0.1, CHCl3); m.p. 160-161
air sensitive, moisture sensitive, (store cold)
Technical Note:
1. See 77-5020 (page 45).
77-5010 ((4S,5S)-(-)-O-[1-Benzyl-1-(5-methyl-2-phenyl- 100mg
4,5-dihydrooxazol-4-yl)-2-phenylethyl]- 500mg
dicyclohexylphosphinite)(1,5-COD)iridium(I) CH3 2g
tetrakis(3,5-bis(trifluoromethyl)phenylborate, 10g
min. 97% (S,S)-[COD]Ir[cy2PThrePHOX]
O C
[583844-38-6] O
Ir(C8H12)(C37H46NO2P)+B[C6H3(CF3)2]4-; N
FW: 1731.35; orange pwdr.; + P
Ir
[]D -47 (c 0.1, CHCl3); m.p. 160-161
air sensitive, moisture sensitive, (store cold)
Technical Note:
1. See 77-5020 (page 45).
77-5019 ((4R,5R)-(+)-O-[1-Benzyl-1-(5-methyl-2-phenyl-4,5-dihydrooxazol- 100mg
4-yl)-2-phenylethyl] (diphenylphosphinite)(1,5-COD)iridium(I) 500mg
tetrakis(3,5-bis(trifluoromethyl)phenylborate, min. 97% 2g
(R,R)-[COD]Ir[Ph2PThrePHOX] [880262-16-8] 10g
Ir(C8H12)(C37H34NO2P)+B[C6H3(CF3)2]4-; FW: 1719.25; orange pwdr.;
[]D +21 (c 0.1, CHCl3); m.p. 112-113
air sensitive
Technical Note:
1. See 77-5020 (page 45).

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 Metal Catalyts for Organic Synthesis including Organocatalysts - IRIDIUM
77-5020 ((4S,5S)-(-)-O-[1-Benzyl-1-(5-methyl-2-phenyl- 100mg
4,5-dihydrooxazol-4-yl)-2-phenylethyl]-diphenyl- 500mg
phosphinite)(1,5-COD)iridium(I) tetrakis CH3 2g
(3,5-bis(trifluoromethyl)phenylborate, min. 97% 10g
(S,S)-[COD]Ir[Ph2PThrePHOX] [405235-55-4]
Ir(C8H12)(C37H34NO2P)+B[C6H3(CF3)2]4-; O C
O
FW: 1719.25; orange pwdr.; N
[]D -21 (c 0.1, CHCl3); m.p. 112-113 + P
air sensitive Ir
Technical Note:
1. New class of hydrogenation catalyst which can convert
unfunctionalized styrenyl olefins into alkanes with excellent
enantioselectivity.
catalyst, H2 (50 bar)
R R
CH2Cl2, rt

References: 85-99% ee
1, Adv. Synth. Catal., 2002, 344, 40.
2. Acc. Chem. Res., 2007, 40, 1402.
77-5074 [(R)-(+)-5,5'-Bis(diphenylphosphino)-4,4'-bi-1,3-benzodioxole] 100mg
[4-cyano-3-nitrobenzenecarboxylato][1,2,3--2-propenylIr(III), 500mg
min. 98% [1208092-27-6]
C49H35IrN2O8P2; yellow pwdr.; FW: 1033.98
Technical Note:
1. See 77-5075 (page 45).
O
77-5075 [(S)-(-)-5,5'-Bis(diphenylphosphino)-4,4'-bi- 100mg
1,3-benzodioxole][4-cyano-3-nitrobenzene- O Ph
Ph
500mg
carboxylato][1,2,3--2-propenyl]iridium(III), O P
min. 98% [1221768-92-8] Ir
P O
O
C49H35IrN2O8P2; FW: 1033.98; yellow pwdr. Ph Ph
C
Technical Notes: O
1. Catalyst used for the diastereo- and enantioselective
carbonyl (trimethylsilyl)allylation from the alcohol, NC
or aldehyde, oxidation level.
NO2
Ph2
O
OH
P O
Ir
O P O Ph
Ph2
O O
SiMe3
OH
CN RCHO 74% Yield, >99:1 dr, 94% ee
R NO2 (5 mol%) RCH2OH 70% Yield, >99:1 dr, 92% ee Tech. Note (1)
OAc
or OH
Ref. (1)
SiMe3 O K3PO4 (100 mol%)
H2O (500 mol%) (CH2)7Me
R THF, 70 oC
SiMe3
(100 mol%)
For RCHO RCHO 72% Yield, >99:1 dr, 90% ee
i-PrOH (200 mol%) RCH2OH 67% Yield, >99:1 dr, 95% ee
2. Catalyst used for the diastereo- and enantioselective carbonyl (hydroxy)allylation to form anti-1,2-diols.
Ph2
O
OH
P O
Ir
O P O Ph
Ph2
O O
OH
CN 68% Yield, 18:1 dr Tech. Note (2)
O NO2 (5 mol%) 97% ee Ref. (2)
OBz
R K3PO4 (100 mol%) OH
OBz
(100 mol%) i-PrOH (200 mol%) (CH2)7Me
THF, 60 oC
OH
(Then MeOH, K2CO3) 70% Yield, 14:1 dr
99% ee

[email protected] [email protected] [email protected] [email protected] 45

 Metal Catalyts for Organic Synthesis including Organocatalysts - IRIDIUM
77-5075 [(S)-(-)-5,5'-Bis(diphenylphosphino)-4,4'-bi-1,3-benzodioxole][4-cyano-3-nitrobenzene-
(cont.) carboxylato][1,2,3--2-propenyl]iridium(III), min. 98% [1221768-92-8]
3. Catalyst used for the diastereo- and enantioselective carbonyl (hydroxymethyl)allylation from the alcohol,
or aldehyde, oxidation level.
O
Ph2
OH
O P
Ir
O P
Ph2
O Ph
O O
OH Tech. Note (3)
OH
NC RCHO 68% Yield, 7:1 dr, 99% ee Ref. (3)
R (5 mol%) NO2 RCH2OH 74% Yield, 7:1 dr, 93% ee
O or
O THF, 90 oC OH
O O
(CH2)7Me
R For RCHO
(100 mol%) i-PrOH (200 mol%) OH
RCHO 58% Yield, 8:1 dr, 97% ee
RCH2OH 60% Yield, 9:1 dr, 98% ee

4. Catalyst used for the diastereo- and enantioselective carbonyl tert-prenylation from the alcohol, or
aldehyde, oxidation level.
O
Ph2
OH
O P
Ir
O P
Ph2
O Ph
O O Me Me
OH
RCHO 81% Yield, 93% ee Tech. Note (4)
Me
R (5 mol%) NO2 RCH2OH 84% Yield, 87% ee Ref. (4)
or OH
Me O EtCHO (5 mol%)
PhMe, 30-50 oC (CH2)7Me
R Me Me
(100 mol%) For RCHO
i-PrOH (200 mol%) RCHO 71% Yield, 92% ee
RCH2OH 94% Yield, 90% ee

5. Catalyst used for the diastereo- and enantioselective carbonyl double crotylation of 1,3-diols.
O
Ph2
P O
Ir
O P O
Ph2
O O Tech. Note (5)
HO OH CN HO OH Ref. (5)
NO2 (10 mol%)
OAc
Me THF:H2O (4:1, 1.6 M) Me Me Me
Me
(100 mol%) K3PO4 (100 mol%) 62% Yield, 6:1 dr
70 oC >99% ee
6. Catalyst used for the diastereo- and enantioselective carbonyl crotylation from the alcohol or
aldehyde oxidation level.
O
Ph2
OH
O P
Ir
O P
Ph2
O Ph
O O Me
OH Tech. Note (6)
NC RCHO 77% Yield, 10:1 dr, 98% ee
R (5 mol%) NO2 RCH2OH 72% Yield, 10:1 dr, 93% ee Ref. (6)
OAc
or OH OPMB
Me O K3PO4 (50 mol%)
H2O (500 mol %)
R THF (1.0 M), 60 oC Me
(100 mol%)
For RCHO RCHO 76% Yield, >20:1 dr, 99% ee
i-PrOH (200 mol%) RCH2OH 76% Yield, 15:1 dr, 97% ee
References:
1. J. Am. Chem. Soc., 2010, 132, 9153.
2. J. Am. Chem. Soc., 2010, 132, 1760.
3. J. Am. Chem. Soc., 2010, 132, 4562.
4. J. Am. Chem. Soc., 2009, 131, 6916.
5. J. Am. Chem. Soc., 2011, 133, 12795.
6. J. Org. Chem., 2011, 76, 2350.

46 Visit strem.com for new product announcements.

 Metal Catalyts for Organic Synthesis including Organocatalysts - IRIDIUM
77-0440 Bis(pyridine)(1,5-cyclooctadiene)iridium(I) 250mg
hexafluorophosphate, 99% [56678-60-5] 1g
(C5H5N)2(C8H12)Ir5PF6-; FW: 603.56; orange pwdr. N
air sensitive
Ir + PF6-
Technical Notes:
1. This complex is used in the isomerization of primary allylic N
alcohols. (Ref. 1)
2. The catalyst is used for ortho-directed hydrogen-isotope exchange. (Ref. 2)
References:
1. Eur. J. Inorg. Chem., 2012, 3320.
2. J. Labelled Compd. Rad., 2010, 53, 695.
77-0500 Chlorodihydrido[bis(2-di-i-propylphosphinoethyl) 250mg
amine]iridium(III), min. 98% [791629-96-4] 1g
IrClH2(C16H37NP2); FW: 535.10; white pwdr. P
Note: Sold under license from Kanata for research H N Cl
purposes only. Patent WO04096735; US 10/985,058. Ir
Technical Note: The product is predominately cis-dihydrido. H H
P
Technical Note:
1. Catalyst used for transfer hydrogenation.
O OH
isopropanol
catalyst

Reference:
1. Organometallics, 2006, 25, 4113.
77-0424 Chloro(pentamethylcyclopentadienyl) CH3 100mg
{5-cyano-2-{1-[(4-methoxyphenyl)imino-kN] H3CO H3C CH3 500mg
ethyl}phenyl-kC}iridium(III), 99% Iridicycle-CN
H3C CH3
[1258964-46-3] Ir
N Cl
C26H28ClIrN2O; FW: 612.18; red pwdr.
Note: Sold in collaboration with Yorkshire Process Technology for
research purposes only. Developed by Prof. J. Xiao, Liverpool H 3C
University. Patents GB 1206572.8 and GB 1206573.6
Iridicycle Catalyst Kit component. See (page 270).
CN
Technical Note:
1. See 77-0418 (page 47).
77-0418 Chloro(pentamethylcyclopentadienyl) CH3 100mg
{5-methoxy-2-{1-[(4-methoxyphenyl)imino-kN] H3CO H3C CH3 500mg
ethyl}phenyl-kC}iridium(III), 99% Iridicycle-MeO H3C CH3
[1258964-48-5] Ir Cl
N
C26H31ClIrNO2; FW: 617.20; orange pwdr.
Note: Sold in collaboration with Yorkshire Process Technology for
research purposes only. Developed by Prof. J. Xiao, Liverpool H3C
University. Patents GB 1206572.8 and GB 1206573.6
Iridicycle Catalyst Kit component. See (page 270). OCH3
Technical Note:
1. Catalyst used in the reductive amination of carbonyl groups with unprecedented
substrate scope, selectivity and activity.
H OH COOH
HO OH OH
HO Ir catalyst NH
HO H + NH2
H HO NH
OH HCOOH/Et3N
HN OH OH
H OH COOH
Reference:
1. Angew. Chem. Int. Ed., 2010, 49, 7548.
CH3
77-0428 Chloro(pentamethylcyclopentadienyl) H3CO
100mg
H3C CH3
{2-{1-[(4-methoxyphenyl)imino-kN]ethyl} 500mg
naphthyl-kC}iridium(III), 99% H3C CH3
Iridicycle-Naphth [1469467-94-4] Ir
N Cl
C29H31ClIrNO; FW: 637.23; red-orange pwdr.
Note: Sold in collaboration with Yorkshire Process Technology
for research purposes only. Developed by Prof. J. Xiao, Liverpool H3C
University. Patents GB 1206572.8 and GB 1206573.6 Iridicycle
Catalyst Kit component. See (page 270).
Technical Note:
1. See 77-0418 (page 47).
[email protected] [email protected] [email protected] [email protected] 47
 Metal Catalyts for Organic Synthesis including Organocatalysts - IRIDIUM
CH3
77-0430 Chloro(pentamethylcyclopentadienyl) H3CO
100mg
H3C CH3
{5-nitro-2-{1-[(4-methoxyphenyl)imino-kN] 500mg
ethyl}phenyl-kC}iridium(III), 99% Iridicycle-NO2 H3C CH3
[1439402-25-1] Ir
N Cl
C25H28ClIrN2O3; FW: 632.17; brown pwdr.
Note: Sold in collaboration with Yorkshire Process
H3C
Technology for research purposes only. Developed by
Prof. J. Xiao, Liverpool University. Patents GB 1206572.8
and GB 1206573.6 Iridicycle Catalyst Kit component. See (page 270). NO2

Technical Note:
1. See 77-0418 (page 47).
77-0650 Chloro(pentamethylcyclopentadienyl)[(2-pyridinyl-kN) CH3 100mg
phenyl-kC]iridium(III), 99% [945491-51-0] H3C CH3 500mg
IrCl(C10H15)(C11H8N); FW: 517.08; orange pwdr.
H3C CH3
Technical Note: Ir
1. Highly active catalyst for catalytic water oxidation. N Cl

Reference:
1. J. Am. Chem. Soc., 2009, 131, 8730.
77-0900 1,5-Cyclooctadiene(acetylacetonato)iridium(I), 99% (99.9%-Ir) 100mg
[12154-84-6] 500mg
Ir(C8H12)(C5H7O2); FW: 399.49; yellow xtl.; m.p. 145-150 dec.
Technical Note:
1. Convenient precursor to a variety of Iridium complexes and catalysts.
77-5040 1,5-Cyclooctadiene{(4S)-(+)-2-[(5S)-6-(diphenylphosphino) 25mg
spiro[4.4]nona-1.6-dien-1-yl]-4,5-dihydro-4- Ph 100mg
benzyloxazole}iridium(I) tetrakis[3,5-bis Ph
P +
(trifluoromethyl)phenyl]borate, 97% Ir
(S,S)-(COD)Ir[Bn-SpinPHOX] [1194050-19-5] N
C
C39H42IrNOP(C32H12BF24); FW: 1627.16; red solid;
[]D +63.7 (c 1.0, CHCl3); m.p. 49-51 O
air sensitive
Note: Sold in collaboration with SIOC for research purposes only.
Patents CN200910051314.3, CN 101555259. SpinPHOX-Ir Catalyst
Kit component. See (page 272).
Technical Note:
1. Highly efficient catalyst for the enantioselective hydrogenation of a diverse class of ketimines
and ,-unsaturated substrates.
R' H R'
N catalyst N Ref. (1)
+ H2
ClCH2CH2Cl, rt
Ar R Ar * R
up to 98% ee (X)n
OH O OH

catalyst Ref. (2)

H2 (50 atm)
(X)n CH2Cl2, rt O O
R R R R
up to >98/2 dr
>99% ee
R2 R2

OH Ir(I)SpinPHOX OH Ref. (3)

C 1 mol% C
+ H2 (30 atm)
O MeOH O
R1 R1
88-96% ee
References:
1. Angew. Chem. Int. Ed., 2009, 48, 5345.
2. Angew. Chem. Int. Ed., 2012, 51, 936.
3. Chem. Commun., 2010, 46, 156.
48 Visit strem.com for new product announcements.
 Metal Catalyts for Organic Synthesis including Organocatalysts - IRIDIUM
77-5041 1,5-Cyclooctadiene{(4S)-(-)-2-[(5R)-6-(diphenylphosphino)spiro 25mg
[4.4]nona-1.6-dien-1-yl]-4,5-dihydro-4-benzyloxazole}iridium(I) 100mg
tetrakis[3,5-bis(trifluoromethyl)phenyl]borate, 97%
(R.S)-(COD)Ir[Bn-SpinPHOX] [1195511-56-8]
C39H42IrNOP(C32H12BF24); FW: 1627.16; red pwdr.;
[]D -2.9 (c 1.0, CHCl3); m.p. 103-105
air sensitive
Note: Sold in collaboration with SIOC for research purposes only.
Patents CN200910051314.3, CN 101555259. SpinPHOX-Ir Catalyst
Kit component. See (page 272).
Technical Note:
1. See 77-5040 (page 48).
77-5046 1,5-Cyclooctadiene{(4S)-(+)-2-[(5S)-6-(diphenyl- 25mg
phosphino)spiro[4.4]nona-1.6-dien-1-yl]-4,5- Ph 100mg
dihydro-4-phenyloxazole}iridium(I) tetrakis Ph
P +
[3,5-bis(trifluoromethyl)phenyl]borate, 97% Ir
(S,S)-(COD)Ir[Ph-SpinPHOX] [1194050-21-9]
C N
C38H40IrNOP(C32H12BF24); FW: 1613.13; orange pwdr.;
[]D +97.2 (c 1.0, CHCl3); m.p. 197-198 O
air sensitive
Note: Sold in collaboration with SIOC for research purposes only.
Patents CN200910051314.3, CN 101555259. SpinPHOX-Ir Catalyst
Kit component. See (page 272).
Technical Note:
1. See 77-5040 (page 48).
77-5047 1,5-cyclooctadiene{(4S)-(-)-2-[(5R)-6-(diphenylphosphino)spiro 25mg
[4.4]nona-1.6-dien-1-yl]-4,5-dihydro-4-phenyloxazole}iridium(I) 100mg
tetrakis[3,5-bis(trifluoromethyl)phenyl]borate, 97%
(R,S)-(COD)Ir[Ph-SpinPHOX] [1195511-59-1]
C38H40IrNOP(C32H12BF24); FW: 1613.13; red pwdr.;
[]D -10.8 (c 1.0, CHCl3); m.p. 172-174
air sensitive
Note: Sold in collaboration with SIOC for research purposes only.
Patents CN200910051314.3, CN 101555259. SpinPHOX-Ir Catalyst
Kit component. See (page 272).
Technical Note:
1. See 77-5040 (page 48).
77-5051 1,5-cyclooctadiene{(4S)-(-)-2-[(5R)-6-(diphenyl- 25mg
phosphino)spiro[4.4]nona-1.6-dien-1-yl]- Ph 100mg
4,5-dihydro-4-(i-propyl)oxazole}iridium(I) Ph
P +
tetrakis[3,5-bis(trifluoromethyl)phenyl]borate, 97% Ir
(R,S)-(COD)Ir[iPr-SpinPHOX] [1195511-66-0] N
C
C35H42IrNOP(C32H12BF24); red-orange pwdr.;
[]D -9 (c 0.37, CHCl3); m.p. 172-173 O CH(CH3)2
air sensitive
Note: Sold in collaboration with SIOC for research purposes only.
Patents CN200910051314.3, CN 101555259. SpinPHOX-Ir Catalyst
Kit component. See (page 272).
Technical Note:
1. See 77-5040 (page 48).
77-5050 1,5-cyclooctadiene{(4S)-(+)-2-[(5S)-6-(diphenyl- 25mg
phosphino)spiro[4.4]nona-1.6-dien-1-yl]- Ph 100mg
4,5-dihydro-4-(i-propyl)oxazole}iridium(I) Ph
P +
tetrakis[3,5-bis(trifluoromethyl)phenyl]borate, 97% Ir
(S,S)-(COD)Ir[iPr-SpinPHOX] [1194050-23-1] N
C
C35H42IrNOP(C32H12BF24); red-orange pwdr.;
[]D +77.6 (c 1.0, CHCl3); m.p. 201-203 O CH(CH3)2
air sensitive
Note: Sold in collaboration with SIOC for research purposes only.
Patents CN200910051314.3, CN 101555259. SpinPHOX-Ir Catalyst
Kit component. See (page 272).
Technical Note:
1. See 77-5040 (page 48).

[email protected] [email protected] [email protected] [email protected] 49

 Metal Catalyts for Organic Synthesis including Organocatalysts - IRIDIUM
77-0425 (4,4'-Di-t-butyl-2,2'-bipyridine)bis F3C
CF3 F
[3,5-difluoro-2-[5-trifluoromethyl-2- 50mg
pyridinyl-kN)phenyl-kC]iridium(III) 250mg
N
hexafluorophosphate, 99% [870987-63-6]
[Ir(C18H24N2)(C12H5F5N)2]+PF6-; FW: 1121.91; yellow xtl. N
+ F
Technical Notes: Ir PF6-
1. The catalyst is used for the decarboxylative cross-coupling F N
of carboxylic acids with vinyl halides.
2. Visible light photoredox-catalyzed cascade cyclizations of N
-bromochalcones or -bromocinnamates with heteroarenes C(CH3)3
are reported. F
3. This Iridium complex was used for the enantioselective
-benzylation of aldehydes via photoredox organocatalysis. C(CH3)3
1 mol% iridium complex Tech. Note (1)
I 2 mol% NiCl2 dtbbpy Cy Ref. (1)
CO2H Cy
O DBU, DMSO, 25 C O
34 W blue LED
H O
O
H
X R
R Ir-complex R2
R2 +
Br LED (420 nm) Tech. Note (2)
X
H Ref. (2)

O O

Ir-complex
H + Br H
R amine catalyst
household light
R Tech. Note (3)
R R Ref. (3)
References:
1. J. Am. Chem. Soc., 2015, 137, 624. enantioenriched
2. Adv. Synth. Cat., 2014, 356, 557. -benzyl aldehyde
3. J. Am. Chem. Soc., 2010, 132, 13600.
77-0468 Di--chlorotetrakis[3,5-difluoro- F
CF3 F3C
F 50mg
2-[5-trifluoromethyl-2-pyridinyl-kN) 250mg
phenyl-kC]diiridium(III), 99% N N
[870987-64-7] Cl
C48H20Cl2F20OIr2N4; FW: 1488.01; F F
yellow xtl. Ir Ir
F F
Cl
N N

F F
CF3 F3C

77-0410 (4,4'-Di-t-butyl-2,2'-bipyridine)bis[2-(2-pyridinyl-kN) 100mg

phenyl-kC]iridium(III) hexafluorophosphate, 99% 500mg
[676525-77-2]
[Ir(C18H24N2)(C11H8N)2]+PF6-; FW: 913.95; yellow xtl. N
Technical Notes: N
1. This Iridium catalyst is used in the synthesis of -amidovinyl +
sulfones via visible-light photoredox catalysis. Ir PF6-
2. Numerous uses of this photoredox catalyst are reported N
(see Ref. 2).
N
C(CH3)3
R1 R1

O O O O
C(CH3)3
Ir catalyst
S + N O N
base
R Cl R2 R S R2
H
Tech. Note (1)
R3 O R3 Ref. (1)
References:
1. Adv. Synth. Cat., 2013, 355, 809.
2. Chem. Rev., 2013, 113, 5322. (review)
50 Visit strem.com for new product announcements.
 Metal Catalyts for Organic Synthesis including Organocatalysts - IRIDIUM
77-1060 Dichloro(pentamethylcyclopentadienyl)iridium(III) dimer, 98% 100mg
[12354-84-6] 500mg
[(CH3)5C5IrCl2]2; FW: 796.67; orange xtl. 2g

Note: CATHy Catalyst Kit component. See (page 260).
Technical Notes:
1. Iridium-catalyzed C-3 alkylation of oxindole with alcohols.
2. Precursor to N-heterocyclic carbene catalyst effective for hydrogenation and alkylation
of amines and alcohols.
3. Precursor to efficient phosphine free catalyst for enantioselective hydrogenation of
quinoline derivatives.
4. Catalyst for oxidative CH activation.
5. Precursor to an effective water oxidation catalyst.

Cat., 2.5 mol %

15 h, 110 C Tech. Note (1)
O O
+ EtOH Ref. (1)
N N
H H
89%
H OH
2% Cat.
Tech. Note (4)
CAN Ref. (4)
t-BuOH/H2O
H H

References:
1. Tetrahedron, 2009, 65, 4375.
2. Organometallics, 2009, 321.
3. Org Lett., 2008, 5265.
4. J. Am. Chem. Soc., 2010, 132, 12550.
5. Organometallics, 2011, 30, 965.
77-0455 Di--chlorotetrakis[2-(2-pyridinyl-kN) 250mg
phenyl-kC]diiridium(III), 99% [603109-48-4] 1g
C44H32Cl2Ir2N4; FW: 1072.09; yellow-green xtl. N N
Technical Note:
Cl
1. Iridium complex having numerous uses Ir Ir
in electroluminescent materials and Cl
devices, organic light-emitting diodes,
display devices and chemosensors. N N

77-1830 (Dimethylphenylphosphine)(1,5-cyclooctadiene) CH3 H3C 100mg

[1,3-bis(2,4,6-trimethylphenyl)imidazol-2- 500mg
ylidene]iridium(I) hexafluorophosphate, H3 C N N CH3
min. 98% [1019853-03-2]
+ -
[Ir(C8H12)(C21H24N2)(C8H11P)] PF6 ; red xtl. CH3 + H3C
Ir
CH3
P
Technical Note: Ph
H3 C
1. See 77-1810 (page 52) .
77-1115 3-Di-i-propylphosphino-2-(N,N-dimethylamino)- (H3C)2HC CH(CH3)2 250mg
1H-indene(1,5-cyclooctadiene)iridium(I) 1g
P
hexafluorophosphate, min. 98% +
[870077-94-4] Ir
[IrC25H38NP]+PF6-; FW: 720.73; orange pwdr.
N
H3C CH3

[email protected] [email protected] [email protected] [email protected] 51

 Metal Catalyts for Organic Synthesis including Organocatalysts - IRIDIUM
77-1810 Tribenzylphosphine(1,5-cyclooctadiene) CH3 H3C 100mg
[1,3-bis(2,4,6-trimethylphenyl)imidazol-2- 500mg
ylidene]iridium(I) hexafluorophosphate, H3 C N N CH3
min. 98% [1019853-01-0]
[Ir(C8H12)(C21H24N2)(C21H21P)]+PF6-;
CH3 + H3C
FW: 1054.15; red xtl. Ir
P
Ph
Technical Notes:
1. Highly active iridium(I) complex used for catalytic hydrogen Ph
Ph
isotope exchange.
2. Highly active iridium(I) complex used for catalytic hydrogenation processes.

X H* X
.
R' R'
R Iridium catalyst R Tech. Note (1)
Ref. (1,2)
H* source
H*
References:
1. Chem. Commun., 2008, 1115.
2. J. Label. Compd. Radiopharm., 2010, 53, 662.
3. Chem. Commun., 2011, 47, 11653.
77-9500 (Tricyclohexylphosphine)(1,5-cyclooctadiene) 50mg
(pyridine)iridium(I)hexafluorophosphate, 99% 250mg
CRABTREE'S CATALYST [64536-78-3] 1g
[(C6H11)3P][C8H12][C5H5N]Ir+PF6-; FW: 804.89; orange xtl.
moisture sensitive P
Ir +
Technical Notes: N
1. Catalyst used in the kinetic resolution of racemic,
terminal epoxides yielding a chiral diol and the unreacted
enantiomer of the epoxide.
2. Double-bond isomerization reactions.
3. Propargyl alcohol reduction in the presence of a vinyl iodide.

References:
1. Acc. Chem. Res., 1979, 12, 331.
2. J. Am. Chem. Soc., 1983, 105, 1072.
3. Chem. Rev., 1993, 93, 1307.
4. Tetrahedron Lett., 1984, 25, 4637.
5. Encyclopedia of Reagents for Organic Synthesis, 1995, 2, 1447.
6. Synlett, 2001, 160. (spotlight)
7. (a) J. Org. Chem., 2008, 73, 8601. (b) Synlett, 2005, 2043.
CH3 H3C
77-1825 Triphenylphosphine(1, 5-cyclooctadiene) 100mg
[1,3-bis(2,4,6-trimethylphenyl)imidazol- 500mg
2-ylidene]iridium(I) hexafluorophosphate, H3C N N CH3
min. 98% [1019852-99-3]
[Ir(C8H12)(C21H24N2)(C18H15P)]+PF6-; CH3 + H3C
Ir
FW: 1012.08; red xtl.
Ph
P
Technical Note:
1. See 77-1810 (page 52). Ph
Ph

Metal Catalyts for Organic Synthesis including Organocatalysts - IRON

45-0205 1,1'-Bis(di-i-propylphosphino)ferrocene(1,5-cyclooctadiene)rhodium(I) tetrafluoroborate,
min. 98%
SEE RHODIUM SECTION (page 147)

52 Visit strem.com for new product announcements.

Metal Catalyts for Organic Synthesis including Organocatalysts - IRON
26-1261 1,1'-Bis{1-[(R)-ferrocenyl-2-(S)-ethyl-1- 100mg
(diethylamino)phenyl]-(R)-phosphino} 500mg
ferrocene, min. 97% Trifer [899811-43-9] 2g
Fe
C50H54Fe3N2P2; FW: 912.46; orange pwdr. CH3 10g
P H3C CH3
Note: Sold in collaboration with Solvias for N
research purposes only. H Fe C
C H
N
H3C CH3 P
H3C Fe

Technical Notes:
1. Ligand used for the Rh-catalyzed asymmetric hydrogenation of -substituted acrylic acids.
2. Ligand used for the Rh-catalyzed asymmetric hydrogenation of 3-aryl-2-ethoxy-acrylic acids.

O O CO2Et H2 [50 bar], 35 C

O O CO2Et
Ligand Tech. Note (1)
MeO [Rh(nbd)2]BF4 Ref. (1)
MeO
S/C = 12'000
CO2H
Ar H2 [50 bar], MeOH, 35-55 C
CO2H
Ar Tech. Note (2)
OEt Ligand
Ref. (1)
[Rh(cod)2]BF4 OEt
Reference:
1. Angew. Chem. Int. Ed. 2007, 46, 4141.
26-1260 1,1'-Bis{1-[(S)-ferrocenyl-2-(R)-ethyl-1-(dimethylamino)phenyl]- 100mg
(S)-phosphino}ferrocene, min. 97% Trifer [900505-82-0] 500mg
C50H54Fe3N2P2; FW: 912.46; orange pwdr. 2g
Note: Sold in collaboration with Solvias for research purposes only. 10g
Technical Note:
1. See 26-1261 (page 53).
26-0061 (2R,2'R)-(-)-[N,N'-Bis(2-pyridylmethyl]-2,2'- 100mg
bipyrrolidinebis(acetonitrile)iron(II) 500mg
hexafluoroantimonate Fe(R,R-PDP) N
White-Chen Catalyst [959395-10-9] N
NCCH3
[C24H32FeN6](SbF6)2; FW: 931.90; purple pwdr. Fe 2+
air sensitive NCCH3
Note: Patent pending. N
N

26-0060 (2S,2'S)-(-)-[N,N'-Bis(2-pyridylmethyl]-2,2'-bipyrrolidine- 100mg

bis(acetonitrile)iron(II) hexafluoroantimonate 500mg
Fe(S,S-PDP) White-Chen Catalyst [959395-10-9] N
[C24H32FeN6]+2 (SbF6)2; FW: 931.90; purple pwdr. N
air sensitive NCCH3
Note: Patent pending. Fe 2+
NCCH3
Technical Note: N
1. Metal complex used in the iron-catalyzed, N
selective oxidation of C-H bonds.

H H Fe(S,S)-PDP (15 mol%) O

AcOH (1.5 equiv.)
EWG H2O2 (3.6 equiv.) EWG Tech. Note (1)
n n
Ref. (1)
CH3CN, 25C, 30 min.
H H H H

Reference: yield: ~50%

1. Science, 2010,327,566.

[email protected] [email protected] [email protected] [email protected] 53

 Metal Catalyts for Organic Synthesis including Organocatalysts - IRON
26-1270 (R,S(p), R(SPO)-(1-t-Butylphosphinoyl)-2- 100mg
[1-(diphenylphosphino)ethyl]ferrocene, 500mg
min. 97% JoSPOphos [1221745-90-0] 2g
C28H32FeOP2; FW: 502.35; orange pwdr. 10g
Note: Sold in collaboration with Solvias for O P
research purposes only. H P Fe C
CH3
(H3C)3C
Technical Note: H
1. See 26-1268 (page 55) .
26-1271 (S, R(p), S(SPO)-(1-t-Butylphosphinoyl)-2-[1-(diphenyl- 100mg
phosphino)ethyl]ferrocene, min. 97% JoSPOphos [1221746-31-1] 500mg
C28H32FeOP2; FW: 502.35; orange pwdr. 2g
Note: Sold in collaboration with Solvias for research purposes only. 10g
Technical Note:
1. See 26-1268 (page 55) .
26-1410 (R)-(+)-4-Dimethylaminopyrindinyl(pentaphenyl- NMe2 100mg
cyclopentadienyl)iron, min. 98% (R)-C5Ph5-DMAP
[187682-64-0] N
C45H36FeN2; FW: 660.60; purple xtl.; Ph
Fe
[]D +890 (c 0.10, CHCl3); m.p. 231-234 Ph
Note: Limited quantities available. Ph Ph
Technical Notes:
Ph
1. Catalyst used for the magnesium iodide-accelerated enantioselective
Morita-Baylis-Hillman reactions of cyclopentenone.
2. Catalyst used for the enantioselective synthesis of sulfinate esters through
dynamic resolution.
10 mol% catalyst
O O OH O
50 mol% MgI2

i-PrOH, -20C Tech. Note. (1)

R 24-48 h R
Ref. (1)

R = aromatic or aliphatic yields up to 96%

ees up to 98%

C(CH3)3
OH catalyst S Tech. Note. (2)
(0.5 mol%) O O
O proton sponge Ref. (2)
THF, -78
S
(H3C)3C Cl recrystallization (2x)

racemic
61% yield
References: (>99% ee)
1. J. Chem. Soc. Chem. Comm., 2010, 46, 2644.
2. J. Am. Chem. Soc., 2004, 126, 8134.
26-1411 (S)-(-)-4-Dimethylaminopyrindinyl(pentaphenylcyclopentadienyl) 100mg
iron, min. 98% (S)-C5Ph5-DMAP [187596-69-6]
C45H36FeN2; FW: 660.60; purple xtl.; []D -940 (c 0.10, CHCl3);
m.p. 231-234
Note: Limited quantities available.
Technical Note:
1. See 26-1410 (page 54).
26-2515 (R)-1-[(S)-2-Diphenylphosphinoferrocenyl] H3 C 100mg
(N-methyl)(N-diphenylphosphino)ethylamine PPh2 500mg
N
(R)-Me-Bophoz [406680-94-2]
P Fe C
C37H35FeNP2; FW: 611.50; yellow solid CH3
Note: Sold in collaboration with JM for research H
purposes only.

54 Visit strem.com for new product announcements.

Metal Catalyts for Organic Synthesis including Organocatalysts - IRON
26-2516 (S)-1-[(R)-2-Diphenylphosphinoferrocenyl](N-methyl) 100mg
(N-diphenylphosphino)ethylamine (S)-Me-Bophoz 500mg
[406681-09-2]
C37H35FeNP2; FW: 611.50; yellow solid
Note: Sold in collaboration with JM for research purposes only.
Technical Note:
1. See 26-2515 (page 54).
26-1266 1-{[(R)-Ferrocenyl-2-(S)-ethyl-1-dimethylamino) 100mg
phenyl]-(R)-phosphino}-1'-dicyclohexyl- 500mg
phosphinoferrocene, min. 97% Chenphos 2g
[952586-19-5] 10g
CH3
C42H53Fe2NP2; FW: 745.51; orange pwdr. P
H 3C
CH3
Note: Sold in collaboration with Solvias for N
research purposes only. Fe H C

P
Fe

Technical Note:
1. Ligand used for the Rh-catalyzed asymmetric hydrogenation of -substituted acrylic acids.

O O CO2Et H2 [50 bar], 35 C

O O CO2Et
Ligand
MeO [Rh(nbd)2]BF4
MeO
S/C = 12'000
Reference:
1. Patent number US 8,106,227 B2.
26-1265 1-{[(S)-Ferrocenyl-2-(R)-ethyl-1-dimethylamino)phenyl]-(S)- 100mg
phosphino}-1'-dicyclohexylphosphinoferrocene, min. 97% 500mg
Chenphos [1036373-39-3] 2g
C42H53Fe2NP2; FW: 745.51; orange pwdr. 10g
Note: Sold in collaboration with Solvias for research purposes only.
Technical Note:
1. See 26-1266 (page 55).
26-1268 (R,S(p), R(SPO)-1-Phenylphosphinoyl)-2- C(CH3)3 100mg
[1-(di-t-butylphosphino)ethyl]ferrocene, min. 97% O P
C(CH3)3 500mg
JoSPOphos [1221746-66-2] H P C 2g
Fe CH
C26H36FeOP2; FW: 482.36; orange pwdr. 3 10g
Note: Sold in collaboration with Solvias for H
research purposes only.
Technical Notes:
1. Ligands used for the Rh-catalyzed asymmetric hydrogenation of functionalized alkenes.
2. Ligands used for the Ru-catalyzed asymmetric hydrogenation of -ketoesters.
3. Ligands used for the Rh-catalyzed asymmetric hydrogenation of -ketoesters.

COOR' COOR'
R H2 [1 bar], solvent, rt R
Tech. Note (1)
HN Ligand HN Ref. (1)
[Rh(nbd)2]BF4
O O

COOMe COOMe
H2 [1 bar], solvent, rt
Tech. Note (1)
OMe Ligand OMe Ref. (1)
[Rh(nbd)2]BF4
O O

[email protected] [email protected] [email protected] [email protected] 55

 Metal Catalyts for Organic Synthesis including Organocatalysts - IRON
26-1268 (R,S(p), R(SPO)-1-Phenylphosphinoyl)-2-[1-(di-t-butylphosphino)ethyl]ferrocene, min. 97%
JoSPOphos [1221746-66-2]
(cont.)

O
CO2Et
N
H Tech. Note (1)
H2 [1 bar], solvent, rt O Ref. (1)
or CO2Et
O Ligand N
[Rh(nbd)2]BF4 H
NH
CO2Et

O OH
H2 [80 bar], solvent, 80 C Tech. Note (2)
CO2Et CO2Et Ref. (1)
Ligand
[RuCl2(p-cymene)]2

O OH Tech. Note (3)

H2 [20 bar], solvent, rt
Ref. (1)

O Ligand O
O O
[Rh(nbd)Cl]2

Reference:
1. Angew. Chem. Int. Ed., 2010, 49, 6873.
26-3700 (R)-(+)-4-Pyrrolidinopyrindinyl(pentamethyl- 100mg
cyclopentadienyl)iron, min. 98% (R)-PPY* [217459-10-4] N
C22H28FeN2; FW: 376.30; dark red xtl.;
[]D +2.03 (c 0.0075, CHCl3); m.p. 163-164 N
Me Fe
Note: Limited quantities available. Me
Me Me
Technical Notes:
1. Planar-chiral catalyst useful in a variety of enantioselective addition Me
and cycloaddition reactions of ketenes.
2. For a review on nucleophilic catalysis using planar-chiral derivatives of DMAP, see Ref (4).
O
Ph(4-Cl)
O O Cl
O *
Cl Cl Cl Et Tech. Note (1)
C 3% Cat.
Et + Cl Ref. (1)
Cl Cl Cl
Ph(4-Cl) Et2O, -78 C, 2h

80%, 82% ee

O O
Ph(4-Cl)
C 3% Cat.
Et + C6F5Na + FN(SO2Ph)2 C6F5O F Ref. (2)
*
THF, -78 C Et
Ph(4-Cl)
86%, 97% ee

O COOMe
O N
C MeOOC Cl N Ref. (3)
Et N 5% Cat.
+ COOMe
N
Ph(4-Cl) COOMe CH2Cl2, -20 C
90%, 92% ee
References:
1. Angew. Chem, Int. Ed., 2007, 46, 977.
2. J. Am. Chem. Soc., 2014, 136, 8899.
3. Angew. Chem., Int. Ed., 2008, 47, 7048.
4. Acc. Chem. Res., 2004, 37, 542.

56 Visit strem.com for new product announcements.

Metal Catalyts for Organic Synthesis including Organocatalysts - IRON
26-3701 (S)-(-)-4-Pyrrolidinopyrindinyl(pentamethylcyclopentadienyl)iron, 100mg
min. 98% (S)-PPY* [217459-11-5]
C22H28FeN2; FW: 376.30; dark red xtl.; []D -1.85 (c 0.0075, CHCl3);
m.p. 163-164
Note: Limited quantities available.
Technical Note:
1. See 26-3700 (page 56).
26-3705 (R)-(-)-(p-Toluenesulfinyl)ferrocene, min. 98% O 100mg
[130225-27-3] S 500mg
C17H16FeOS; FW: 324.22; orange pwdr.;
[]D -400 (c 0.17, EtAc3); m.p. 143 Fe CH3

Technical Note:
1. Starting material for the synthesis of a variety of ferrocene-based catalysts.
References:
1. Org. Lett., 2007, 9, 3089.
2. J. Org. Chem., 2005, 70, 8332.
3. Angew. Chem. Int. Ed., 2002, 41, 4708.
26-3706 (S)-(+)-(p-Toluenesulfinyl)ferrocene, min. 98% [164297-25-0] 100mg
C17H16FeOS; FW: 324.22; orange pwdr.; []D +400 (c 0.17, EtAc3); 500mg
m.p. 143
Technical Note:
1. See 26-3705 (page 57).
26-3955 Tris{[2-(diphenylphosphino)ethyl]phosphine} + 100mg
Ph Ph
(fluoro)iron(II) tetraphenylborate, min. 98% 500mg
[1318882-54-0] P
Ph
C66H62FeBFP4; FW: 1064.75; purple solid P P Fe F B(C6H5)4-
Ph
P
Ph
Ph

Metal Catalyts for Organic Synthesis including Organocatalysts - LANTHANUM

57-0200 Di-[3-((R)-2,2'-dihydroxy-1,1'-binaphthyl- O 100mg
methyl)]ether, lanthanum(III) salt, 500mg
tetrahydrofuran adduct SCT-(R)-BINOL O O
[321837-08-5] La
O HO
C42H27LaO5C4H8O; FW: 750.58 (822.69);
pale yellow pwdr.
Note: Sold in collaboration with Johnson Matthey
for research purposes only. US Patent Application no 60/226,578 and
patents arising therefrom.
Technical Note:
1. Stable, reusable complex for the catalytic, asymmetric Michael reaction.
O
O
CO2Bn THF
+ R
CO2Bn R
CO2Bn
CO2Bn
R= H, alkyl
References:
1. J. Am. Chem. Soc., 2000, 122, 6506.
2. Tetrahedron Lett., 2002, 43, 4661.
57-0201 Di-[3-((S)-2,2'-dihydroxy-1,1'-binaphthylmethyl)]ether, 100mg
lanthanum(III) salt, tetrahydrofuran adduct SCT-(S)-BINOL 500mg
[293293-33-1]
C42H27LaO5C4H8O; FW: 750.58 (822.69); pale yellow pwdr.
Note: Sold in collaboration with Johnson Matthey for research
purposes only. US Patent Application no 60/226,578 and patents
arising therefrom.
Technical Note:
1. See 57-0200 (page 57).
[email protected] [email protected] [email protected] [email protected] 57
 Metal Catalyts for Organic Synthesis including Organocatalysts - LITHIUM
03-2010 Lithium tris(S-(-)-1,1'-binaphthyl-2,2'-diolato) 250mg
yttrate(III) tetrahydrofuran adduct, min. 97% 1g
[500995-67-5]
3Li+[(C20H12O2)3Y]3-XC4H8O; FW: 962.65;
white pwdr. +
hygroscopic O Li
O O
Technical Notes: Li+ Y
1. Catalyst used for the asymmetric cyano-ethoxycarbonylation O O
O Li+
reaction of aldehydes.
2. Catalyst used for the efficient, two-step conversion of
,-unsaturated aldehydes to optically active
-oxy-,-unsaturated nitriles.
3. Catalyst used for the asymmetric 1,4-addition of
O-alkylhydroxyamine to enones.
O
O O
(S)-YLB, H2O Tech. Note (1)
+ Ar3P O, BuLi O OEt Ref. (1)
R H NC OEt THF -78C

R CN
OEt
O O Tech. Note (2)
(S)-YLB, H2O Ref. (2)
+ Ar3P O, BuLi O O
R H NC OEt THF -78C

R (R) CN

O H OMe
(S)-YLB O N Tech. Note (3)
Drierite Ref. (3)
+ MeONH2
R 1 2
R THF -20C
R1 R2
References:
1. J. Am. Chem. Soc., 2005, 127, 3413.
2. Org. Lett., 2003, 5, 3021.
3. J. Am. Chem. Soc., 2003, 125, 16178.

Metal Catalyts for Organic Synthesis including Organocatalysts - MAGNESIUM

12-1200 Magnesium bis(trifluoromethylsulfonyl)imide, min. 97% 1g
[133395-16-1] 5g
Mg[(CF3SO2)2N]2; FW: 584.60; white pwdr.
moisture sensitive
Technical Notes:
1. Useful catalyst for the Diels-Alder reaction.
2. Efficient catalyst for the nucleophilic substitution of allylic and benzylic acetates.
3. Catalyst used in the acylation of phenols, alcohols, and thiols with anhydrides.
4. Catalyst in asymmetric radical additions to olefins.
5. Catalyst in the enantioselective 1,3-Dipolar Cycloaddition of diazoacetates and olefins.
6. Precatalyst for enantioselective synthesis of isoxazolidinones.
7. Used to prepare ionic liquids for electrochemical applications including batteries.
8. Used as a catalyst to prepare N-protected homoallylic amines.
9. Used as a catalyst for conjugate radical additions.

O
Mg(NTf2)2
+ (9 mol %) +
Me CH2Cl2, 20C
Me
Tech. Note (1)
O Me Ref. (1)
>95%
endo:exo = 12:1

58 Visit strem.com for new product announcements.

 Metal Catalyts for Organic Synthesis including Organocatalysts - MAGNESIUM
12-1200 Magnesium bis(trifluoromethylsulfonyl)imide, min. 97% [133395-16-1]
(cont.)

OTBS Mg(NTf2)2
+ (10 mol %) CO2Me
R OAc
CH2Cl2, rt R
OMe
20 min-4 h
(16) Tech. Note (2)
Ref. (2)

O
R=

MeO Ph
99% 48% 82% 79% 83%

OH Mg(NTf2)2 (1 mol %) OAc

rt, 30 min Tech. Note (3)
+ Ac2O
92% Ref. (3)

Mg(NTf2)2 (30 mol %) O O R2

O O
chiral ligand
R2 I HexylSiH3 (3 equiv) But N R1
But N R1 BEt3 (5 equiv.) H
H air, CH2Cl2, rt
64-95% (ee = 43-94%)
Tech. Note (4)
Ref. (4,5)
O O
O R1
CO2R2 Mg(NTf2)2 (10 mol %)
N R1 chiral ligand CO2R2
CH2Cl2, 4 A MS Z
N N2 Tech. Note (5)
-20C - rt HN N
24-48 h Ref. (6)
Bn
50-90% 88-99% ee

O
O O
Mg(NTf2)2 (5 mol %) Tech. Note (6)
Ph Ref. (7)
chiral bis(oxazoline) O
N
H BnNHOH, CH2Cl2
NBn
Ph 90%
95% de, 90% ee

O Mg(NTf2)2 NHCbz Tech. Note (8)

+ Cbz-NH2 + SiMe3 Ref. (9)
R H EtOH, rt

O O i-PrI, Mg(NTf2)2, ligand O O

Tech. Note (9)
Silane, BEt3, air, rt, CH2Cl2 R N Ref. (8)
R N
H H

References:
1. Chem. Lett., 1995, 24, 307.
2. Tetrahedron Lett., 1997, 38, 2645.
3. J. Org. Chem., 2006, 71, 5785.
4. Org. Lett. 2008, 10, 5349
5. J. Org. Chem. 2008, 73, 8973.
6. Org. Lett. 2007, 9, 1553.
7. US Patent 8034974.
8 Org. Lett., 2008, 10, 5349.
9. Bull. Korean. Chem. Soc., 2011, 32, 2203
10. J. Electrochem. Soc., 2014, 161, A943.
[email protected] [email protected] [email protected] [email protected] 59
 Metal Catalyts for Organic Synthesis including Organocatalysts - MANGANESE
96-6770 PhosphonicS Metal Oxidation Catalyst Kit
See (page 271).
25-2900 Carulite Catalyst [185036-38-8] 250g
MnO2/CuO; FW: 86.94/79.54; brown to black gran.; S.A. 205m2/g 1kg
hygroscopic
Technical Note: Oxidizes CO to CO2.
25-0300 (1R,2R)-(-)-[1,2-Cyclohexanediamino-N,N'- 1g
bis(3,5-di-t-butylsalicylidene)]manganese (III) 5g
H H
chloride, 98% (R,R)-Jacobsen Cat. [138124-32-0]
C36H52ClMnN2O2; FW: 635.22; brown pwdr.; N N
Mn
[]D -1416 (c 0.0072, CH2Cl2); m.p. 324-326
(H3C)3C O Cl O C(CH3)3
Technical Notes:
1. Catalyst for the conversion of olefins to chiral epoxides C(CH3)3 (H3C)3C
in high enantiomeric excess.
2. Pharmaceutically important, single enantiomer amino alcohols are efficiently produced from the
corresponding chiral epoxide by acid or base-catalyzed epoxide ring-opening reactions.
3. Asymmetric Kinetic resolution of secondary alcohols in water.
4. Enantioselective Reformatsky reaction with ketones.

CH3 Mn-salen CH3 Tech. Note (1)

n-C6H13 n-C6H13 Ref. (1,2)
NaOCl O

OH Mn-salen OH O
+ Tech. Note (3)
Ar R Ar R Ar R Ref. (4)

O
OEt Me2Zn R' OH O
+ I Tech. Note (4)
R R' Mn-salen R OEt Ref. (5)
O
N-oxide
References:
1. J. Org. Chem., 1993, 58, 6939.
2. J. Am. Chem. Soc., 1994, 116, 6937.
3. Encyclopedia of Reagents for Organic Synthesis, 1995, 7, 4585.
4. Angew. Chem. Int. Ed. Eng., 2003, 42, 1042.
5. Angew. Chem. Int. Ed. Eng., 2006, 45, 2951.
25-0301 (1S,2S)-(+)-[1,2-Cyclohexanediamino-N,N'-bis(3,5-di-t-butyl- 1g
salicylidene)]manganese(III) chloride, 98% (S,S)-Jacobsen Cat. 5g
[135620-04-1]
C36H52ClMnN2O2; FW: 635.22; brown pwdr.; m.p. 325-326
Technical Note:
1. See 25-0300 (page 60).
25-1200 Manganese(II) ethyl/butyl phosphonate O 5g
O
Silica (PhosphonicS POMn) 25g
P
white solid; S.A. >350 m2/g Mn(II)
Note: Sold in collaboration with PhosphonicS O
Ltd. for research purposes only. PhosphonicS Metal Oxidation
Catalyst Kit component see (page 271).
Particle size range: 70-200 microns
Average pore size: 60
Effective loadings: 0.3 to 0.5 mmol/g
25-1360 Manganese(IV) oxide, activated [1313-13-9] 50g
HAZ MnO2; FW: 86.94; brown to black pwdr.; m.p. 535 dec.; d. 5.026 250g

Metal Catalyts for Organic Synthesis including Organocatalysts - MOLYBDENUM

27-0480 Cobalt oxide-molybdenum oxide on alumina (3.5% CoO, 14% MoO3)
SEE COBALT SECTION (page 26)

60 Visit strem.com for new product announcements.

 Metal Catalyts for Organic Synthesis including Organocatalysts - MOLYBDENUM
42-1200 2,6-Diisopropylphenylimidoneophylidene (H3C)2HC 100mg
amp molybdenum(VI) bis(t-butoxide) [126949-65-3] 500mg
Mo(C10H12)(C12H17N)(OC4H9)2; FW: 549.65; 2g
yellow to orange pwdr. (H3C)3OC
N
air sensitive, moisture sensitive, (store cold)
Mo CH(CH3)2
(H3C)3OC
CHC(CH3)2Ph
Technical Note:
1. The "ROMP" catalyst (Mo-Fo) is a relatively mild inititator for the living ROMP of functionalized
norbornenes and norbornadienes that do not contain active protons.

F3C CF3
CF3
Mo-Fo F3C CF3 F 3C CF3

CF3
n

References:
1. Ring-Opening Polymerization (D.J. Brunelle, Ed.), 1993, 129.
2. J. Am. Chem. Soc., 1990, 112, 8378.
42-1205 2,6-Diisopropylphenylimidoneophylidene (H3C)2HC 100mg
amp molybdenum(VI) bis(hexafluoro-t-butoxide) 500mg
SCHROCK'S CATALYST [139220-25-0] 2g
Mo(C10H12)(C12H17N)[OC(CH3)(CF3)2]2; H3C(F3C)2CO
N
FW: 765.53; yellow to orange pwdr. Mo CH(CH3)2
air sensitive, moisture sensitive, (store cold) H3C(F3C)2CO
CHC(CH3)2Ph

Technical Notes:
1. Unlike Mo(C10H12)(C12H17N)(OC4H9)2, the bis(hexafluoro-t-butoxide) (MoF6) derivative will metathesize
many ordinary olefins, especially terminal olefins, and will ROMP many norbornene or substituted
norbornadiene monomers to give all cis, and often isotactic, polymers.
2. Useful for the "ring-closing" of dienes or the coupling of terminal olefins.
3. Useful for cross-metathesis of alphatic alkenes with 2-vinyl aromatics.

R R R R R R Tech. Note (1)

R
MoF6 Ref. (1,2)
R=CO2CH3
R n

O MoF6 O Tech. Note (2)

H3 C
Ref. (3,4)
H3 C -2-butenes
O Ph O Ph

Tech. Note (3)

+ MoF6 Ref. (6)
4
X X 4

X = CH CH, S,O
References:
1. J. Am. Chem. Soc., 1994, 116, 3414.
2. J. Am. Chem. Soc., 1993, 115, 4413.
3. J. Am. Chem. Soc., 1992, 114, 5426.
4. J. Am. Chem. Soc., 1992, 114, 7324.
5. Tetrahedron, 1998, 54, 4413. (review article)
6. J. Mol. Catal. Chem., 2002, 190, 45.

[email protected] [email protected] [email protected] [email protected] 61

 Metal Catalyts for Organic Synthesis including Organocatalysts - MOLYBDENUM
42-1210 2,6-Diisopropylphenylimido neophylidene- C6H5 CH3 100mg
molybdenum(VI) bis(trifluoromethanesulfonate) C 500mg
CH3
dimethoxyethane adduct [126949-63-1] OSO2CF3
CH3
C
Mo(C10H12)(C12H17N)(OSO2CF3)2(C4H10O2); FW: 791.68; H O
yellow to orange pwdr. Mo
air sensitive, moisture sensitive, (store cold) N O
CH3
OSO2CF3
Technical Notes:
1. Starting material for the preparation of other "ROMP" catalysts. Catalysts can be prepared (even in situ)
by adding the appropriate alkoxide, including enantiomerically pure alkoxide ligands such as 3,3'-
disubstituted binaphtholates or tartrates.
2. Asymmetric ring closing metathesis of amines.

H Tech. Note (2)

N Me Mo / L2 Ref. (3)
N
R H R
Me
Me

References:
1. J. Am. Chem. Soc., 1993, 115, 4413.
2. Angew. Chem. Int. Ed., 2001, 40, 1452.
3. Org. Lett., 2003, 5, 4899.
42-1212 2,6-Diisopropylphenylimidoneophylidene (CH3)2HC 100mg
H3 C C(CH3)3
amp [racemic-BIPHEN]molybdenum(VI), min. 97% 500mg
rac-SCHROCK-HOVEYDA CATALYST
H3 C O N CH(CH3)2
[300344-02-9] Mo
Mo(C10H12)(C12H17N)(C24H32O2); FW: 755.93; H3 C O CHC(CH3)2Ph
red xtl.
air sensitive, moisture sensitive, (store cold)
H3 C C(CH3)3

BIPHEN = 5,5',6,6'-Tetramethyl-3,3'-di-t-butyl-1,1'-biphenyl-2,2'-diol
Technical Note:
1. A ring-closing metathesis catalyst.
42-1213 2,6-Diisopropylphenylimidoneophylidene[(R)-(+)-BIPHEN] 100mg
amp molybdenum(VI), min. 97% (R) SCHROCK-HOVEYDA CATALYST
[329735-77-5]
Mo(C10H12)(C12H17N)(C24H32O2); FW: 755.93; red xtl.
air sensitive, moisture sensitive, (store cold)
Technical Note:
1. See 42-1214 (page 62).
42-1214 2,6-Diisopropylphenylimidoneophylidene[(S)-(-)-BIPHEN] 100mg
amp molybdenum(VI), min. 97% (S) SCHROCK-HOVEYDA CATALYST
[205815-80-1]
Mo(C10H12)(C12H17N)(C24H32O2); FW: 755.93; red xtl.
air sensitive, moisture sensitive, (store cold)
Technical Note:
1. The new Schrock-Hoveyda, chiral molybdenum catalyst can effect various modes of
enantioselective olefin metathesis with excellent selectivity.

(a) Kinetic resolution.

OTES OTES
Me OTES Me
Mo cat. Me
(+/-) +
Ref. (1)
Me Me

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 Metal Catalyts for Organic Synthesis including Organocatalysts - MOLYBDENUM
42-1214 2,6-Diisopropylphenylimidoneophylidene[(S)-(-)-BIPHEN]molybdenum(VI), min. 97% (S)
amp SCHROCK-HOVEYDA CATALYST [205815-80-1]
(cont.)
(b) Desymmetrization of tri- or tetraenes.
Ph
N
Mo cat. Ref. (2)
PhN Me
Me Me Me

(c) Asymmetric Ring-Opening metathesis/Ring-Closing metathesis.

OR1 OR1
Mo cat.
+ R 2
R2 Ref. (5)

References:
1. J. Am. Chem. Soc., 1998, 120, 4041.
2. J. Am. Chem. Soc., 2005, 127, 8526.
3. Chem. Eur. J., 2001, 7, 945. (review)
4. Angew. Chem. Int. Ed., 2003, 42, 4592. (review)
5. J. Am. Chem. Soc., 1999, 121, 11603.
6. J. Am. Chem. Soc., 2006, 128, 5153.
7. Angew. Chem. Int. Ed., 2007, 46, 4534.

Metal Catalyts for Organic Synthesis including Organocatalysts - NICKEL

28-0010 Bis(1,5-cyclooctadiene)nickel (0), 98+% [1295-35-8] 2g
HAZ (1,5-C8H12)2Ni; FW: 275.08; yellow xtl.; Ni 10g
m.p. 60 dec. (N2)
air sensitive
Technical Notes:
1. Catalyst for [4+2] cycloadditions of 1,3-dienes.
2. Catalyst for [4+2] cycloadditions of 1,3-dienes and 1,3-enones with alkynes, alkenes or nitriles.
3. Catalyst for [2+2+2] cyclotrimerization reactions.
4. Catalyst for [3+2+2] reactions.
5. Catalyst for the coupling of aldehydes, enones, imines, or epoxides with allenes, alkynes or dienes in the
presence of an organometallic reagent.
6. Pre-catalyst for alkyl-alkyl cross-coupling reactions.
7. Pre-catalyst for hydrocarbamoylation of alkynes.
8. Pre-catalyst for cyanocarbamoylation and cyanoesterification of alkynes.
9. Pre-catalyst for the coupling of phenols with arylboroxines.
10. Pre-catalyst for the thiotrifluoromethylation of arylhalides.
11. Pre-catalyst for the Suzuki-Miyaura coupling of arylfluoride.
12. Pre-catalyst for the cross-coupling reaction of oxazoles or thiozoles with aryl pivalates or triflates.
13. Pre-catalyst for the chelation-assisted oxidative cycloaddition of aromatic amides to alkynes.
14. Pre-catalyst for the enantioselective -arylation of cyclicketones.
15. Pre-catalyst for the selective synthesis of esters from two different aldehydes.
16. Pre-catalyst for the amination of aryl pivalates and sulfamates.
17. Pre-catalyst for the Heck-type reaction of aryl triflates with electron-rich olefins.
18. Pre-catalyst for the Heck-type reaction of benzyl chlorides.
19. Pre-catalyst for the hydrogenation of arylethers.
20. Pre-catalyst for the cross-coupling reaction of benzylethers with Grignard reagent.
21. Pre-catalyst for the alkylation of heteroarenes with simple olefins.
22. Pre-catalyst for the allylic substitution of allylic alcohols and allylethers with olefins.
23. Pre-catalyst for the alkenylative cross-coupling reaction of alkyl sulfides.
24. Pre-catalyst for the epoxide-opening reaction with arylboronic acids.
O
O
O
Ni(COD)2, PPh3 OH
Me
Me Tech. Note (1)
Me Ref. (4)
Me Me
H
Me

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 Metal Catalyts for Organic Synthesis including Organocatalysts - NICKEL
28-0010 Bis(1,5-cyclooctadiene)nickel (0), 98+% [1295-35-8]
HAZ
(cont.)

Ni(COD)2 N Ts Tech. Note (2)

N Ts Ligand Ref. (7)
TMS TMS
Pr
O Pr
Pr 10 mol% Ni(COD)2 O
+ Tech. Note (2)
R1 R3
Pr 40 mol% PMe3 R1 Ref. (15)
R2 R3
R2
R1
R1 Ni(COD)2/PCy3 Tech. Note (2)
R2 R2
CN N Ref. (38)
toluene
CO2Et

CO2Et TMS 10 mol% Ni(COD)2

+ R1 R2 +
N 20 mol % PPh3 TMS
N
R2 R1
Tech. Note (4)
Ref. (14)
O 10 mol% Ni(COD)2 O Me
+ Ph Tech. Note (5)
Ph Me 20 mol% PCy3 Ph Ph Ref. (16)

O O
Ni(COD)2
+ R 1 + M R 2
R2 Tech. Note (5)
Ref. (8)
1
R

20 mol% PBu3
O R3 10 mol% Ni(COD)2 OH R2
+ Tech. Note (5)
R1 Et3B R3 Ref. (10)
R2 R1

Me 4 mol% Ni(COD)2 Me
Br + BrZn n-nonyl n-nonyl Tech. Note (6)
Me Ligand Me Ref. (10)

O O
10 mol% Ni(COD)2
R1 + Pr Pr R1 Tech. Note (7)
N H N Pr Ref. (17)
40 mol% PtBu3
R2 R2 Pr
20 mol% AlMe3

Ni(COD)2 (5 mol%)
PAr3 (20 mol%)
O BPh3 (20 mol%) EtOOC CN
Hex TMS 75%
EtO CN dioxane, 35 C TMS Hex Tech. Note (8)
Ar = 3,5 - (CF3)2 - C6H3 Ref. (18)

64 Visit strem.com for new product announcements.

Metal Catalyts for Organic Synthesis including Organocatalysts - NICKEL
28-0010 Bis(1,5-cyclooctadiene)nickel (0), 98+% [1295-35-8]
HAZ
(cont.)
Ph Ni(COD)2 (cat)
OH B PCy3, NaH, BEt3 Ph
+ O O Tech. Note (9)
PhB BPh o-xylene/THF, 110 C Ref. (19)
O
Ni(COD)2 (15%)
I dmbpy 30% SCF3
Tech. Note (10)
NMe4SCF3
Ref. (20)
THF, RT

Cat. Ni(COD)2/PCy3 Ar
F Tech. Note (11)
R + ArB(OR')2 R
Ref. (21)
cat. ZrF4
CsF
Ni(COD)2 (10%)
OR dcype (20%) N
N
+ R'
Cs2CO3 Z
Z R' Tech. Note (12)
Dioxane, 120 C Ref. (22)
Z=O, S R= Piv, Tf

O O
Ni(COD)2/PPh3
N N
H R R N Tech. Note (13)
N R Ref. (23)
R
O O
Ar
R Ni(COD)2/(R)-BINAP R
Tech. Note (14)
Ar-Cl, NaOtBu Ref. (24)

O
Ni(COD)2/SIPr
+ O Tech. Note (15)
CHO CHO
toluene Ref. (25)

Ni(COD)2/IPr NR2
+ R NH Tech. Note (16)
OX 2
NaOtBu Ref. (26, 27)
X = Piv, OSO2NMe2

O
R' Ni(COD)2/dppf
+ Tech. Note (17)
OTf OBu R' Ref. (28)
Cy2NMe, dioxane
100 C
then HCl

Ni(COD)2/PCy2Ph
+ R
Ar Cl R Ar Tech. Note (18)
TESOTf, Et3N, RT Ref. (29)
R = H, alkyl

OMe Cat. Ni(COD)2/PCy3 Tech. Note (19)

R Ref. (30, 31)
R
toluene, (Me2SiH)2O

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 Metal Catalyts for Organic Synthesis including Organocatalysts - NICKEL
28-0010 Bis(1,5-cyclooctadiene)nickel (0), 98+% [1295-35-8]
HAZ
(cont.)

OR Ni(COD)2/BINAP Me
Tech. Note (20)
+ MeMgI
Ar Et Toluene, RT Ar Et Ref. (32)

Ni(COD)2/IPr
N MAD N Tech. Note (21)
R + R Ref. (33)
R' Toluene R'

Ni(COD)2/IMes N Tech. Note (21)

N
+ Ref. (34)
Ar Hexane
O O Ar

Ni(COD)2/PCy2Ph R
+ Tech. Note (22)
OR' R
TESOTf, Et3N, RT Ref. (35)
R'=H, Me, Et R = H, alkyl

SAr R'
Ni(COD)2/SIPr Tech. Note (23)
R
Ar MgBr + R Ar Ref. (36)
R THF

Ni(COD)2/BrettPhos Ph
O Tech. Note (24)
Ar + PhB(OH)2 Ref. (37)
K3PO4, toluene/H2O HO Ar
References:
1. Comprehensive Organometallic Chemistry, 1982, Vol. 8, Chapter 52, 371.
2. Comprehensive Organometallic Chemistry, 1982, Vol. 8, Chapter 56, 671.
3. Encyclopedia of Reagents for Organic Synthesis, 1995, Vol. 1, 450.
4. J. Am. Chem. Soc., 1988, 110, 5904.
5. J. Am. Chem. Soc., 1989, 111, 6432.
6. J. Am. Chem. Soc., 2005, 127, 5030.
7. Chem. Rev., 1996, 96, 49.
8. Acc. Chem. Res., 2000, 33, 467.
9. Acc. Chem. Res., 2000, 33, 511.
10. J. Am. Chem. Soc., 2003, 125, 8076.
11. Angew. Chem. Int. Ed., 2003, 42, 5120.
12. Tetrahedron, 2000, 56, 817.
13. J. Am. Chem. Soc., 2003, 125, 14726.
14. J. Org. Chem., 2010, 75, 480.
15. J. Am. Chem. Soc., 2009, 131, 1350.
16. J. Am. Chem. Soc., 2009, 131, 10350.
17. J. Am. Chem. Soc., 2009, 131, 5070.
18. J. Am. Chem. Soc., 2010, 132, 10070.
19. Angew. Chem. Int. Ed., 2011, 50, 7097.
20. J. Am. Chem. Soc., 2012, 134, 183.
21. J. Am. Chem. Soc., 2011, 133, 19505.
22. J. Am. Chem. Soc., 2012, 134, 169.
23. J. Am. Chem. Soc., 2011, 133, 14952.
24. J. Am. Chem. Soc., 2011, 133, 16330.
25. J. Am. Chem. Soc., 2011, 133, 4668.
26. Angew. Chem. Int. Ed., 2010, 49, 2929.
27. Angew. Chem. Int. Ed., 2011, 50, 2171.
28. J. Am. Chem. Soc., 2012, 134, 443.
29. J. Am. Chem. Soc., 2011, 133, 19020.
30. J. Am. Chem. Soc., 2010, 132, 17352.
31. Science, 2011, 322, 439.
32. J. Am. Chem. Soc., 2011, 133, 389.
33. J. Am. Chem. Soc., 2010, 132, 13666.
34. Angew. Chem. Int. Ed., 2010, 49, 4451.
35. J. Am. Chem. Soc., 2010, 132, 6880.
36. J. Am. Chem. Soc., 2010, 132, 13117.
37. Angew. Chem. Int. Ed., 2011, 50, 6056.
38. J. Am. Chem. Soc., 2011, 133, 18018.

66 Visit strem.com for new product announcements.

 Metal Catalyts for Organic Synthesis including Organocatalysts - NICKEL
28-0010 Bis(1,5-cyclooctadiene)nickel (0), 98+% [1295-35-8]
HAZ
(cont.)
Technical Notes (cont.):
39. J. Am. Chem. Soc., 2011, 132, 10955.
40. Angew. Chem. Int. Ed., 2010, 49, 4886.
41. Angew. Chem. Int. Ed., 2010, 49, 8712.
42. Angew. Chem. Int. Ed., 2011, 50, 12067.
43. J. Am. Chem. Soc., 2011, 133, 7719.
44. J. Am. Chem. Soc., 2010, 132, 15836.
28-1330 trans-Bis(dicyclohexylphenylphosphino) 250mg
nickel(II) chloride, 99% [19232-03-2] 1g
C36H54Cl2NiP2; FW: 678.40; purple pwdr.
Technical Notes: Cl P
1. Catalyst used for the coupling of alkenes, aldehydes,
Ni
and silyl triflates.
P Cl
2. Catalyst used for the cross-coupling of aryl Grignard
reagents with aromatic ethers.

n-hex Ni complex OSiEt3 OSiEt3

TESOTf n-hex + n-pent
+ Tech. Note (1)
O Et3N Ref. (1)
toluene, rt
H

OR' MgBr

Ni catalyst Tech. Note (2)

+ Ref. (2)
nonpolar solvent
R
R

References:
1. J. Am. Chem. Soc., 2005, 127, 14194.
2. Angew. Chem. Int. Ed., 2004, 43, 2428.
28-0080 1,3-Bis(diphenylphosphino)propane nickel(II) chloride, 99% 5g
[15629-92-2] 25g
[(C6H5)2PCH2CH2CH2P(C6H5)2]NiCl2; FW: 542.08; red xtl.
Technical Notes:
1. Nickel catalyst used in the N-heterocycle-directed cross-coupling of fluorinated arenes with
organozinc reagents.
2. Nickel catalyst used in the (E)-selective semihydrogenation of internal alkynes.
3. Nickel catalyst used in the borylation of halides and pseudohalides.
Na (1.50-2.75 equiv)
heterocycle NiCl2(dppp) (10 mole%) heterocycle
Et2Zn PCy3 (20 mole%)
R + Me2Zn R Tech. Note (1)
PhCH2ZnBr THF, 0-80C, 6 h, Ar Ref. (1)
F Me (Et, PhCH2)

R1 H
3 mol% NiCl2(dppp)
Tech. Note (2)
R1 R2 + H3PO2
Ref. (2)
HOAc, 80C
H R2

(High (E)-
selectivity, up to
99:1)

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 Metal Catalyts for Organic Synthesis including Organocatalysts - NICKEL
28-0080 1,3-Bis(diphenylphosphino)propane nickel(II) chloride, 99% [15629-92-2]
(cont.)
1. NiCl2(dppp) (1 mole%)
PPh3 (2 mole%)
DIPEA (3 equiv)
HO OH EtOH (0.3M) Tech. Note (3)
Ref. (3)
(HetAr)Ar X + B B (HetAr)Ar BF3K
2. KHF2
X= Br, Cl, OMs, OTs HO OH
OTf, OSO2NMe2 1.5 equiv

References:
1. Tetrahedron, 2014, 70, 4405.
2. J. Organomet. Chem., 2014, 749, 51.
3. J. Org. Chem., 2013, 78, 6427.
28-0091 Bis(tricyclohexylphosphine)nickel(II) chloride, (C6H11)3P Cl 1g
99% [19999-87-2] Ni 5g
[(C6H11)3P]2NiCl2; FW: 690.46; dark red-purple xtls. Cl P(C6H11)3
Technical Notes:
1. Efficient pre-catalyst for the Suzuki-Miyaura coupling of arylboronic acids with: aryl tosylates, aryl
pivalates, -pivaloxy ketones, aryl phosphates and aryl or vinyl carbamates.
2. Pre-catalyst for the coupling reaction of organozinc reagent with aryltrimethylammonium iodide.
O 1.5 mol% O
NiCl2(PCy3)2, PCy3
CH3 C OTs + (OH)2B CH3 C
K3PO4, dioxane,
130C 14-60h
94% yield
Tech. Note (1)
Ref. (1)

OPiv
5 mol%
Tech. Note (1)
NiCl2(PCy3)2, PCy3
Ref. (2)
+ (OH)2B K3PO4, toluene,
110C 24h

OMe OMe
83% yield
Ni(PCy3)2Cl2 (10 mol%)
O NaOtBu O
OPiv + PhB(OH)2 Ph Tech. Note (1)
R 100 C, PhMe/DMF R Ref. (3)

O
OP(OEt)2 Ni(PCy3)2Cl2 (cat) Ph
K3PO4 Tech. Note (1)
+ PhB(OH)2
Dioxane, 110 C Ref. (4)
MeO MeO

Ph Ni(PCy3)2Cl2 (5 mol%)
Ph
O NMe2 B PCy3 (10 mol%)
O O K2CO3, H2O
+ Tech. Note (1)
O PhB BPh MeO
O Dioxane, 110 C Ref. (5)

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 Metal Catalyts for Organic Synthesis including Organocatalysts - NICKEL
28-0091 Bis(tricyclohexylphosphine)nickel(II) chloride, 99% [19999-87-2]
(cont.)
Me
NMe3I Ni(PCy3)2Cl2 (2 mol%)
+ Tech. Note (2)
THF/NMP, 90 C Ref. (6)
91 %
ZnCl
References:
1. Org. Lett., 2001, 3, 3049.
2. J. Am. Chem. Soc., 2008, 130, 14422.
3. Chem. Commun., 2011, 47, 7224.
4. J. Org. Chem., 2011, 76, 2338.
5. Org. Lett., 2010, 12, 884.
6. Angew. Chem. Int. Ed., 2011, 50, 4901.
28-0095 Bis(triphenylphosphine)nickel(II) chloride, 99% [14264-16-5] P(C6H5)3 5g
[(C6H5)3P]2NiCl2; FW: 654.20; green xtl. 25g
Technical Notes: Ni
1. Precatalyst for the nickel-catalyzed substitution of allylic
carbonates with aryl and alkenyl borates. Cl P(C6H5)3
2. Efficient catalyst for the Suzuki coupling of aryl chlorides. Cl
3. Catalyst for the three-component synthesis of 1,4-dienes from allenes,
vinyl/aryl iodides and alkenylzirconium reagents.
4. Catalyst for the -selective hydroalumination of terminal alkynes.
5. Catalyst for the C-P cross-coupling reaction of arylnitriles.

R' C5H11 NiL2Cl2 R' C5H11

Tech. Note (1)
OCO 2Et [R-B(OCH 3)]Li R Ref. (1,2)
2
R
I Cp2ZrCl NiCl2(PPh3)2 / Zn Tech. Note (3)
+ R2 + Ref. (4)
1 3
R R 1
R 3
R
Ni(PPh3)2Cl2 (3 mol%)
R Al(iBu)2 Tech. Note (4)
DIBAL-H, THF, 22 C R Ref. (5)

CN Ni(PPh3)2Cl2 (3 mol%) PPh2

+ TMSPPh2
tBuOK, Dioxane, 90 C Tech. Note (5)
Ref. (6)
References:
1. Chem. Commun., 1994, 1789.
2. Encyclopedia of Reagents for Organic Synthesis, 1995, Vol. 3, 1678.
3. Tetrahedron, 2000, 56, 8657.
4. J. Am. Chem. Soc., 2003, 125, 12426.
5. J. Am. Chem. Soc., 2010, 132, 10961.
6. Chem. Eur. J., 2011, 17, 9566.
28-0096 Bis(triphenylphosphino)(2-methylphenyl)chloronickel(II), 99% 250mg
[27057-09-6] 1g
C43H37ClNiP2; FW: 709.85; yellow pwdr.
Ph3P
Technical Notes:
Ni
1. This complex is used as an air-stable nickel precatalyst for the
amination of aryl chlorides, sulfamates, mesylates, and triflates. Cl PPh3 CH3
2. This nickel precatalyst is used for the polymerization of halothiophenes.
O

Cl
O N
nickel complex (precatalyst) Tech. Note (1)
dppf, base Ref. (1)
100 C, 15 min
N
H
C4H9
C4H9
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 Metal Catalyts for Organic Synthesis including Organocatalysts - NICKEL
28-0096 Bis(triphenylphosphino)(2-methylphenyl)chloronickel(II), 99% [27057-09-6]

(cont.)
n-Hex n-Hex
nickel complex Tech. Note (2)
base (50 eq.) Ref. (2)
H Br THF (0.1M)
H
S 3 h, r.t. S n
References:
1. Org. Lett., 2014, 16, 220.
2. Organometallics, 2012, 31, 2263.
28-0150 Chlorobis(dicyclohexylphenylphosphino) 100mg
(2-methylphenyl)nickel(II), 99% [1419179-26-2] 500mg
C43H61ClNiP2; FW: 734.04; yellow pwdr.
Cl P
Ni
P
Technical Note:
1. Air-stable precatalyst for the internally selective benzylation H3C
of terminal alkenes.

cat. (5 mol%)
R2
Cl Et3N (6 equiv)
R 1 + R1 Tech. Note (1)
R2
TMSOTf (1.5 equiv) Ref. (1)
1-5 equiv CH2Cl2, rt, 4-8 h
Reference:
1. J. Am. Chem. Soc., 2013, 135, 1585.
28-0500 Dichloro[1,1'-bis(diphenylphosphino)ferrocene]nickel(II), 98% 1g
[67292-34-6] 5g
[(C5H4P(C6H5)2)2Fe]NiCl2; FW: 684.00; green micro xtl.
Technical Notes:
1. Catalyst used for the Suzuki cross-coupling of arenesulfonates with arylboronic acids.
2. Catalyst for activation and alkylation of benzylic C-O bonds.

O NiCl2(dppf), Zn O
OMs + (HO)2B
Me Me

Tech. Note (1)

Ref. (1, 2)
R1 R1
NiCl2(dppf)
OMe + R2MgBr R2 Tech. Note (2)
Ref. (3)

References:
1. J. Org. Chem., 1995, 60, 1060.
2. J. Org. Chem., 2004, 69, 3447.
3. J. Am. Chem. Soc., 2008, 130, 3268.
28-1130 Nickel(II) acetylacetonate, anhydrous, min. 95% [3264-82-2] 25g
Ni(CH3COCHCOCH3)2; FW: 256.93; light green pwdr.; m.p. 238 dec. 100g
hygroscopic
Technical Note:
1. Versatile catalyst for polymerization, dimerization, hydrogenation, oxidation and addition
reactions.
Reference:
1. Chemistry of Metal Enolates, 2009, 551.
28-1110 Nickel(II) acetylacetonate hydrate [120156-44-7] 100g
Ni(CH3COCHCOCH3)2XH2O; FW: 256.93; light green pwdr. 500g
Technical Note:
1. See 28-1130 (page 70).
70 Visit strem.com for new product announcements.
 Metal Catalyts for Organic Synthesis including Organocatalysts - NITROGEN
07-1712 (8, 9S)-(+)-9-Amino-cinchonan-6'-ol, min. 90% [960050-59-3] OH 50mg
C19H23N3O; FW: 309.41; off-white to pale brown pwdr.; 250mg
[]D +107.9 (c 1.0, CHCl3) NH2
(store cold)
These amino-cinchonnane compounds behave as
pseudoenantiomers, generally granting access to both N
H
enantiomers of a given transformation. N
Technical notes:
1. [2+3]-dipolar cycloaddition of cyclic enones.
2. Activation of ,-unsaturated carbonyl compounds:
a) vinylogous -ketol rearrangement.
b) vinylogous Michael addition of -substituted ,-unsaturated cyclohexanones.
3. Michael addition
a) -nitroacetate to ,-unsaturated ketones.
b) Diastereodivergent Michael addition to -substituted, ,-unsaturated ketones.
4. -benzoyloxylation of -branched aldehydes.
5. [4+2]-cycloadditions of -substituted ,-unsaturated cyclohexanones with polyconjugated malonitriles.
6. Vinylogous organocascade catalysis with control of remote stereochemistry in the synthesis of spirocyclic
oxindoles.

O O O
H R

+ N -
N Tech. Note (1)
N+ N Ref. (1)
n
R nH
H O

HO
Tech. Note (2a)
R R Ref. (2)
O
O O

O O
\ Tech. Note (2b)
R2 Ref. (3)
+ R2 NO2
NO2

R1 R1

O O2N COOEt Tech. Note (3a)

O
COOEt Ref. (4,5)
R2 R1 + O2N
R2 R1

R4 S O

O acid additive 1 R1 R3
R2 Tech. Note (3b)
R1 R3 + R4 SH Ref. (6)
R2
R4 S O
acid additive 2
R1 R3
O R2
O
R + OBz R
H BzO Tech. Note (4)
H Ref. (7)
BzO

O NC CN CN
H Tech. Note (5)
Ref. (8)
+ CN
O
Ph
Ph

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 Metal Catalyts for Organic Synthesis including Organocatalysts - NITROGEN
07-1712 (8, 9S)-(+)-9-Amino-cinchonan-6'-ol, min. 90% [960050-59-3]

(cont.) O
O
O
HO Me
Me
+ Tech. Note (6)
O Ref. (9)
N
Boc O
Ph N
References: Boc
1. Angew. Chem. Int. Ed., 2007, 46, 7667.
2. J. Am. Chem. Soc., 2009, 131, 14626.
3. Proc. Nat. Acad. Sci. USA, 2010, 107, 20642.
4. Org. Lett., 2010, 12, 2278.
5. Bull. Korean Chem. Soc., 2011, 32, 291.
6. J. Am. Chem. Soc., 2011, 133, 17934.
7. Tetrahedron, 2012, 68, 7568.
8. J. Am. Chem. Soc., 2012, 134, 19942.
9. Angew. Chem. Int. Ed., 2013, 52, 5360.
07-1717 (9R)-(+)-9-Amino-cinchonan-6'-ol, min. 90% OH 50mg
[960050-60-6] 250mg
C19H23N3O; FW: 309.41; off-white to pale brown pwdr.; NH2
[]D +66.9 (c 1.0, CHCl3)
(store cold)
N
Technical Note: H
1. See 07-1712 (page 71). N

07-1235 (4S,4'S)-2,2'-(1,3-Bis[4-(t-butyl)phenyl) (H3C)3C C(CH3)3 250mg

propane-2,2-diyl]bis(4-phenyl-4,5- 1g
dihydrooxazole) (S)-BTBBPh-SaBOX
[1428328-51-1] O O
C41H46N2O2; FW: 598.81; white pwdr.
N N

Technical Note:
1. Ligand used in the copper-catalyzed, highly
enantioselective synthesis of 1,1-cyclopropane diesters.

BTBBPh-SaBOX 3
R2 MeO2C CO 2Me CuPF 6 H R
H (10 mol%) R2 CO2Me
R1 + I
Ph R1 CO 2Me Tech. Note (1)
R3 toluene, -40 C Ref. (1)
R 1 = aryl, alkyl; R2 = H, Me; up to 99% yield
>99% ee
R3 = H, alkyl, alkenyl
Reference:
1. Angew. Chem. Int. Ed., 2012, 51, 11620.
07-1228 (3aS,3a'S,8aR,8a'R)-2,2'-(1,3-Bis(3,5- (H3C)3C C(CH3)3 100mg
di-t-butylphenyl)propane-2,2-diyl)bis 500mg
(8,8a-dihydro-3aH-indeno[1,2-d]oxazole)
(S,R)-BDTBIn-SaBOX [1435467-29-0]
C51H62N2O2; FW: 735.05; white solid (H3C)3C O O C(CH3)3

Technical Note:
N N
1. Ligand used in the copper-catalyzed, highly
enantioselective cyclopentannulation of indoles with
donor-acceptor cyclopropanes.
PMP

CH3 H3C
PMP Cu(OTf)2 (10 mol%) Tech. Note (1)
Ligand (1 mol%) Ref. (1)
+
toluene, N2, rt
C(O)OCH3
N N
H3CO(O)C C(O)OCH3
H C(O)OCH3
Bn Bn
Reference:
1. J. Am. Chem. Soc., 2013, 135, 7851.
72 Visit strem.com for new product announcements.
 Metal Catalyts for Organic Synthesis including Organocatalysts - NITROGEN
07-0484 1,3-Bis(2,6-di-i-propylphenyl)imidazolium 500mg
bicarbonate, min. 97% IPrH.HCO3 2g
[C27H37N2]+HCO3-; FW: 450.61; white to off-white pwdr.
hygroscopic +
N N
Technical Notes:
1. Catalyst used for the cyanosilylation of benzaldehyde or HCO3-
benzophenone.
2. Catalyst used in the benzoin condensation reaction.
3. Catalyst used to effect the transesterification between benzyl
alcohol and vinyl acetate.
O
NC OTMS
imidazolium hydrogen
R' carboxylate R Tech. Note (1)
+ Me3Si CN Ref. (1)
THF
R=H,Ph 25 or 80C
O O

imidazolium hydrogen Ph Tech. Note (2)

H carboxylate Ref. (1)
THF OH
25 or 80C
O

imidazolium hydrogen O
OH O carboxylate O
+ +
25 or 80C H
O
Tech. Note (3)
References: Ref. (1)
1. J. Org. Chem., 2012, 77, 10135.
2. Catal. Sci. Technol., 2014, 4, 2466.
07-0210 (2R)-(+)-1,1-Bis(4-methoxyphenyl)-3-methyl-1,2-butane- OCH3 50mg
diamine, min. 97% (R)-DAIPEN [166764-19-8] 250mg
C19H26N2O2; FW: 314.43; white to pale yellow pwdr.;
[]D +13 to +17(c 1, CH2Cl2); m.p. 78-98

NH2
CH3O C
Technical Note:
1. Used in the enantioselective hydrogenation of C
aromatic ketones. H 3C C NH2
H
CH3

Tech. Note (1)

Ref. (1,2)

References:
1. J. Am. Chem. Soc., 1995, 117, 2675.
2. J. Org. Chem., 2005, 70, 1177.
07-0211 (2S)-(-)-1,1-Bis(4-methoxyphenyl)-3-methyl-1,2-butanediamine, 50mg
min. 97% (S)-DAIPEN [148369-91-9] 250mg
C19H26N2O2; FW: 314.43; white to pale yellow pwdr.;
[]D -13 to -17(c 1, CH2Cl2); m.p. 78-98
Technical Note:
1. See 07-0210 (page 73).
07-0215 (2S)-(-)-2-{[[[3,5-Bis(tifluoromethyl)phenyl] CF3 50mg
CH3
amino]thioxomethyl]amino}-N-(diphenyl- H3C CH3 250mg
methyl)-N,3,3-trimethylbutanamide, 1g
CH3 C S
95% [1186602-28-7]
C29H29F6N3OS; FW: 581.62; Ph N C
white to gray solid; C C N N CF3
[]D -57 (c 1.0, CHCl3); H H
m.p. 193-198 Ph O H H
Note: US Patent Application 61/240,558.

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 Metal Catalyts for Organic Synthesis including Organocatalysts - NITROGEN
07-0215 (2S)-(-)-2-{[[[3,5-Bis(tifluoromethyl)phenyl]amino]thioxomethyl]amino}-N-(diphenyl-
(cont.) methyl)-N,3,3-trimethylbutanamide, 95% [1186602-28-7]
Technical Notes:
1. Organocatalyst used for the asymmetric hydrocyanation of imines.
2. Catalyst used for enantioselective iso-Pictet-Spengler Reactions.
3. Catalyst for multicomponent Aza-Henry Reaction

cat. (2-10 mol%)

TMSCN (2 equiv.) H Tech. Note (1)
N Ph MeOH (2 equiv.) N Ph Ref. (1)
R R CN
up to 99% ee

1. cat. (10 mol%) R

H2N NBoc
O BzOH (10 mol%)
Tech. Note (2)
X X Ref. (2)
H R 2. Boc2O, 30 min.
N N
H H
up to 99% ee

Tech. Note (3)

Ref. (3)

References:
1. J. Am. Chem. Soc., 2009, 131, 15358.
2. Org. Lett. 2011, 13, 5564.
3. Chem. Eur. J. 2013, 19, 16550.
07-0283 1-[3,5-Bis(trifluoromethyl)phenyl]-3- H3 C CH3 250mg
[(1R,2R)-(-)-2-(dimethylamino)cyclohexyl] H H N 1g
thiourea (R,R-TUC) [620960-26-1]
F3C N N
C17H21F6N3S; FW: 413.42; white pwdr.;
[]D -42 (c 1.05, CHCl3); m.p. 87-88
Note: Sold for research purposes only. S
Patents PCT Application No.: JP2004009350
(publication WO2005000803) US Application CF3
10/562,579, EPC Application 04746819.4
Technical Notes:
1. Thiourea catalyst used in the enantio and diastereoselective Michael addition of malonates and
ketoesters to nitroolefins.
2. Catalyst used in the enantioselective hydrazination of 1,3-dicarbonyl compounds.
3. Catalyst used for the dynamic resolution of azalactones.
4. Catalyst used in Michael-Aldol reaction of 2-mercaptobenzaldehyde with ,-unsaturated
oxazolidinone.
5. Catalyst for enantioselective synthesis of flavanones and chromanones.
6. Catalyst for the asymmetric Neber Reaction.
7. Catalyst for the three component synthesis of 2,6-diazabicyclo[2.2.2]octanones.
R2
R1OC COR1

NO2 R1OC R2 cat. (10% mol) NO2 up to 94% ee

+ toluene, r.t. Tech. Note (1)
COR1 Ref. (1)

O O COOR
O Tech. Note (2)
+ catalyst N NHCOOR
ROOC N MeO Ref. (2)
N COOR toluene COOCH3

74 Visit strem.com for new product announcements.

 Metal Catalyts for Organic Synthesis including Organocatalysts - NITROGEN
07-0283 1-[3,5-Bis(trifluoromethyl)phenyl]-3-[(1R,2R)-(-)-2-(dimethylamino)cyclohexyl]
(cont.) thiourea (R,R-TUC) [620960-26-1]

t-Bu
cat. (5% mol) O t-Bu Tech. Note (3)
N
O O 87% ee Ref. (3)
Ph N
Ph O OH H
O

O O O OH O O
cat. (1% mol) N
H + N O 91-99% ee
O
CH2Cl2, r.t.
Tech. Note (4)
SH R X S R Ref. (4)
X

OH O Ph O
cat. (10% mol) CO2tBu Tech. Note (5)
up to 92% ee
Ref. (5)
CH2Cl2, -25C
COtBu O Ph

ArO2SO cat. (5 mol%)

N O O Tech. Note (6)
Na2CO3 (10 equiv.) N up to 93% ee Ref. (6)
1 2
R1 OR2 R OR

O NR2
O O cat. (10% mol) O Tech Note (7)
H N Ref. (7)
NH2 R1 NHR2
OH
O R1

References: up to 92% ee
1. J. Am. Chem. Soc., 2005, 127, 119.
2. Synlett, 2006, 1, 137.
3. Org. Biomol. Chem. 2006, 4, 4319.
4. J. Am. Chem. Soc., 2007, 129, 1036.
5. J. Am. Chem. Soc., 2007, 129, 3830.
6. Org. Lett., 2011, 13, 6374.
7. Angew. Chem. Int. Ed. 2013, 52, 14143.
07-0284 1-[3,5-Bis(trifluoromethyl)phenyl]-3-[(1S,2S)-(+)-2- 250mg
(dimethylamino)cyclohexyl]thiourea (S,S-TUC) [851477-20-8] 1g
C17H21F6N3S; FW: 413.42; white pwdr.; []D +42 (c 1.16, CHCl3);
m.p. 87-88
Note: Sold for research purposes only.
Patents PCT Application No.: JP2004009350 (publication
WO2005000803) US Application 10/562,579, EPC Application
04746819.4
Technical Note:
1. See 07-0283 (page 74).
07-4033 1,3-Bis(2,4,6-trimethylphenyl) CH3 H3 C 500mg
imidazolium bicarbonate, min. 97% 2g
+
IMesH.HCO3 [1372124-93-0] N N
[C21H25N2]+HCO3-; FW: 366.45;
white to yellow-orange pwdr. H 3 C HCO3- CH3
moisture sensitive CH3 H3 C
Technical Notes:
1. This compound is used as a source of NHCs and can be transferred to transition metals.
2. This catalyst is used in the benzoin condensation reaction.

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 Metal Catalyts for Organic Synthesis including Organocatalysts - NITROGEN
07-4033 1,3-Bis(2,4,6-trimethylphenyl)imidazolium bicarbonate, min. 97% IMesH.HCO3
[1372124-93-0]
(cont.)

Mes Mes

N CS2 or [Pd(allyl)Cl]2 N Tech. Note (1)

or Au(SMe2)Cl
R Ref. (1)
THF, 60 C or rt
NH NH

Mes Mes

O O

Ph Tech. Note (2)

H [IMes(H)][HCO3] Ref. (1, 2)

THF, 60C OH

References:
1. J. Am. Chem. Soc., 2012, 134, 6776.
2. J. Org. Chem., 2012, 77, 10135.
07-0299 1,3-Bis(2,4,6-trimethylphenyl)imidazolium CH3 H3C 1g
chloride, min. 97% [141556-45-8] 5g
+ -
C21H25N2 Cl ; FW: 340.90; off-white to yellow pwdr. +
N N
Note: NHC Ligand Kit 3: Variety of
N-Heterocyclic Carbenes Kit component. H 3C - CH3
Cl
See (page 288). CH3 H3C
Technical Notes:
1. Precursor to the nucleophilic carbene that serves as a bulky, electron-rich "phosphine mimic"
for metal-catalyzed reactions.
(a) Palladium-catalyzed Suzuki cross-coupling of aryl chlorides.
(b) Palladium-catalyzed Kumada cross-coupling of aryl chlorides.
(c) Ruthenium-carbene catalysts for ring-closing metathesis.
(d) Suzuki coupling of aryltrimethylammonium salts.
(e) Sonogashira coupling of aryl bromides.
2. Precursor to a nucleophilic carbene that serves as catalyst.
3. Ligand for arylation of aldehydes.
4. Ligand for carbene catalyzed intermolecular arylation of C-H bonds.
5. Catalyst for boron conjugate additions to cyclic and acyclic ,-unsaturated carbonyls.
6. Ligand for dehydrogenative cyclocondensation of aldehydes, alkynes, and dialkylsilanes.
7. Precursor for carbene for conjugate silylation of alpha, beta-unsaturated carbonyls.
Pd(OAc)2 (2.5% mol)
Ligand (5% mol)
Cl + (HO)2B
R1 R2 Cs2CO3, 1,4-dioxane, 80C R1 R2 Tech. Note (1-a)
Ref. (1)

Pd2(dba)2 (1% mol)

Ligand (4% mol) Tech. Note (1-b)
ClH+ BrMg Ref. (2)
R1 R2 1,4-dioxane, 80C R1 R2

R1 R1 X
X Tech. Note (1-c)
R2 R4 Ru(IMes)(PCy3)Cl2(=CHPh) R2
Ref. (3)
R3 CH2Cl2 R3 R4

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 Metal Catalyts for Organic Synthesis including Organocatalysts - NITROGEN
07-0299 1,3-Bis(2,4,6-trimethylphenyl)imidazolium chloride, min. 97% [141556-45-8]
(cont.)

Ni/IMes HCl
NMe3 + (HO)2B Tech. Note (1-d)
R1 R2 R1 R2 Ref. (4)
OTf

Ni/IMes HCl
MeO Br + TMS Ph MeO Ph
Cs2CO3 Tech. Note (1-e)
Ref. (5)
Ar
IMESCI Tech. Note (2)
Ar H + RCOH Ref. (6)
DBU R O O
O
O OH
[Rh2(OAc)4] (3% mol)
H Ligand (3% mol)
+ (HO)2B Tech. Note (3)
KOtBu Ref. (7)
MeO MeO

[Rh2(OAc)4]
Ligand, PCy3 N Tech. Note (4)
N + Br
NaOtBu, toluene, 80C Ref. (8)
R2
H R2

O O
Catalyst (10% mol) Tech. Note (5)
Ref. (9)
1.1 equiv B2(pin)2, THF, 22C, 12h B(pin)
aqueous workup

Et Et
O R3 Tech. Note (6)
+ +
Ni(COD)2 O Si Ref. (10)
Et2SiH t R3
H R1 Ligand, KO Bu
R2 R1
Al(OiPr)3 R2

O IMes-HCl (10% mol) O

pinB-SiMe2Ph Tech. Note (7)
Ref. (11)
DBU, THF/H2O SiMe2Ph
References:
1. Organometallics, 2002, 21, 2866.
2. J. Am. Chem. Soc., 1999, 121, 9889.
3. Org. Lett., 2000, 2, 1517.
4. J. Am. Chem. Soc., 2003, 125, 6046.
5. Organometallics, 2002, 21,1020.
6. J. Am. Chem. Soc., 2004, 126, 14370.
7. Angew. Chem. Int. Ed., 2007, 46, 5750.
8. Angew. Chem. Int. Ed., 2009, 48, 8935.
9. J. Am. Chem. Soc., 2009, 131, 7253.
10. J. Am. Chem. Soc., 2008, 130, 9662.
11. J. Am. Chem. Soc., 2011, 133, 7712.

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 Metal Catalyts for Organic Synthesis including Organocatalysts - NITROGEN
07-0600 1,3-Bis(2,4,6-trimethylphenyl)imidazol- CH3 H3C 500mg
HAZ 2-ylidene, min. 98% [141556-42-5] 2g
C21H24N2; FW: 304.43; white to off-white pwdr. N N
air sensitive, moisture sensitive
Note: NHC Ligand Kit 2: H3C CH3
"Free" Carbenes Kit component. CH3 H3C
See (page 287).
Technical Notes:
1. Nucleophilic carbene that serves as a bulky, electron-rich "phosphine mimic" for metal-catalyzed
reactions.
(a) Palladium-catalyzed Suzuki cross-coupling of aryl chlorides.
(b) Ruthenium-carbene complexes serve as more reactive catalyst for ring-closing metathesis.

Pd(OAc)2 (2.5% mol)

Ligand (5% mol)
Cl + (HO)2B
R1 R2 Cs2CO3, 1,4-dioxane, 80C R1 R2

Tech. Note (1-a)

Ref. (1)
R1 R1 X
X
R2 R4 Ru(IMes)(PCy3)Cl2(=CHPh) R2
Tech. Note (1-b)
R3 CH2Cl2 R3 R4 Ref. (2-8)

References:
1. J. Org. Chem., 1999, 64, 3804.
2. Angew. Chem. Int. Ed., 2002, 41, 1290.
3. Organometalics, 1999, 121, 2674.
4. Org. Lett., 2000, 2, 1517.
5. J. Org. Chem., 2000, 65, 2204.
6. Organometalics, 1999, 18, 3760.
7. J. Am. Chem. Soc., 1999, 121, 2674.
8. J. Am. Chem. Soc., 2009, 131, 14176.
07-0318 trans-1,2-Cyclohexanediaminetetraacetic acid monohydrate, 25g
min. 98% CyDTA [125572-95-4] 100g
(HOOCCH2)2NC6H10N(CH2COOH)2H2O; FW: 346.32 (364.36);
white pwdr.
07-1226 (2R,4S)-3-[(R)-cyclopentyl(1-methyl-1H-imidazol-2-yl) (H3C)2HC 50mg
methyl]-4-(i-propyl)-2-methoxyoxazolidine, 99% 250mg
[1373441-02-1]
C17H29N3O2; FW: 307.43; white pwdr. N O
air sensitive, moisture sensitive
Technical Note: H3C
1. See 07-1222 (page 87). N OCH3
N

07-1227 (2S,4R)-3-[(S)-cyclopentyl(1-methyl-1H-imidazol-2-yl)methyl]-4- 50mg

(i-propyl)-2-methoxyoxazolidine, 99% 250mg
C17H29N3O2; FW: 307.43; white pwdr.
air sensitive, moisture sensitive
Technical Note:
1. See 07-1222 (page 87).

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 Metal Catalyts for Organic Synthesis including Organocatalysts - NITROGEN
07-0380 (11bR)-4,4-Dibutyl-2,6-bis(3,4,5-trifluorophenyl)- F 50mg
4,5-dihydro-3H-dinaphtho[2,1-c:1',2'-e]azepinium F 250mg
bromide [887938-70-7]
[C42H36F6N]+Br-; FW: 748.64; brown pwdr.
Note: Sold in collaboration with Nagase for F
research purposes only. US Patent 6,340,753.
Technical Notes: +
N Br-
1. 2nd Generation Maruoka chiral phase transfer catalyst,
for enantioselective alkylation of -amino acid derivatives,
that is easily recovered for recycle by extraction with
F
fluorous solvent.
2. Catalyst for asymmetric conjugate addition of
-substituted--cyanoacetates to ,-unsaturated acetylenic esters.
3. Phase transfer catalyzed enantioselective -alkylation. F
4. Asymmetric amination of -keto esters. F
5. Diastereo- and enantioselective conjugate addition of -substituted nitroacetates to maleimides.
6. Cyclization of -alkynyl hydrazines.
H 2N COOH
PTC
ClPh N CO2 tBu + ArCH 2Br Tech. Note (1)
Ar Ref. (1)

NC C O2 tBu PTC NC C O2 t Bu
+ CO 2 Et
CH 2 CH2 Ph PhH2 C H2 C C O2 Et
Tech. Note (2)
Ref. (2)

R1 R1
PTC Tech. Note (3)
CO2tBu + R3Br CO2tBu Ref. (3)
H R2 R2 R3

O O NHCO 2R
CO2 R
PTC Tech. Note (4)
N N N
CO 2tBu + CO 2R Ref. (4)
RO 2C
CO2 tBu

Bn
Bn O N
R1 PTC
+ O N O O Tech. Note (5)
O2N COOR2 R2OOC Ref. (5)
O2N
R1
R1
R1
EWG
EWG PTC Tech. Note (6)
N COOR2 N COOR2
Ref. (6)
N N
COOR2 COOR2

References:
1. Tetrahedron Asymm., 2006, 17, 603.
2. J. Am. Chem. Soc., 2007, 129, 1038.
3. Angew. Chem. Int. Ed., 2009, 48, 5014.
4. Tetrahedron Lett., 2009, 50, 3280.
5. Chem. Commun., 2011, 47, 10557.
6. Angew. Chem. Int. Ed., 2011, 50, 8338.
07-0381 (S)-4,4-Dibutyl-2,6-bis(3,4,5-trifluorophenyl)-4,5-dihydro-3H- 50mg
dinaphtho[2,1-c:1',2'-e]azepinium bromide [851942-89-7] 250mg
[C42H36F6N]+Br-; FW: 748.64; brown pwdr.
Note: Sold in collaboration with Nagase for research purposes only.
US Patent 6,340,753.
Technical Note:
1. See 07-0380 (page 79).

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 Metal Catalyts for Organic Synthesis including Organocatalysts - NITROGEN
07-0415 (5aR,10bS)-(+)-5a,10b-Dihydro-2-(pentafluorophenyl)- O 250mg
4H,6H-indeno[2,1-b][1,2,4]triazolo[4,3-d][1,4] 1g
oxazinium tetrafluoroborate, min. 98%
[872143-57-2] N + N
[C18H11F5N3O]+BF4-; FW: 467.10; light brown pwdr.
N F
Technical Notes:
1. Reagent used in the highly enantio- and diastereoselective,
catalytic intramolecular Stetter reaction. F F
2. Direct synthesis of -protio and -deuterio -chloro and -fluoro
carboxylic acids via asymmetric hydration. F F
3. Chemoselective conversion of -unbranched aldehydes to amides.
O EWG O
triazolium catalyst, 20 mol%
EWG
R' 20 mol% KHMDS R' Tech. Note (1)
PhMe, 23 C, 12h
X X Ref. (1,3)
42-99% ee

O O
triazolium catalyst, 10 mol%
Tech. Note (1)
R' 10 mol% KHMDS R' H
Ref. (2)
PhMe, 23 C O
R
R O O O
82-99% ee
> 95: 5 dr
O O

R H R OH
Cl Cl triazolium catalyst D/H Cl Tech. Note (2)
10 - 20 mol % Ref. (4)
or or
O H2O or D2O O
PhMe, rt
R H K2CO3, brine R OH
F D/H F

O O
triazolium catalyst Tech. Note (3)
+ Et2NH
Ph H CH2Cl2, rt Ph NEt2 Ref. (5)
90%
References:
1. J. Org. Chem., 2008,73, 2033.
2. J. Am. Chem. Soc., 2006,128, 2552.
3. Org. Lett., 2008, 10, 3141.
4. J. Am. Chem. Soc., 2010, 132, 2860.
5. Chem. Commun., 2012, 48, 145.
6. For a review, see Acc. Chem. Res., 2011, 44, 1182.
07-0414 (5aS, 10bR)-(-)-5a,10b-Dihydro-2-(pentafluoro- O 100mg
phenyl)-4H,6H-indeno[2,1-b][1,2,4]triazolo 500mg
[4,3-d][1,4]oxazinium tetrafluoroborate, min. 98%
[740816-14-2] N + N
[C18H11F5N3O]+BF4-; FW: 467.10; light brown pwdr. N F
Technical Note:
1. See 07-0415 (page 80).
F F

F F

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 Metal Catalyts for Organic Synthesis including Organocatalysts - NITROGEN
07-0417 6,7-Dihydro-2-pentafluorophenyl-5H- F 250mg
pyrrolo[2,1-c]-1,2,4-triazolium tetrafluoroborate, N F 1g
min. 98% [862095-91-8] +
+ - N N
[C11H7F5N3] BF4 ; FW: 362.99; tan pwdr.
F
Technical Notes:
1. Reagent used in the highly enantio- and diastereoselective, catalytic F
intramolecular Stetter reaction. F
2. Enantioselective synthesis of -hydroxy and -amino esters.
3. Organocatalytic iminium ion/carbene reaction cascade for the formation of 2,4-disubstituted
cyclopentenones.
4. Synthesis of allo- and epi-Inositol via the NHC-catalyzed carbocyclization of carbohydrate-derived
dialdehydes.

O EWG O
triazolium catalyst, 20 mol%
EWG
R' 20 mol% KHMDS R'
PhMe, 23 C, 12h Tech. Note (1)
X X Ref. (1,3)
42-99% ee

O O
triazolium catalyst, 10 mol%
R' R' H Tech. Note (1)
10 mol% KHMDS Ref. (2)
PhMe, 23 C O
R
R O O O
82-99% ee
> 95: 5 dr
OH O
O triazolium catalyst Tech. Note (2)
1 - 2.5 mol % R OR'
Ref. (4)
R H rt
TsHN O

R OR'

triazolium catalyst O
O O
+ 25 mol %
SO2PT R2 Tech. Note (3)
R H R2
40 oC Ref. (5)
R1

O OH
O H H
O NHC precatalyst BnO OH HO OH
20 mole% 1. NaBH4 Tech. Note (4)
Ref. (6)
2. H2, PdCl2
OBn NEt3 (15 mol%)
BnO BnO OBn HO OH

BnO OBn OBn OH

yield up to 75% 81% yield
dr > 20:1
References:
1. J. Org. Chem., 2008,73, 2033.
2. J. Am. Chem. Soc., 2006,128, 2552.
3. Org. Lett., 2008, 10, 3141.
4. Org. Lett., 2010, 12, 5052.
5. Org. Lett., 2011, 13, 4790.
6. J. Org. Chem., 2014,79, 5088.
07-0421 6,7-Dihydro-2-phenyl-5H-pyrrolo[2,1-c]- 250mg
N
1,2,4-triazolium chloride, min. 98% [828914-68-7] 1g
+
[C11H12N3]+Cl-; FW: 221.69; off-white pwdr. N N

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 Metal Catalyts for Organic Synthesis including Organocatalysts - NITROGEN
07-0421 6,7-Dihydro-2-phenyl-5H-pyrrolo[2,1-c]-1,2,4-triazolium chloride, min. 98% [828914-68-7]
(cont.)
Technical Notes:
1. Reagent used for the conversion of -haloaldehydes into acylating agents via a catalyzed internal
redox reaction.
2. Reagent used for hydrosilation of styryl and propargylic alcohols.
3. Catalyst for the synthesis of 3-substituted phthalides.
O O
triazolium salt, 20 mol% R
R OR
H 1 eq. ROH Tech. Note (1)
X 1 eq. Et3N Ref. (1)
PhMe, 25 C

triazolium catalyst
R1 R2 (10 mol %) R1 R2 Tech. Note (2)
Ref. (2)
R OH H2SiPh2, RT R OH

CHO O
triazolium cat.
R1 cinchonine Tech. Note (3)
R2 R1 O Ref. (3)
PhMe, Air R2
R3 R4 R3 R4
References:
1. J. Am. Chem. Soc., 2004, 126, 9518.
2. Chem. Eur. J., 2011, 17, 9911.
3. Org. Lett., 2014, 16, 1028.
07-0496 (2R,3S)-(-)-3,4-Dihydro-3-(i-propyl)-2-phenyl- 100mg
2H-pyrimido[2,1-b]benzothiazole, min. 98% (H3C)2HC 500mg
HyperBTM [1203507-02-1] N
C19H20N2S; FW: 308.44; white pwdr.;
[]D +288.4 N S

Technical Notes:
1. Isothiourea-mediated intermolecular Michael addition-lactonisation.
2. Isothiourea-mediated, asymmetric, Michael-lactonisation of CF3 enones.
3. -Functioalisation of 3-alkenoic acids.
4. Isothiourea-catalyzed -amination of carboxylic acids.
5. Isothiourea-catalyzed O- to C- carboxyl transfer of furanyl carbonates.
6. Isothiourea-catalyzed kinetic resolution of secondary alcohols.
7. Isothiourea-catalyzed -amination of carboxylic acidswith N-aryl-N-aroyldiazene.

i) t-BuCOCl (1.5 eq) O

O O
i-Pr2NEt (1.5 eq) Ar Tech. Note (1)
Ar O
OH R1 CO2R 2 Ref. (1)
ii) HyperBTM (10 mol%) R1 CO2R 2
i-Pr2NEt (2.5 eq)
CH2Cl2, 30 C, 16 h 21 Examples
62-87% yield
80:20 to 98:2 dr
83-99% ee

i) t-BuCOCl (1.5 eq) O

O O i-Pr2NEt (1.5 eq) Ar
O Tech. Note (2)
Ar
OH R CF3 Ref. (2)
ii) HyperBTM (1 mol%) R CF3
i-Pr2NEt (2.5 eq)
CH 2Cl2, 78 C, 16 h 28 Examples
60-93% yield
67:33 to 95:5 dr
64-99% ee

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 Metal Catalyts for Organic Synthesis including Organocatalysts - NITROGEN
07-0496 (2R,3S)-(-)-3,4-Dihydro-3-(i-propyl)-2-phenyl-2H-pyrimido[2,1-b]benzothiazole, min. 98%
HyperBTM [1203507-02-1]
(cont.)

Tech. Note (3)

Ref. (3)

i) TsCl (1.5 eq)

O NR i-Pr2NEt (1.5 eq) NHR
1 MeO2C Tech. Note (4)
Ar
OH Ar2 H Ar2 Ref. (4)
ii) HyperBTM (5 mol%)
i-Pr2NEt (1.5 eq) Ar1
CH 2Cl2, RT, 2 h 18 Examples
iii) n-BuLi/MeOH 40-71% yield
78 C to RT, 5 h 75:25 to >95:5 dr
47-99% ee

Tech. Note (5)

Ref. (5)

Tech. Note (6)

Ref. (6)

R2 O R2 OR3
HyperBTM (10 mol%) O
OR3 Tech. Note (7)
R1 O Et2O, rt R1 O Ref. (7)
O O

12 examples
References: 39-75% yield
1. J. Am. Chem. Soc., 2011, 133, 2714. 62-83% ee
2. Org. Biomol. Chem., 2014,12, 624.
3. J. Org. Chem., 2014, 79, 1640.
4. J. Org. Chem., 2014, 79, 1626.
5. Synthesis, 2011, 12, 1865.
6. Org. Biomol. Chem., 2011, 9, 559.
7. Chem. Sci., 2012, 3, 2088.
07-0970 (5aS,6R,9S,9aR)-5a,6,7,8,9,9a-Hexahydro- F 250mg
6,11,11-trimethyl-2-(2,3,4,5,6-pentafluoro- F F
1g
phenyl)-6,9-methano-4H-[1,2,4]triazolo H3C CH3
[3,4-c][1,4]benzoxazinium tetrafluoroborate
[1037287-81-2] +
N F
C19H19F5N3O; FW: 400.37; white pwdr. N
hygroscopic N F
Note: Sold in collaboration with SIOC for H3C
research purposes only. O
Patent ZL200810033107.0.

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 Metal Catalyts for Organic Synthesis including Organocatalysts - NITROGEN
07-0970 (5aS,6R,9S,9aR)-5a,6,7,8,9,9a-Hexahydro-6,11,11-trimethyl-2-(2,3,4,5,6-pentafluoro-
phenyl)-6,9-methano-4H-[1,2,4]triazolo[3,4-c][1,4]benzoxazinium tetrafluoroborate
(cont.) [1037287-81-2]
Technical Notes:
1. Chiral ligand used in the diastereoselective and enantioselective desymmetrization of -substituted
cyclohexadienones via an intramolecular Stetter reaction.
2. N-Heterocyclic, carbene-catalyzed, enantioselective intramolecular N-tethered aldehyde-ketone
reactions.
3. Desymmetrization of cyclohexadienones via intramolecular Stetter reaction to construct tricylic
carbocycles.

O O

2
R 2
R 2 R R2
O Tech. Note (1)
oxazinium salt O
10 mol% Ref. (1)
up to 96% yield
up to >99% ee
R1 R1
N KHMDS (10 mol%) N
toluene, rt

I O I O

1
R = aryl, 2-thienyl, alkyl
R2 = Me, Et, i-Pr
O O
OH
oxazinium salt
H 15 mol%
R3 R3 R2 Tech. Note (2)
R2 NaOAc (10 mol%) Ref. (2)
N dioxane, rt N

1
R O R1
up to 96% yield
up to 92% ee

O
R1O R1O
oxazinium salt O
*
10 mol%
R2 R2
KOAc (10 mol%) *
H Tech. Note (3)
Et2O, 0C Ref. (3)
O
O
up to 96% yield
up to >89% ee
References:
1. J. Org. Chem., 2012, 77, 10996.
2. ACS Catalysis, 2013, 3(4), 622.
3, Synlett, 2013, 24(10), 622.
07-0975 (5aS,6R,9S,9aR)-5a,6,7,8,9,9a-Hexahydro- H 3C CH3 250mg
H 3C CH3
6,11,11-trimethyl-2-(2,4,6-trimethyl- 1g
phenyl)-6,9-methano-4H-[1,2,4]triazolo +
[3,4-c][1,4]benzoxazinium tetrafluoroborate N
[1037287-79-8] N
C22H30N3O; FW: 352.49; N CH3
white to off-white pwdr. H3 C
O
hygroscopic
Note: Sold in collaboration with SIOC for research purposes only.
Patent ZL200810033107.0.
Technical Note:
1. See 07-0970 (page 83).

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 Metal Catalyts for Organic Synthesis including Organocatalysts - NITROGEN
07-0488 (1'R,2'R,3aS,3"aS,8aR,8"aR)-(+)-3,3", H 250mg
3a,3"a,8,8",8a,8"a-Octahydrodispiro 1g
O N
{2H-indeno[1,2-d]oxazole-2,1'-cyclohexane-
2',2"-[2H]indeno[1,2-d]oxazole}
WOLF BISOXAZOLIDINE [947515-50-6] N O
C24H26N2O2; FW: 374.48; white pwdr.; H
[]D +65.2 (c 1.0, CHCl3)
Note: Sold under license from Georgetown University for research
purposes only. Patent pending.
Technical Notes:
1. Catalyst used in the asymmetric addition of diethylzinc to aldehydes synthesis of
chiral alcohols.
2. Catalysts used in the asymmetric addition of acetylenes and silylacetylenes to
aldehydes.
3. Catalyst used in the asymmetric addition of nitromethane to aldehydes synthesis of
-hydroxynitromethanes.

catalyst (2 mole %)
O OH
Et2Zn, 25C
Tech. Note (1)
toluene:hexanes (1:4) Ref. (1)
Ar H Ar *
hydrolysis

OH
O catalyst (10 mole %)
*
Me2Zn, -4C Tech. Note (2)
+Ph Ph Ref. (2)
Ph H
Ph
90%, 93%ee

OH
O catalyst (8 mole %)
Me2Zn, -15C * NO2 Tech. Note (3)
+ MeNO2 Ref. (3)
Ph
Ph H 92%, 92%ee

References:
1. Org. Lett., 2007, 9, 2965.
2. J. Am. Chem. Soc., 2006, 128, 10996.
3. Org. Lett., 2008, 10, 1831.
07-1219 (4S,4'S)-2,2'-(1-Phenylpropane-2,2-diyl)bis(4-phenyl-4,5- 250mg
dihydrooxazole) (S)-BnPh-SaBOX [1404433-37-9] 1g
C27H26N2O2; FW: 410.51; white solid H3C
Technical Note:
O O
1. Ligand used in the copper-catalyzed, highly diastereo- and
enantioselective cyclopropanation of 1,2-disubstituted alkenes.
N N

O
H (S)-BnPh-SaBOX/CuOTf CO2R
OR (5 mol%)
N2 +
CH3CO2Bui, 30 C, 4 MS R1 R2
1 R2
R up to 99% yield
R = 2,6-Me2C6H3 Tech. Note (1)
>99:1 trans/cis Ref. (1)
1 2 98% ee
R = aryl, R = alkyl
catalyst loading can be lowered to 0.05 mol%

Reference:
1. Angew. Chem. Int. Ed., 2012, 51, 8838.

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 Metal Catalyts for Organic Synthesis including Organocatalysts - NITROGEN
07-1216 (3aS,3a'S,3a"S,8aR,8a'R,8a"R)-2,2',2"- 250mg
(Propane-1,2,2-triyl)tris(8,8a-dihydro-3aH- O 1g
indeno[1,2-d]oxazole) (S,R)-In-TOX [1239015-11-2]
H 3C
C33H29N3O3; FW: 515.60; white solid N
Technical Notes: O O
1. Ligand used in the nickel-catalyzed, highly
enantioselective, ring-opening reactions and N N
kinetic resolution of donor-acceptor cyclopropanes
with amines.
2. Ligand used in the nickel- catalyzed, highly
enantioselective, [3+3] cycloaddition of
aromatic azomethine imines with cyclopropanes.
3. Highly efficient and enantioselective, -arylation of cycloalkanones via a scandium-
catalyzed diazoalkane-carbonyl homologation.
4. Ligand used in the copper-catalyzed, asymmetric Nazarov reaction,
5. Ligand used in the copper-catalyzed coupling of alkynes with nitrones.

CO2 R (S,R)-In-TOX/Ni(ClO 4)2 R2 R3

R2 R3 (10 mol%) N CO2R
CO2 R + N
1
H o R1 CO2R Tech. Note (1)
R DME, 4 MS, 40 C, N2
Ref. (1)
R1 = aryl, heteroaryl up to 99% yield,
up to 98% ee
R2, R3 = aryl, alkyl, allyl etc.

CO2R (S,R)-In-TOX/Ni(ClO 4)2 X

N
+ X (10 mol %) NCOR 2 Tech. Note (2)
CO2 R N
R1 NCOR 2
RO2C Ref. (2)
1
DME, 4 MS R
RO2C
R1 = aryl, heteroaryl, vinyl 40 C, N2
81-99% yield
R = alkyl, R2 = aryl up to >20:1 dr
86-98% ee
O
O (R,S)-In-TOX/Sc(OTf)3
H Ar H
(5-10 mol %) Ar
+
N2 Tech. Note (3)
n toluene, -78 C, n
Ref. (3)
n = 1-3
up to 99% yield, 96% ee

O O In-TOX/Cu(BArF)2 O O
(10 mol%) O
O
OMe OMe
t Tech. Note (4)
BuOMe, HFIP, 25 C
Ph Ph Ref. (4)

homochiral (S,R)-In-TOX: 73%, >99:1 dr, 85% ee

heterochiral epi-In-TOX: 90%, >99:1 dr, 92% ee

(S,R)-In-TOX/CuOTfTol Ph Ph Ph Ph
Ph Ph O (10 mol%)
N
+ + Tech. Note (5)
N N Ref. (5)
H Ph CH3CN, Cy 2NH O Ph O Ph
0 C, N2

68%, 90/10 (cis/trans), 90% ee

References:
1. J, Am. Chem. Soc., 2012, 134, 9066.
2. Angew. Chem. Int. Ed., 2013, 52, 1452.
3. Synthesis 2012, 44, 686.
4. Angew. Chem. Int. Ed., 2010, 49, 4463.
5. Tetrahedron, 2012, 68, 5042.

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 Metal Catalyts for Organic Synthesis including Organocatalysts - NITROGEN
07-1222 (2R,4S)-3-[(R)-(i-propyl)(1-methyl-1H-imidazol-2-yl) (H3C)2HC 50mg
methyl]-4-(i-propyl)-2-methoxyoxazolidine, 99% 250mg
[1334170-82-9]
C15H27N3O2; FW: 281.39; white solid (H3C)2HC
N O
air sensitive, moisture sensitive
Technical Notes: H3C
1. Scaffolding catalyst used in a silyl transfer reaction. N OCH3
2. Scaffolding catalyst used for the regiodivergent resolution N
on a racemic mixture.

OH OH OH OTBS

TBSCl (2 equiv), PMP (1.2 equiv)

Tech. Note (1)
PMP(HCl) (3 mol%), THF, RT, 4 h, Ref. (1)
catalyst (20 mol%)

OH OH OTES
10-15% catalyst, TESCl, DIPEA
OH OTES + OH
R 20% DIPEA.HCl R R
0C, t-AmOH (0.07M) Tech. Note (2)
Ref. (2)
References:
1. Angew. Chem. Int. Ed., 2011, 50, 8167.
2. J. Am. Chem. Soc., 2012, 134, 7321.
3. Nature Chem. 2013, 5, 790.
07-1223 (2S,4R)-3-[(S)-(i-propyl)(1-methyl-1H-imidazol-2-yl)methyl]-4- 50mg
(i-propyl)-2-methoxyoxazolidine, 99% 250mg
C15H27N3O2; FW: 281.39; white solid
air sensitive, moisture sensitive
Technical Note:
1. See 07-1222 (page 87).
07-1885 Pyridinium trifluoromethanesulfonate, min. 97% [52193-54-1] 5g
[C5H5NH]+CF3SO3-; FW: 229.18; white pwdr.; m.p. 221-223 25g
Technical Note:
1. Catalytic amounts of pyridinium triflate in conjunction with silylbenzamide is a versatile
reagent for the silylation of alcohols.
Reference:
1. J. Chem. Soc., Chem. Comm., 2001, 2478.

Metal Catalyts for Organic Synthesis including Organocatalysts - OSMIUM

76-2950 Osmium(VIII) oxide (99.95+%-Os) [20816-12-0] 250mg
amp OsO4; FW: 254.20; pale yellow xtl.; m.p. 41-42; d. 4.906 500mg
HAZ 1g
5 x 1g
76-2956 Osmium(VIII) oxide, Microencapsulated in a Styrene Polymer 1g
HAZ (~10%OsO4)
OsO4; black solid
Technical Note:
1. Microencapsulated Osmium (VIII) oxide, in combination with a suitable co-oxidant, is a useful catalyst for
the asymetric dihydroxylation of olefins to yield chiral diols. The encapsulated OsO4 is easily separated
from the reaction mixture and is reusable. Furthermore, encapsulation suppresses the volatilization of
hazardous osmium tetroxide.

MC OsO4 (5 mol%) OH

water-acetone-acetonitrile (1:1:1) OH
N-methylmorpoline N-oxide, rt, 12 hours
Reference:
1. J. Org. Chem., 1998, 63, 6094.
[email protected] [email protected] [email protected] [email protected] 87
 Metal Catalyts for Organic Synthesis including Organocatalysts - OSMIUM
76-2970 Tetraoxopyridineosmium(VIII) 5g
(~7.5% Os) polymer-bound FibreCat N OsO4
yellow, fibrous solid
Technical Note:
1. A stable polymer-bound osmium tetroxide useful for the hydroxylation of olefins. Use of this
catalyst effectively eliminates the hazard of working with osmium tetroxide in the free state,
while still maintaining its activity as a catalyst.
OH

COOEt COOEt

Metal Catalyts for Organic Synthesis including Organocatalysts - PALLADIUM

96-6715 BASF Blocking Group Removal Catalyst Kit
See (page 253).
96-6717 BASF Heterogeneous Catalyst Kit
See (page 253).
96-6719 BASF Palladium Catalyst Kit
See (page 254).
96-5508 Buchwald Palladacycle Precatalyst Kit 3 (Chloro- 2'-amino-1,1'-biphenyl-2-yl - Palladacycles Gen. 2)
See (page 258).
96-5512 Buchwald Palladacycle Precatalyst Kit 4
(Methanesulfonato-2'-methylamino-1,1'-biphenyl-2-yl- Palladacycles Gen. 4)
See (page 259).
96-3790 Kit of CatKits - Single-Use Vials for Low Catalyst Loading Experiments
See (page 260).
46-0025 Acetato(2'-di-t-butylphosphino-1,1'-biphenyl-2-yl) 250mg
palladium(II), min. 98% [577971-19-8] C(CH3)3 1g
C22H29O2PPd; FW: 462.86; off-white pwdr. C(CH3)3
P

Technical Note: Pd O
1. Air and thermally stable, one-component precatalyst for the O C
amination of aryl halides.
CH3
R catalyst/base R
Cl + HN(R1)R2 N(R1)R2

Reference:
1. Org. Lett., 2003, 5, 2413.
46-0970 Acetato(2,9-dimethyl-1,10-phenanthroline) 100mg
palladium(II) dimer bis(trifluoromethanesulfonate), 500mg
99% [959698-19-2]
C34H30F6N4O10Pd2S2; FW: 1045.59; dark orange pwdr.
N +2 N
Technical Note: Pd
1. This dimeric palladium complex is used in the H3C CH3
H3C(O)CO OC(O)CH3 (OTf)2
chemoselective oxidation of polyols. H3C CH3
Pd
N +2 N

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Metal Catalyts for Organic Synthesis including Organocatalysts - PALLADIUM
46-0970 Acetato(2,9-dimethyl-1,10-phenanthroline)palladium(II) dimer
bis(trifluoromethanesulfonate), 99% [959698-19-2]
(cont.)
OH OH OH O

Pd-catalyst, O2
86%, 98%ee
OH OH OH OH

OH O
Pd-catalyst, bq
HO OH HO OH
65%

OH O

OH Pd-catalyst, O2 O
76%, (X = NBoc)
X X

X = O, NBoc
[O] = air, O2, benzoquinone
Reference:
1. J. Am. Chem. Soc., 2013, 135, 7593.
46-0039 Allylchloro[1,3-bis(2,6-di-i-propylphenyl)-4,5- 250mg
dihydroimidazol-2-ylidene]palladium(II), 97% 1g
[478980-01-7]
C30H43ClN2Pd; FW: 573.55; white pwdr. N N
Note: Sold in collaboration with Umicore for
research purposes only. Patent WO 2004014550, Pd
US 6,316,380 and EP 721 953 A1. Cl
Technical Notes:
1. Catalyst for the cross-coupling of aryl chlorides or bromides with aromatic amines.
2. Catalyst for the -arylation of ketones.
3. Catalyst for anaerobic alcohol oxidation.

Me 5 mol% Pd catalyst Me
NaOtBu
S S
Br + H2N Me NH Me
toluene, r.t. Tech. Note (1)
15 h (Ref. 1,2)
Br Me Br Me

1 mol% Pd catalyst O
Cl O NaOtBu 1 R2 Tech. Note (2)
R Ref. (3)
+ R 2
R1 THF, 50-70 C
R 1-4 h R

1 mol% Pd catalyst
OH 4-chlorotoluene O
1 2 1 Tech. Note (3)
R R NaOt-Bu R R2 Ref. (4)
toluene, 40 C

References:
1. Organometallics, 2009, 28, 5253.
2. Organometallics, 2002, 21, 5470.
3. Org. Lett., 2002, 4, 4053.
4. J. Org. Chem., 2011, 76, 1390.

[email protected] [email protected] [email protected] [email protected] 89

 Metal Catalyts for Organic Synthesis including Organocatalysts - PALLADIUM
46-0040 Allylchloro[1,3-bis(2,6-di-i-propylphenyl) 250mg
imidazol-2-ylidene]palladium(II), 98% 1g
[478980-03-9]
C30H41ClN2Pd; FW: 571.53; white pwdr.; N N
m.p. 190 dec.
Note: Sold in collaboration with Umicore for research
purposes only. Patent WO 2004014550, US 6,316,380 Pd
and EP 721 953 A1. Cl
Technical Notes:
1. Catalyst for the cross-coupling of aryl chlorides with boronic acids.
2. Catalyst for the diamination of conjugated dienes and trienes.
3. Catalyst for the dehalogenation of aryl chlorides.
4. Catalyst for anaerobic alcohol oxidation.
5. Catalyst for anaerobic ketone oxidation and domino oxidation/-arylation.

50 ppm Pd catalyst MeO

N B(OH)2 KOtBu N
Cl +
N iPrOH, 80 C N Tech. Note (1)
OMe 3h
H H Ref. (1)

O
O 5 mol% Pd catalyst
tBu
15 mol% NaOtAm
N N tBu
+ tBu tBu
R1 N N THF, 65 C
R2 12 h R1 R2
Tech. Note (2)
Ref. (2)
0.025 mol% Pd catalyst
Cl NaOtBu H
Tech. Note (3)
iPrOH, 120 C Ref. (3)
R 2 min, microwave R

1 mol% Pd catalyst
OH 4-chlorotoluene O
Tech. Note (4)
1 2 1
R R NaOt-Bu R R2 Ref. (4)
toluene, 40 C

2 mol% Pd catalyst O
OH 4-chlorotoluene O then Ar2-Cl R
Ar1 Tech. Note (5)
R R Ref. (4)
Ar1 KOt-Bu Ar1 80 C Ar 2
toluene, 40 C
References:
1. Chem. Eur. J., 2006, 12, 5142.
2. J. Org. Chem., 2004, 72, 7038.
3. J. Org. Chem., 2004, 69, 3173.
4. J. Org. Chem., 2011, 76, 1390.
46-0045 Allylchloro[1,3-bis(2,4,6-trimethylphenyl) CH3 H 3C 250mg
imidazol-2-ylidene]palladium(II), 98% 1g
[478980-04-0] H3C N N CH3
C24H29ClN2Pd; FW: 487.37; white pwdr.
Note: Sold in collaboration with Umicore for CH3 Pd H3C
research purposes only. Patent WO 2004014550, Cl
US 6,316,380 and EP 721 953 A1.
Technical Notes:
1. See 46-0039 (page 89).
2. Catalyst for conjugate allylation reactions.
3. Catalyst for microwave assisted anaerobic alcohol oxidation.
10 mol% Pd catalyst CN
CN KOtBu, tAmOH
1 + Bpin R1 Tech. Note (2)
R R Ref. (1)
R THF, r.t.
24 h
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Metal Catalyts for Organic Synthesis including Organocatalysts - PALLADIUM
46-0045 Allylchloro[1,3-bis(2,4,6-trimethylphenyl)imidazol-2-ylidene]palladium(II), 98%
(cont.) [478980-04-0]
0.05 mol% Pd catalyst
OH 2,4-dichlorotoluene O
Tech. Note (3)
R1 R2 NaOt-Bu R 1 R2 Ref. (2)
microwave, 12 0 C

References:
1. Tetrahedron, 2009, 65, 3197.
2. J. Org. Chem., 2011, 76, 1390.
46-0100 Allylpalladium chloride dimer, min. 98% 500mg
Cl
[12012-95-2] 2g
Pd Pd
[C3H5PdCl]2; FW: 365.86; yellow xtl.; m.p. 120 dec. 10g
air sensitive, (store cold) Cl
Note: Palladium Kit component. See (page 254).
Technical Notes:
1. Precatalyst for the enantioselective hydrosilylation of olefins.
2. Precatalyst for asymmetric allylic alkylation and amination.
3. Used as a palladium source for cross-coupling reactions.
4. Can be used with Trost ligands.
5. Catalyst for the carbostannylation of alkynes.
6. Used as a precatalyst for "-arylation of aldehydes.
1. [Pd(allyl)Cl]2 / MOP
40 oC OH
R + HSiCl3 Tech. Note (1)
2. EtOH, Et3N R Ref. (1,2)
3. H2O2

[Pd(allyl)Cl]2 Ph
* Ph
Ph Ph Ligand
R +
N Tech. Note (2)
H OAc K2CO3, MeCN R Ref. (3,4,5)
40 oC N
H

[Pd(allyl)Cl]2
R' (HO)2B R'' Ligand R' R''
OCO2CH3 +
Tech. Note (3)
K2CO3, DMF Ref. (6,7,8)
80 oC
5 mol% Ph
SnBu3 H [Pd(allyl)Cl]2
+
Ph SnBu3 Tech. Note (5)
H Ligand
Ref. (12)

[Pd(allyl)Cl]2 CHO
Br dppf
R' Tech. Note (6)
R' CHO + Ref. (13)
R'' Cs2CO3
1,4-dioxane, 80 oC R''
References:
1. J. Am. Chem. Soc., 1991, 113, 9887.
2. Tetrahedron, 1994, 50, 335.
3. J. Am. Chem. Soc., 2007, 129, 7718.
4. Org. Lett., 2007, 9, 4295.
5. Org. Lett., 2008, 10, 501.
6. Org. Lett., 2005, 7, 945.
7. Synlett, 2005, 2057.
8. Tetrahedron, 2007, 63, 9393.
9. J. Am. Chem. Soc., 2006, 128, 2540.
10. Org. Lett., 2006, 8, 2027.
11. Angew. Chem. Int. Ed., 2007, 46, 6123.
12. J. Am. Chem. Soc., 1998, 120, 2975.
13. Angew. Chem. Int. Ed., 2008, 47, 2127.
14. Chem. Rev., 1996, 96, 395. (review)
15. Science of Synthesis, 2002, 1, 113
[email protected] [email protected] [email protected] [email protected] 91
 Metal Catalyts for Organic Synthesis including Organocatalysts - PALLADIUM
46-0101 Allylpalladium chloride dimer, supported on poly(ethylene 250mg
glycol)polystyrene graft copolymer beads [~6% (C3H5PdCl)2]
[C3H5PdCl]2; yellow solid
air sensitive, (store cold)
Technical Notes:
1. Resin supported Allylpalladium chloride dimer is a highly active catalyst useful in allylic substitution
reactions, hydrocarbonylation of aryl halides, and cross-coupling of aryl halides and allylacetates with aryl
boron reagents. The supported complex can easily be separated from the reaction mixture, and is
reusable.
2. See 46-0100 (page 91).
Pd-PEP
(2 mol % Pd) Ph R
Ph R
Ref. (1)
OAc 5/K2CO3 or NaBPh4
H2O, 25o C

Pd-PEP
(3 mol % Pd), CO (1 atm)
I COOH Ref. (2)
X aqueous alkaline, 25o C X

Pd-PED
X (HO)2B (2 mol % Pd)
+ or NaBPh4 R' Ref. (1)
R
R' aq. KOH, 25o C R

References:
1. J. Org. Chem., 1999, 64, 3384.
2. J. Org. Chem., 1999, 64, 6921.
46-1550 Bis(acetato)triphenylphosphinepalladium(II) 1g
(~5% Pd) polymer-bound FibreCat 5g
yellow, fibrous solid
Technical Note:
O
1. Versatile polymer-bound catalyst used in the P
Suzuki coupling of aryl bromides and iodides Pd CH CH3
with boronic acids. The polymer-bound catalyst is O O
generally more selective than the free homogeneous CH3
catalyst, and palladium leaching is very low.
O
46-0210 Bis(dibenzylideneacetone)palladium(0) [32005-36-0] 250mg
(C6H5CH=CHCOCH=CHC6H5)2Pd; FW: 575.00; purple pwdr. 1g
air sensitive, moisture sensitive 5g
25g
Technical Note:
1. See 46-3000 (page 133).

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Metal Catalyts for Organic Synthesis including Organocatalysts - PALLADIUM
46-0228 trans-Bis(dicyclohexylamine)bis(acetato) 250mg
palladium(II) DAPCy [628339-96-8] O 1g
Pd[(C6H11)2NH]2(CH3COO)2; FW: 587.14; yellow xtl.
H C
N O CH3
Pd
Technical Notes:
1. Pd-catalyzed coupling of aryl iodides with triarylbismuths. H3C O N
C
2. Pd-catalyzed Suzuki Coupling Reactions of aryl bromides H
under mild aerobic conditions. O

Pd complex
9 mol%
I + Bi
KOAc (3 equiv)
DMF, 35C, 2 h Tech. Note (1)
R1 R2 3 R1 R2 Ref. (1)
3 equiv 1 equiv 3 equiv

Pd complex
R 2 mol% R Tech. Note (2)
Ar Br + (HO)2B Ar Ref. (2)
Cs2CO3, dioxane or
K3PO4, EtOH
References:
1. Tetrahedron Lett., 2010, 51, 6101.
2. J. Org. Chem., 2004, 69, 4330.
46-0828 Bis{[4-(N,N-dimethylamino)phenyl]di-t-butylphosphino} 250mg
palladium(0), min. 98% Pdamphos [1233717-68-4] 1g
C32H56N2P2Pd; FW: 637.17; white pwdr.
air sensitive C(CH ) 3 3 (H3C)3C
Pd
P P
H3C CH3
C(CH3)3 (H3C)3C
N N

H3C CH3

Note: Sold in collaboration with JM for research purposes only.

Technical Note:
1. Catalyst used for the Heck alkynylation of aryl and heteroaryl chlorides.

R2 Pd catalyst R2
(no copper)
1 +
R H
A' A'
Base, 80-110C n
1 X n CH3CN or DMF A
R = aryl, alkyl, propargyl A R '
n = 1,2
A, A' = CH, N, or S
X = Br or Cl Tech. Note (1)
Ref. (1)
Reference:
1. J. Org. Chem., 2013, 78, 568.

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 Metal Catalyts for Organic Synthesis including Organocatalysts - PALLADIUM
46-0230 N,N'-[Bis(2,6-dimethylphenyl)-1,3-dimethyl-1,3- H3 C CH3 50mg
propanediylidene](methyl) (triethylphosphine) 250mg
palladium(II), min. 97% [1224879-40-6] CH3 H 3C
N N
C28H43N2PPd; FW: 545.05; light brown pwdr.
Pd
air sensitive
CH3 H3C
H3 C PEt3
Technical Notes:
1. Catalyst used in the general method for the Heck and Buchwald-Hartwig coupling reactions of aryl
chlorides.
2. Extremely active and general catalyst for the Suzuki coupling reaction of unreactive aryl
chlorides.

R' Pd catalyst (1.0 mol%) R'

K3PO4, DMF-H2O
+ Tech. Note (1)
Cl R
Ref. (1)
R' R'
Pd catalyst (0.5 mol%)
R H N N
t-BuOK, DME
R'' R''
R

Pd catalyst (0.1 mol%) 50C Tech. Note (2)

Cl + (HO)2B Ref. (2)
K2CO3, EtOH-H2O R1 R2
R1 R2

Ar
Pd catalyst (0.15 mol%) 60C Tech. Note (2)
Ar + 2 (HO)2B Ref. (2)
Cl Cl K2CO3, EtOH-H2O
R
R R
R

Cl

Pd catalyst (0.3 mol%) 60C

+ 3 (HO)2B Tech. Note (2)
Cl Cl R K2CO3, EtOH-H2O Ref. (2)

R R

R R

Cl Cl
Tech. Note (2)
Pd catalyst (0.5 mol%) 80C
Ref. (2)
+ 4 (HO)2B
Cl Cl R K2CO3, EtOH-H2O

R R
References:
1. Org. Lett., 2011, 13, 5540.
2. Org. Lett., 2011, 13, 252.

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Metal Catalyts for Organic Synthesis including Organocatalysts - PALLADIUM
46-0226 [1,3-Bis(2,6-di-i-propylphenyl)-4,5- CH(CH3)2 (H3C)2HC 100mg
dihydroimidazol-2-ylidene]{2-[(dimethyl- N N
500mg
amino-kN)methyl]phenyl-kC}(pyridine)
CH(CH3)2 (H3C)2HC
palladium(II) tetrafluoroborate, min. 97%
PACC H3C
+
[C41H55N4Pd]BF4-; FW: 797.13; pale yellow solid N Pd N BF4-
H3C
air sensitive
Note: Sold under license from Kanata for research
purposes only. US App. No. 61/324,022.
Technical Note:
1. See 46-0224 (page 97).
46-0220 1,3-Bis(2,6-di-i-propylphenyl)imidazol- 250mg
2-ylidene(1,4-naphthoquinone) 1g
palladium(0) dimer, 96% [649736-75-4] O
[(C27H36N2)(C10H6O2)Pd]2; FW: 1306.3;
violet solid N O N
air sensitive Pd Pd
Note: Sold in collaboration with Umicore O N
N
for research purposes only.
Patent WO 2004014550, US 6,316,380
and EP 721 953 A1. O
Technical Note:
1. See 46-0265 (page 98).
46-0205 [P,P'-1,3-Bis(di-i-propylphosphino)propane] 250mg
[P-1,3-bis(di-i-propylphosphino)propane] 1g
palladium(0), 98% [123333-45-9] P
[CH2{CH2(P(C3H7)2}2]Pd Pd P P
[(C3H7)2PCH2CH2CH2P(C3H7)2]; FW: 659.18; P
yellow oil to solid
air sensitive, (store cold)
Technical Notes:
1. Catalyst for the cross-methylation of aryl chlorides using stabilized dimethylaluminum or dimethylgallium
reagents.
2. Catalyst used in base-free olefin arylation.
3. Catalyst for the efficient carbonylation of aryl chlorides.

Cl Pd(dppp)2 CH3
Me2AlL or Me2GaL Tech. Note (1)
Ref. (1)
o
R C6H6, 90 C
R

Cl
Zn
+ PhCH CH2 Pd(dppp)2 CH CH
Tech. Note (2)
DMF, 140 C R Ref. (2)
R

Pd(dppp)2
CO Tech. Note (3)
Cl + n-BuOH COOBu
NaOAc Ref. (3,4)

References:
1. Synthesis, 2000, 4, 571.
2. Organometallics, 1993, 12, 4734.
3. J. Am. Chem. Soc., 1989, 111, 8742.
4. J. Chem. Soc. Chem. Comm., 1989, 1816.

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 Metal Catalyts for Organic Synthesis including Organocatalysts - PALLADIUM
46-0245 1,2-Bis(phenylsulfinyl)ethanepalladium(II) acetate, 250mg
min. 98% Christina White Catalyst [858971-43-4] 1g
C18H20O6PdS2; FW: 502.90; orange to brown pwdr.
(store cold) S S
Technical Notes: O O
Pd
1. Catalyst for allylic oxidation.
H3CCOO OOCCH3
2. Catalyst for oxidative Heck reactions.
3. Catalyst for allylic alkylation.
4. Catalyst for allylic amination.

10 mol% Pd catalyst
2 eq BQ OAc
Tech. Note (1)
TBDPSO CH2Cl2, AcOH (1:1) TBDPSO Ref. (1)
40 C, 72 h

10 mol% Pd catalyst
R1 B(OH)2 2 eq BQ, 4 eq AcOH R1 Tech. Note (2)
+
R 2 Dioxane, r.t. Ref. (2)
R2
R 4h R

10 mol% Pd catalyst
EWG 1.5 eq DMBQ, 0.5 eq AcOH EWG
+ Tech. Note (3)
NO2 Dioxane, DMSO (4:1) NO2 Ref. (3)
R 45 C, 24 h R

10 mol% Pd catalyst
Ts 6 mol% DIPEA Ts
2 eq BQ
R HN OMe R N OMe
+ Tech. Note (4)
TBME Ref. (4)
O 45 C, 72 h O
References:
1. J. Am. Chem. Soc., 2004, 126, 1346.
2. J. Am. Chem. Soc., 2008, 130, 11270.
3. J. Am. Chem. Soc., 2008, 130, 14090.
4. J. Am. Chem. Soc., 2009, 131, 11701.
46-0252 Bis(tri-t-butylphosphine)palladium(0), 98% [53199-31-8] 250mg
Pd[P(C4H9)3]2; FW: 511.06; off-white xtl. 1g
air sensitive 5g
Technical Notes:
1. Introduced as an easier to handle Pd/P(t-Bu)3-based catalyst for the Negishi cross-coupling of
aryl/vinyl chlorides.
2. A versatile catalyst for the cross-coupling of aryl and vinyl chlorides.
3. Catalyst for the amination of aryl chlorides and bromides using aqueous hydroxide bases.
4. Useful catalyst for the cross-coupling of heteroaromatic carboxylic acids.
5. Pd-catalyzed Newnan-Kwart rearrangement of O-aryl thiocarbamates.
6. Cross-coupling of silanolates and halides.
7. Elimination/isomerization of enol triflates derived from -ketoesters.

Pd[P(t-Bu)3]2 Tech. Note (1)

R ZnCl + R' Cl R R' Ref. (1-3)

Pd[P(t-Bu)3]2
+ Tech. Note (2)
R1 Cl R2 M R1 R2 Ref. (4,5)

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Metal Catalyts for Organic Synthesis including Organocatalysts - PALLADIUM
46-0252 Bis(tri-t-butylphosphine)palladium(0), 98% [53199-31-8]
(cont.)

R2 Pd[P(t-Bu)3]2 R2
Tech. Note (3)
Ar X + HN Ar N Ref. (6)
R3 R 3

X Pd[P(t-Bu)3]2 X
COOH Ph Tech. Note (4)
Y + PhBr Y Ref. (7)
R R

O NMe2 Pd[P(t-Bu)3]2 S NMe2

Ar Ar Tech, Note (5)
S O Ref. (8)

Pd[P(t-Bu) 3] 2 Tech. Note (6)

Si + Ar2 Cl (Br) Ref. (9)
M Ar Ar2
Ar O

OTf Pd[P(t-Bu)3]2 CO2Et

CO2Et Tech. Note (7)
i-Pr2NEt TsN Ref. (10)
TsN TMSOTf

References:
1. J. Am. Chem. Soc., 2001, 123, 2719.
2. Handbook of Palladium Catalyzed Organic Reactions, 1997.
3. Palladium Reagents and Catalysis, 1995 (Tsuji).
4. J. Am. Chem. Soc., 2002, 124, 6343.
5. J. Am. Chem. Soc., 2001, 123, 2719.
6. J. Org. Chem., 2002, 67, 6479.
7. J. Am. Chem. Soc., 2006, 128, 11350.
8. Angew. Chem. Int. Ed., 2009, 48, 7612.
9. J. Am. Chem. Soc., 2009, 131, 3104.
10. Angew. Chem. Int. Ed., 2011, 50, 6128.
46-0224 [1,3-Bis(2,4,6-trimethylphenyl)-4,5-dihydro- CH3 H3C 100mg
imidazol-2-ylidene]{2-[(dimethylamino- H 3C N N CH3 500mg
kN)methyl]phenyl-kC}(pyridine) CH3 H3C
palladium (II) tetrafluoroborate, min. 97% H 3C +
PACC N Pd N BF4-
H3C
[C35H43N4Pd]BF4-; FW: 712.97; pale yellow solid
air sensitive
Note: Sold under license from Kanata for research
purposes only. US App. No. 61/324,022.
Technical Notes:
1. Catalyst used for Suzuki-Miyaura Coupling.
2. Catalyst used for Negishi Coupling.
3. Catalyst used for Heck-Mizoroki Coupling.

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 Metal Catalyts for Organic Synthesis including Organocatalysts - PALLADIUM
46-0224 [1,3-Bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidene]{2-[(dimethylamino-
(cont.) kN)methyl]phenyl-kC}(pyridine)palladium (II) tetrafluoroborate, min. 97% PACC

Br B(OH)2

PACCTM, Cs2CO3
Solvent
+
16 h, 80C Tech. Note (1)
Ref. (1)
Br ZnBr

PACCTM, THF
+ OCH3
2 h, RT Tech. Note (2)
Ref. (1)

OCH3
Br

COOR'
PACCTM, dioxane
+ COOR'
Tech. Note (3)
16 h, 100C
Ref. (1)
R
R'
Reference:
1. US Patent Application No. 61/324,022.
46-0265 1,3-Bis(2,4,6-trimethylphenyl)imidazol- 250mg
2-ylidene(1,4-naphthoquinone) 1g
palladium(0) dimer, 96% [467220-49-1] O
[(C21H24N2)(C10H6O2)Pd]2; FW: 1138.00;
orange-red pwdr. N
air sensitive N O
Pd Pd
Note: Sold in collaboration with Umicore for O
N N
research purposes only.
Patent WO 2004014550, US 6,316,380 and
EP 721 953 A1. O
Technical Notes:
1. Catalyst for Heck reactions in ionic liquids.
2. Catalyst for the cross-coupling of aryl diazonium salts.
3. Catalyst for the Kumada cross-coupling of alkyl chlorides.

Pd-carbene
Cl NaOAc R1
+ R1 Tech. Note (1)
nBu4NBr Ref. (1)
R R

N2BF4 B(OH)2 Pd-carbene

NaOAc
Tech. Note (2)
MeOH, 50 C R1 Ref. (2)
R 1
R
R

MgBr 4 mol% Pd
+ Cl NMP, r.t. Tech. Note (3)
1h Ref. (3)
References:
1. Org. Lett., 2002, 4, 3031.
2. Chem. Eur. J., 2002, 8, 3901.
3. J. Organomet. Chem., 2003, 687, 403.

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Metal Catalyts for Organic Synthesis including Organocatalysts - PALLADIUM
46-0262 Bis(tri-o-tolylphosphine)palladium(0), min. 98% [69861-71-8] 250mg
C42H42P2Pd; FW: 715.15; yellow xtl. 1g
air sensitive
Technical Note:
1. Catalyst used in the palladium-catalyzed amination of aryl and heteroaryl tosylates at
room temperature.
0.05-1mol% Pd[P(o-tol)3]2
0.05-1mol% CyPf-t-Bu
OTs + RNH2 NHR
X NaOt-Bu, toluene, 25C
X
X = CH, N
Reference:
1. J. Am. Chem. Soc., 2008, 130, 13848.
46-0367 Chloro{[BrettPhos][2-(2-aminoethylphenyl]palladium(II)]}/ 100mg
[BrettPhos] admixture (molar PdP/P = 1:1) 500mg
white pwdr.
Note: Patents: US 6,395,916, US 6,307,087.
Technical Notes:
1. Catalyst for cross-coupling reactions using aryl mesylates with electron-deficient anilines.
2. Catalyst for rapid C-N bond-forming processes at low catalyst loading.
3. Cross-coupling of 3-Bromo-2-aminopyridine with primary amines.

1 mole% Pd, 1 mole% ligand

Tech. Note (1)
ArOMs + H2NAr' ArN(H)Ar' Ref. (1)
K2 CO3. t-BuOH, 110C

0.01-0.05 mol% Pd
0.01-0.05 mol% ligand
ArCl + H2 NAr' Tech. Note (2)
ArN(H)Ar' Ref. (1)
NaOt-Bu, Bu2 O, 80-110 C, 1 h
R

Br N
Pd(Brettphos) H
RNH2 + Tech. Note (3)
Ref. (2)
LiHMDS (4 mol%), THF
N NH2 65C N NH2

References:
1. J. Am. Chem. Soc., 2008, 130, 13552.
2. Org. Lett., 2011, 13, 1984.
46-0815 Chloro(1-t-butylindenyl)[1,3-bis(2,6-di-i-propylphenyl) 100mg
imidazol-2-yl]palladium(II), 98% 500mg
C40H51ClN2Pd; FW: 701.72; orange pwdr. C(CH3)3
Technical Note: N Pd
1. Catalyst used in the Suzuki cross-coupling of aryl halides Cl
and aryl boronic acids. N

0.5 mol% Pd-IPr

Cl + B(OH)2
KOtBu, MeOH / THF (19:1)
RT, 2 hours
Tech. Note (1)
R '
R R R'
0.2-1.0 mol% Pd-IPr
Cl + B(OH)2
K2CO3, MeOH / THF (19:1)
RT
Tech. Note (1)
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 Metal Catalyts for Organic Synthesis including Organocatalysts - PALLADIUM
46-0364 Chloro{[t-BuXPhos][2-(2-aminoethylphenyl]palladium(II)}/ 100mg
[t-BuXPhos] admixture (molar PdP/P = 1:1) 500mg
white pwdr.
Note: Patents: US 6,395,916, US 6,307,087
Technical Note:
1. See 46-0264 (page 100).
46-0264 Chloro(2-di-t-butylphosphino-2',4',6'-tri-i-propyl- 100mg
1,1'-biphenyl)[2-(2-aminoethyl)phenyl]palladium(II), 500mg
min. 98% [t-BuXPhos Palladacycle Gen. 1] 2g
[1142811-12-8] t-Bu 10g
C37H55ClNPPd; FW: 686.69; white pwdr. P
Note: Patents: US 6,395,916, US 6,307,087. t-Bu Pd
Buchwald Palladacycle Precatalyst Kit 1 component. N
See (page 255). Cl
H H

Technical Notes:
1. Catalyst for cross-coupling reactions of electron-deficient
anilines with aryl chlorides.
2. Catalyst for rapid C-N bond-forming process at low catalyst
loading.
3. Catalyst for C-N cross-coupling reactions, at or below room temperature.
4. Efficient Pd-catalyzed amination reactions for heterocycle functionization.

EtO2C EtO2C
H
NH2 Cl OMe 1 mol% Cat., K2CO3 N OMe
Tech. Note (1)
+ Ref. (1)
t-BuOH, 1 h, 110 C

Me Me
H
NH2 Cl N
0.1 mol% Cat., NaOt-Bu Tech. Note (2)
+ Ref. (1)
dioxane, 10 min, 100 C
F F
Me Me

Cl Bu2N Tech. Note (3)

Bu2NH + 1 mol% Cat., LHMDS Ref. (1)
OH dioxane, 7 h, rt OH

Y R1 Y
R2 R1 Pd/ligand Tech. Note (4)
X Y + N N Y Ref. (2)
LiHMDS, THF
N H R2 N
H H

References:
1. J. Am. Chem. Soc., 2008, 130, 6686.
2. Org. Lett., 2010, 12, 4442.
46-0283 Chloro(2-dicyclohexylphosphino-2',6'-dimethoxy- 250mg
1,1'-biphenyl)(2'-amino-1,1'-biphenyl-2-yl) 1g
palladium(II) min. 98% 5g
[SPhos Palladacycle Gen. 2] [1375325-64-6] Cy
C38H45ClNO2PPd; FW: 720.62; white pwdr. P
Pd
Note: Patents: US 6,395,916, US 6,307,087. Cy
N
MeO OMe
Buchwald Palladacycle Precatalyst Kit 3 Cl
Component. See (page 258). H H
Technical Note:
1. See 46-0281 (page 103).

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Metal Catalyts for Organic Synthesis including Organocatalysts - PALLADIUM
46-0269 Chloro(2-dicyclohexylphosphino-2',6'-dimethoxy- 250mg
1,1'-biphenyl)[2-(2-aminoethylphenyl)]palladium(II) 1g
methyl-t-butylether adduct, min. 98% 5g
[SPhos Palladacycle Gen. 1] [1028206-58-7] Cy
C34H45ClNO2PPd; FW: 672.57; white pwdr. P
Note: Patents: US 6,395,916, US 6,307,087. Cy Pd
N
Buchwald Palladacycle Precatalyst Kit 1 component. MeO OMe
Cl
See (page 255). H H
Technical Note:
1. See 46-0268 (page 104).
46-0292 Chloro(2-dicyclohexylphosphino-3,6-dimethoxy- OCH3
100mg
2',4',6'-tri-i-propyl-1,1'-biphenyl)(2'-amino-1,1'- 500mg
biphenyl-2-yl)palladium(II), min. 98% 2g
[BrettPhos Palladacycle Gen. 2] H3CO Cy
P
[1451002-39-3] Pd
Cy
C47H63ClNO2PPd; FW: 846.86; white pwdr. N
Cl
Note: Patents: US 6,395,916, US 6,307,087. H H
Buchwald Palladacycle Precatalyst Kit 3 component.
See (page 258).
Technical Notes:
1. Palladium precatalyst for fast Buchwald-Hartwig coupling reactions.
2. Suzuki-Miyaura coupling of chloropyrazoles with boronic acis.

EtO2C EtO2C
H
NH2 Cl OMe 1 mol% Cat., K2CO3 N OMe Tech. Note (1)
+ Ref. (1)
t-BuOH, 1 h, 110 C

Me Me
H
NH2 Cl N
0.1 mol% Cat., NaOt-Bu Tech. Note (1)
+ Ref. (1)
dioxane, 10 min, 100 C
F F
Me Me
Cl Bu2N
Bu2NH + 1 mol% Cat., LHMDS Tech. Note (1)
Ref. (1)
OH dioxane, 7 h, rt OH

Cl Ph Ph
P2 (2mol%) P3 (1.5 mol%) Tech. Note (2)
PhB(OH)2 PhBr
Ref. (2)
N N N
K3PO4 dioxana/H2O NaOt-Bu, dioxane
H2N N 100 C, 15 h H2N N 100 C, 15 h N
H H HN H
95% 86%
Ph
References:
1. J. Am. Chem. Soc., 2010, 132, 14073.
2. J. Am. Chem. Soc., 2013, 135, 12879.
46-0267 Chloro[2-(dicyclohexylphosphino)-3,6-dimethoxy- 100mg
OCH3
2',4',6'-tri-i-propyl-1,1'-biphenyl][2-(2-aminoethyl) 500mg
phenyl]palladium(II), min. 98% 2g
Cy
[BrettPhos Palladacycle Gen. 1] [1148148-01-9] H3CO P
10g
C43H63ClNO2PPd; FW: 798.81; white pwdr. Pd
Note: Patents US 6,395,916, US 6,307,087. Cy N
Cl
Buchwald Palladacycle Precatalyst Kit 1 component. H H
See (page 255).

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 Metal Catalyts for Organic Synthesis including Organocatalysts - PALLADIUM
46-0267 Chloro[2-(dicyclohexylphosphino)-3,6-dimethoxy-2',4',6'-tri-i-propyl-1,1'-biphenyl]
(cont.) [2-(2-aminoethyl)phenyl]palladium(II), min. 98% [BrettPhos Palladacycle Gen. 1]
[1148148-01-9]
Technical Notes:
1. Catalyst for amination reactions using aryl mesylates with electron-deficient anilines.
2. Catalyst for rapid C-N bond-forming process at low catalyst loading.

1 mole% Pd, 1 mole% ligand

ArOMs + H2NAr' ArN(H)Ar' Tech. Note (1)
K2CO3. t-BuOH, 110C Ref. (1)

0.01-0.05 mol% Pd
ArCl + 0.01-0.05 mol% ligand
H2NAr' ArN(H)Ar' Tech. Note (2)
NaOt-Bu, Bu2O, 80-110 C, 1 h Ref. (1)

References:
1. J. Am. Chem. Soc., 2008, 130, 13552.
2. Chem. Sci., 2011, 2, 27. (review)
46-0232 Chloro[2-(dicyclohexylphosphino)-2'- 250mg
(N,N-dimethylamino)-1,1'-biphenyl] 1g
(2'-amino-1,1'-biphenyl-2-yl)palladium(II),
min. 98% [DavePhos Palladacycle Gen. 2] P cy
C38H46ClN2PPd; FW: 703.63; white pwdr. Pd
cy
Note: Patents: US 6,395,916, (H3C)2N N
US 6,307,087. Cl
H H

46-0286 Chloro(2-dicyclohexylphosphino-2',6'- 250mg

di-i-propoxy-1,1'-biphenyl)(2'-amino-1,1'- 1g
biphenyl-2-yl)palladium(II), min. 98% 5g
[RuPhos Palladacycle Gen. 2] [1375325-68-0] Cy
P
C42H53ClNO2PPd; FW: 776.72; white pwdr. Pd
Cy
Note: Patents: US 6,395,916, US 6,307,087. O
N
O Cl
Buchwald Palladacycle Precatalyst Kit 3 H H
Component. See (page 258).
Technical Note:
1. See 46-0281 (page 103).
46-0266 Chloro(2-dicyclohexylphosphino-2',6'-di-i- 100mg
propoxy-1,1'-biphenyl)[2-(2-aminoethylphenyl)] 500mg
palladium(II), methyl-t-butylether adduct, 2g
min. 98% [RuPhos Palladacycle Gen. 1] Cy 10g
[1028206-60-1] P
C38H53ClNO2PPd; FW: 728.68; white pwdr. Pd
Note: Patents: US 6,395,916, US 6,307,087. O O Cy Cl N
Buchwald Palladacycle Precatalyst Kit 1 component.
H H
See (page 255).
Technical Notes:
1. Catalyst used in the thermal dehydrogenative Diels-Alder reaction of styrenes.
2. Catalyst used for the CN-cross coupling reactions of 3-halo-2-aminopyridines.
3. Catalyst used for the domino reaction of two aryl iodides, involving two C-H functionizations.

1.W
Tech. Note (1)
2. [Pd], HNMe2 Ref. (1)
Cl Me2N

Ac Ac

102 Visit strem.com for new product announcements.

Metal Catalyts for Organic Synthesis including Organocatalysts - PALLADIUM
46-0266 Chloro(2-dicyclohexylphosphino-2',6'-di-i-propoxy-1,1'-biphenyl)[2-(2-aminoethylphenyl)]
(cont.) palladium(II), methyl-t-butylether adduct, min. 98% [RuPhos Palladacycle Gen. 1]
[1028206-60-1] 1
R
X N
R1 R2 Palladium complex R2 Tech. Note (2)
+ N Ref. (2)
LiHMDC, THF
N NH2 H N NH2
Rx

Rx H Ry Ry
Tech. Note (3)
Pd complex (3 mol%) Ref. (3)
+

I I
Rz
H H2C
O O
z
R
References:
1. Org. Lett., 2012, 14, 4430.
2. Org. Lett., 2011, 13, 1984.
3. Angew. Chem. Int. Ed., 2014, 53, 5147.
46-0281 Chloro(2-dicyclohexylphosphino-2',4',6'- 250mg
tri-i-propyl-1,1'-biphenyl)(2'-amino-1,1'- 1g
biphenyl-2-yl) palladium(II), min. 98% 5g
[XPhos Palladacycle Gen. 2] [1310584-14-5] Cy 25g
C45H59ClNPPd; FW: 786.80; white pwdr. P
Note: Patents: US 6,395,916, US 6,307,087. Pd
Cy N
Buchwald Palladacycle Precatalyst Kit 3 Cl
Component. See (page 258). H H

Technical Note:
1. Palladium precatalyst for Buchwald/Hartwig coupling
reactions.
EtO2C EtO2C
H
NH2 Cl OMe 1 mol% Cat., K2CO3 N OMe Tech. Note (1)
+ Ref. (1)
t-BuOH, 1 h, 110 C

Me Me
H
NH2 Cl N
0.1 mol% Cat., NaOt-Bu Tech. Note (1)
+ Ref. (1)
dioxane, 10 min, 100 C
F F
Me Me
Cl Bu2N Tech. Note (1)
Bu2NH + 1 mol% Cat., LHMDS Ref. (1)

OH dioxane, 7 h, rt OH

H3CO OCH3 OCH3

O O
O O Br O O
SnBu3 OCH3
O Pd S-Phos Precat. O Tech. Note (1)
KF
PhMe, 85C, 61% Ref. (2)
OCH3 OCH3
References:
1. J. Am. Chem. Soc., 2010, 132, 14073.
2. Org. Lett., 2013, 15, 5818.

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 Metal Catalyts for Organic Synthesis including Organocatalysts - PALLADIUM
46-0268 Chloro(2-dicyclohexylphosphino-2',4',6'-tri-i- 250mg
propyl-1,1'-biphenyl)[2-(2-aminoethyl)phenyl] 1g
palladium(II) methyl-t-butylether adduct, min. 98% 5g
[XPhos Palladacycle Gen. 1] [1028206-56-5] Cy
P
C41H59ClNPPd; FW: 738.76; white pwdr. Pd
Note: Patents: US 6,395,916, US 6,307,087. Cy N
Buchwald Palladacycle Precatalyst Kit 1 component, Cl
See (page 255). H H
Technical Notes:
1. Catalyst for cross-coupling reactions of electron-deficient anilines
with aryl chlorides.
2. Catalyst for rapid C-N bond-forming process at low catalyst loading.
3. Catalyst for C-N cross-coupling reactions, at or below room temperature.
4. Catalyst for the synthesis of tetracyclic indoles via intermolecular -arylation of ketones.
5. Catalyst for the cross-coupling of benzyl chlorides with cyclopropanol-derived ketone
homoenolates.
EtO2C EtO2C
H
NH2 Cl OMe 1 mol% Cat., K2CO3 N OMe Tech. Note (1)
+ Ref. (1)
t-BuOH, 1 h, 110 C

Me Me
H
NH2 Cl N
0.1 mol% Cat., NaOt-Bu
+ Tech. Note (2)
dioxane, 10 min, 100 C
F F Ref. (1)
Me Me
Cl Bu2N
Bu2NH + 1 mol% Cat., LHMDS Tech. Note (3)
Ref. (1)
OH dioxane, 7 h, rt OH

O
O
R R
Cl O
B Cl
R
XPhos precat.
O Pd(PPh3)4, K3PO4 O NaOtBu, 1,4-dioxane
+
N toluene, 90C, 4 h
X N 80C, 1 h
Bn Bn N
Bn

Tech. Note (4)

Ref. (2)

O Aryl
Heteroaryl
O R H Cycloalkenyl
Cl O Alkyl
B Aryl R
1. Suzuki Heteroaryl
Coupling
+
O Tech. Note (4)
2. (alpha)-arylation Ref. (2)
N of ketone
X N

Bn Bn

Pd(OAc)2 (1 mol%)
X-Phos (2 mol %) O
HO
2 equiv Cs2CO3 FG
FG
H + Cl
R THF:tol, 80 C R
R1 or Tech. Note (5)
dioxane, 80 C R1 Ref. (3)
References: 26 to 93% yield
1. J. Am. Chem. Soc., 2008, 130, 6686.
2. J. Org. Chem., 2012, 77, 4123.
3. Org. Lett., 2014, 55, 5854.
104 Visit strem.com for new product announcements.
Metal Catalyts for Organic Synthesis including Organocatalysts - PALLADIUM
46-0342 Chloro{[4-(N,N-dimethylamino)phenyl] 250mg
di-t-butylphosphino}(2'-amino-1,1'-biphenyl- N 1g
2-yl)palladium(II), min. 98%
[Amphos Palladacycle]
C28H38ClN2PPd; FW: 575.46; beige to tan pwdr. P t-Bu

t-Bu Pd
N
Technical Note: Cl
1. See 15-1248 (Visit strem.com). H H

46-0955 Chloro[9,9-dimethyl-4,5-bis(diphenylphosphino) 500mg

xanthene][2'-amino-1,1'-biphenyl]palladium(II) 2g
dichloromethane adduct, min. 98%
[Xantphos Palladacycle Gen. 2] [1375325-77-1]
C51H42ClNOP2Pd; FW: 888.71; pale yellow pwdr. H
N
Note: Patents: US 6,395,916, US 6,307,087. Pd H
Cl PPh2 PPh2
Technical Note: O
1. See 15-1242 (Visit strem.com).

H3C CH3

46-0270 Chloro(di-2-norbornylphosphino)(2'-dimethyl- 250mg

amino-1,1'-biphenyl-2-yl)palladium(II), 97% min. 1g
Cl
[359803-53-5] 5g
[C12H8N(CH3)2]PdCl[HP(C7H11)2]; FW: 560.45; beige pwdr.; Pd P H
m.p. ~165 dec.
Note: Sold in collaboration with Solvias for research N
purposes only. CH3
Technical Note: CH3
1. A new, air and moisture-stable, palladium catalyst useful
in a broad scope of C-C and C-N coupling reactions.
The highly-active catalyst can tolerate substrates containing a wide variety of functional groups such as
alkyls, alkoxides, ketones, aldehydes, esters, amines, trifluoromethyl and nitro groups.

Cl
Pd catalyst / K3PO4
+
100o C / dioxane
OMe B(OH)2
OMe
GC yield: 95%

O OBu
Cl
OBu Pd catalyst / Na2CO3
+
O 140o C / DMA
Me
Me
GC yield: 97%

Cl O
O
Pd catalyst / NaOt-Bu
+
110o C / toluene Me
Me
GC yield: 97%
Isolated yield: 80%

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 Metal Catalyts for Organic Synthesis including Organocatalysts - PALLADIUM
46-0270 Chloro(di-2-norbornylphosphino)(2'-dimethyl-amino-1,1'-biphenyl-2-yl)palladium(II),
(cont.) 97% min. [359803-53-5]

Cl H Me Me
N
Pd catalyst / NaOt-Bu N
+
110o C / toluene Me
Me
GC yield: 96%
References: Isolated yield: 85%
1. Solvias A.-G., EP1132361.
2. Angew. Chem. Int. Ed., 2002, 41, 3668.
46-0272 Chloro(di-2-norbornylphosphino)(2-dimethyl- CH3 250mg
aminomethylferrocen-1-yl)palladium(II), N 1g
min. 97% [614753-51-4] Fe CH3 5g
C27H39ClFeNPPd; FW: 606.31; beige pwdr. Pd
Note: Sold in collaboration with Solvias for P
research purposes only. EP 1132361 (B1), 2001. Cl H
Technical Note:
1. Highly active, single component, C-N coupling catalyst.
Air, moisture, and solution stable.

[Pd], base
H3C Cl + n-Bu2NH H3C NBu2
ArCl / Amine / NaOt-Bu
S/C 1: 200
Reference:
1. Synlett., 2004, 14, 2549.
46-0298 Chloro[(1,2,3--1-phenyl-2-propen- Ph Ph 100mg
1-yl]-{[1,3-bis[2,6-bis(diphenylmethyl)-4- Ph Ph 500mg
methylphenyl]-2H-imidazol-2-ylidene}
palladium(II), min. 97% H3C N N CH3
[1380314-24-8]
C78H65ClN2Pd; FW: 1172.24; yellow pwdr.
Ph Pd Ph
Technical Notes: Ph
Ph Cl
1. Buchwald-Hartwig cross-coupling of aryl compounds.
2. Preparation of tetra-ortho-substituted biaryls by
Suzuki-Miyaura cross-coupling.
Ph
3. Direct S-arylation of unactivated arylsulfoxides.

[Pd(IPr*)(cin)Cl] (0.05 mol%),

KOt-Am (1.1 eq),
ArCl + RR'NH ArNRR' Tech. Note (1)
Toluene, 110 C, 2 h Ref. (1)
(1.1 eq) 18 Examples
58-97% yield
[Pd(IPr*)(cin)Cl] (1 mol%),
KOH (3 eq),
ArX + Ar'B(OH)2 Ar Ar'
DME (0.5 M), Tech. Note (2)
rt, Ref. (2)
X = Br, (2 eq) 18 Examples
Cl 67-99% yield

[Pd(IPr*)(cin)Cl] (5 mol%),
O KOt-Am (3 eq), O Tech. Note (3)
ArX +
S S Ref. (3)
R Dioxane (1 M), Ar R
110 C, 20 h
(2 eq) 22 Examples
X = Cl, Br 34-82% yield
R = phenyl, tolyl, naphtyl, anisyl.

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Metal Catalyts for Organic Synthesis including Organocatalysts - PALLADIUM
46-0298 Chloro[(1,2,3--1-phenyl-2-propen-1-yl]-{[1,3-bis[2,6-bis(diphenylmethyl)-4-
methylphenyl]-2H-imidazol-2-ylidene}palladium(II), min. 97%
(cont.) [1380314-24-8]
References:
1. (a) For tertiary amines: Adv. Synth. Catal., 2012, 354, 1897. (b) For secondary amines: RSC Advances,
2013, 3, 3840.
2. Chem. Eur. J., 2012, 18, 4517.
3. ACS Catal., 2013, 3, 2190.
46-0274 Chloro[(1,2,3-)-3-phenyl-2-propenyl] 250mg
[1,3-bis(2,6-di-i-propylphenyl)-4,5-dihydro- 1g
imidazol-2-ylidene]palladium(II), min. 97%
[884879-24-7] N N
C36H47ClN2Pd; yellow microxtls.
Note: Sold in collaboration with Umicore. Pd
WO 2004014550, US 6,316,380, EP 721 953 A1. Cl
Technical Note:
1. Catalyst used for the room temperature Buchwald-Hartwig
amination of hindered aryl chlorides.

(SIPr)Pd(cin)Cl
0.1 mole% H
Cl + H2N N 98% yield
KO-t-Bu, 22 hr 25C

References:
1. J. Am. Chem. Soc., 2006, 128, 4101.
2. Chem. Eur. J., 2006, 12, 5142.
46-0276 Chloro[(1,2,3-)-3-phenyl-2-propenyl] 250mg
[1,3-bis(2,6-di-i-propylphenyl)imidazol-2-ylidene] 1g
palladium(II), min. 97% [884879-23-6]
C36H45ClN2Pd; FW: 647.65; yellow microxtls. N N
Note: Sold in collaboration with Umicore for research
purposes only. WO 2004014550 US 6,316,380, Pd
EP 721 953 A1. Cl
Technical Notes:
1. Catalyst used for room temperature Suzuki-Miyaura couplings.
2. Catalyst used for rapid, room temperature Buchwald-Hartwig and
Suzuki-Miyaura coupling reactions.
X
Pd cat. Et3N R
R + R' '
1-2% PTS in H2O, rt Tech Note (1)
(HO)2B 15 min - 24 h R Ref. (1,2)

X = I, Br, Cl, OTf

O3SC8F17 78-100%

N
Pd cat.[50ppm to 1 mol%] R
X + R N
KOtBu tech. iPrOH Tech Note (2)
(HO)2B rt - 80C Ref. (3)

X = Br, Cl
References:
1. Org. Lett., 2008, 10, 1333.
2. J. Am. Chem. Soc., 2006, 128, 4101.
3. Chem. Eur. J., 2006, 12, 5142.
46-0366 Chloro{[RuPhos][2-(2-aminoethylphenyl]palladium(II)}/ 100mg
[RuPhos] admixture (molar PdP/P = 1:1) 500mg
white pwdr.
Note: Patents: US 6,395,916, US 6,307,087
Technical Note:
1. See 46-0266 (page 102).

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 Metal Catalyts for Organic Synthesis including Organocatalysts - PALLADIUM
46-0369 Chloro{[S-Phos][2-(2-aminoethylphenyl]palladium(II)}/[S-Phos] 250mg
admixture (molar PdP/P = 1:1) 1g
white pwdr.
Note: Patents: US 6,395,916, US 6,307,087.
Technical Note:
1. See 46-0269 (page 101).
46-0368 Chloro{[X-Phos][2-(2-aminoethylphenyl]palladium(II)}/[X-Phos] 250mg
admixture (molar PdP/P = 1:1) 1g
white pwdr.
Note: Patents: US 6,395,916 US 6,307,087.
Technical Note:
1. See 46-0268 (page 104).
46-0028 Chloro(tri-t-butylphosphine)(2'-amino-1,1'-biphenyl-2-yl) 250mg
palladium(II), min. 98% [1375325-71-5] 1g
C24H37ClNPPd; FW: 512.40; yellow pwdr.; m.p. 158-160 5g
Technical Notes:
1. Palladium catalyst used in the coupling reaction of aryl halides H
with polyfluoroarenes. N
2. Palladium catalyst used in the Suzuki-Miyaura cross-coupling Pd H
polymerization of aryl dibromides with aryldiboronic acids. (t-Bu)3P Cl

F F F F

5 mol% Pd complex
ArX + R Ar R
Tech. Note (1)
K3PO4, PivOH, DMA Ref. (1)
80-100C, 2-14 h
F F F F

R = F, CH3, OCH3, H 52-99% yield

Tech. Note (2)

Ref. (2)

References:
1. Eur. J. Org. Chem., 2014, 1327.
2. ACS Macro. Lett., 2013, 2, 10.
3. Chem. Sci. 2013, 4, 916.
46-0285 Cyclopentadienyl[(1,2,3-)-1-phenyl-2-propenyl] 100mg
palladium(II), 98% [105333-10-6] 500mg
C14H14Pd; FW: 288.68; purple-red xtl. Pd
air sensitive, (store cold)
Technical Note:
1. A superior precursor for the preparation of palladium(0)-based
cross-coupling and other catalytic reactions.
Reference:
1. J. Org. Chem., 2009, 74, 6674.
46-0257 Diacetato[1,3-bis(diphenylphosphino)propane] 250mg
palladium(II), 99% [149796-59-8] 1g
C31H32O4P2Pd; FW: 636.95; yellow-brown solid
moisture sensitive
P OC(O)CH3
Pd
Technical Notes: P OC(O)CH3
1. Catalyst used for the copolymerization of ethene with carbon
monoxide.
2. Catalyst used in the Heck reactions of vinyl ethers.

Tech. Note (1)

nCO + nCH2=CH2 [C(O)CH2CH2]n Ref. (1)

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Metal Catalyts for Organic Synthesis including Organocatalysts - PALLADIUM
46-0257 Diacetato[1,3-bis(diphenylphosphino)propane]palladium(II), 99% [149796-59-8]

(cont.)

X Pd cat. OBu
MeCy2N OBu Tech. Note (2)
+ OBu + (1,2)
dioxane (2,1) Ref. (2)
5 hr (80C)
(2.1):(1.2) < 1:99
References:
1. Mod. Res. in Catal., 2013, 2, 93.
2. J. Am. Chem. Soc., 2010, 132, 79.
46-0290 trans-Di(-acetato)bis[o-(di-o-tolyl- CH3 CH3 250mg
phosphino)benzyl]dipalladium(II), CH3 1g
97+% [cataCXium C] [172418-32-5] CH3 C
CH3 5g
C21H20PPd(C2H3O2)2PdPC21H20; P P
O O
FW: 937.65; yellow xtl. Pd Pd
Note: Sold in collaboration with Solvias O O
for research purposes. German C
Patent No. 4421753 granted to Solvias.
CH3
Solvias cataCXium Ligand Kit component.
See (page 295).
Technical Notes:
1. Heck olefination of haloarenes.
2. German Patent No. 4421753 granted to Evonik.

R [Pd] R
X + R1
Base R1 Ref. (1)

X= Cl, Br Base = N(C2H5)3, K2CO3, NaOAc

N 4 mol% [Pd] O
O N Ref. (2)
2.0 equiv Bu4NOAc O
O Br H
81%

Me Ot-Bu Me Ot-Bu
4 mol% [Pd]
Br H H Ref. (3)
H Bu4NOAc H H
99%
MeO MeO

R R' R O
Br + HN 5% [Pd], 50% Mo(CO)6 Ref. (4)
mw, 10 min, H2O N R'
R''
R''
References:
1. Angew. Chem. Int. Ed., 1995, 34, 1844.
2. J. Am. Chem. Soc., 1999, 121, 10264.
3. J. Am. Chem. Soc., 1998, 120, 8971.
4. Org. Lett., 2005, 7, 3327.
46-1500 Di(acetato)dicyclohexylphenylphosphine- 1g
palladium (II) (~5% Pd) polymer-bound 5g
FibreCat
orange-brown, fibrous solid
O
Technical Note: P
1. Similar to 46-1550 (page 92), but more Pd CH CH3
useful in the coupling of less active aryl O O
chlorides with boronic acids. C CH3
O

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 Metal Catalyts for Organic Synthesis including Organocatalysts - PALLADIUM
46-0180 Dibenzylideneacetonepalladium(0) Pd(dba) 500mg
phosphaadamantane ethyl Silica 2g
(PhosphonicS PAPd2r) P
O
pale green solid
Note: Sold in collaboration with PhosphonicS Ltd. O
for research purposes only.
O
Particle size range: 60-200 microns
Palladium loading : 0.01 to 0.03 mmol/g
Technical Note:
1. Immobilized palladium heterogeneous catalyst successfully utilized in typical Suzuki and
Heck reactions. The catalyst is effective for a wide range of substrates yielding coupled
products in high yield. The catalyst can be simply filtered off and reused over several
cycles, with no apparent loss in activity. Typical reactions using the homogeneous version
of dibenzylideneacetonepalladium(0) phosphaadamantane can be found in Org. Lett. 2003,
5, 6, Tetrahedron Lett., 2004, 45, 8319 and J.Org.Chem., 2004, 69, 5082.
46-0355 Di--bromobis(tri-t-butylphosphino) Br 100mg
dipalladium(I) [185812-86-6] [(CH3)3C]3P Pd Pd P[C(CH3)3]3 500mg
Pd2Br2[P(C4H9)3]2; FW: 777.28; Br 2g
dark-green xtl.
air sensitive, moisture sensitive, (store cold)
Technical Notes:
1. Palladium catalyst for rapid room temperature alkylation of unactivated hindered aryl bromides
with arylboronic acids.
2. Aryl bromide - silyl ketene acetal coupling.
3. Catalyst for intermolecular -arylation of zinc amide enolates.
4. Catalyst for -vinylation of carbonyl compounds.
5. Catalyst for thiol coupling of heteroaromatic aryl bromides.

{[P(t-Bu)3]PdBr}2
0.5 mol% Tech. Note (1)
Me Br + PhB(OH)2 Me Ref. (1,2)
KOH, THF, 15 min, RT
95%
O
R1 OTMS {[P(t-Bu)3]PdBr}2 Tech. Note (2)
ArBr + Ar
OR2 Ref. (3)
Me OR2 R1
Me

O {[P(t-Bu)3]PdBr}2 O
Zn* ArBr Tech. Note (3)
Me Me Ref. (4)
NMe2 THF, RT NMe2
Me THF/PhMe = 2/8 Me
X 30 min Ar

R3
Me X {[P(t-Bu)3]PdBr}2 R2
LHMDS R1 Tech. Note (4)
+ R2 Me Ref. (5)
O R1
N toluene 80 C, 24 h
R3 O
H N
X = Br, OTf, OTs H

KH 1.1 equiv
Br HS ZnCl2 0.64 equiv S
+
N {[P(t-Bu)3]PdBr}2 N Tech. Note (5)
Me Me
H 0.5 mol% H Ref. (6)
THF, 99%
References:
1. J. Org. Chem., 2003, 68, 1163.
2. J. Org. Chem., 2003, 68, 2861.
3. J. Am. Chem. Soc., 2003, 125, 11176.
4. J. Am. Chem. Soc., 2006, 128, 4976.
5. Org. Lett., 2007, 9, 4343.
6. J. Org. Chem., 2009, 74, 4005.

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Metal Catalyts for Organic Synthesis including Organocatalysts - PALLADIUM
46-0370 Dichlorobis(acetonitrile)palladium(II), 99% [14592-56-4] 1g
PdCl2(CH3CN)2; FW: 259.41; orange pwdr. 5g
Technical Notes:
1. Catalyst for the cyclization of -acetylenic carboxylic acids to butenolides.
2. Catalyst for the aza-Michael reaction of carbamates with enones.
3. Catalyst for the rearrangement of allylic imidates to allylic amides.
4. Catalyst for the Nazarov cyclization of -alkoxy dienones.
5. Catalyst for the diamination of conjugated dienes.
6. Three component Michael addition, cyclization, cross-coupling reaction.
7. C-H activation of indoles.
Tech. Note (1)
R
Ref. (1)
CO2H R O O
O
O O Pd(MeCN)2Cl2 Tech. Note (2)
+ O HN OR Ref. (2)
Me
Ph RO NH2 Me
Ph
n-Bu
Pd(MeCN)2Cl2 n-Bu NBz2
O Tech. Note (3)
Me Ref. (3)
Me
NBz2 Ph
O
Bz = Ph
O OH
Tech. Note (4)
H3C OEt Pd(MeCN)2Cl2 H3C O Ref. (4)

Ph Ph
O
O Pd(MeCN)2Cl2 Tech. Note (5)
+ EtN NEt
Ph Ref. (5)
EtHN NHEt benzoquinone
Ph

MeO2C
Ph Pd(MeCN)2Cl2 5 mol% CO2Me
O O K2CO3 4 equiv Tech. Note (6)
Me + Cl + Ph
CH3CN, RT, 91% Ref. (6)
MeO OMe
O Ph Me Ph
O

NO2
Cl Cl
Pd(MeCN)2Cl2 20 mol%
HOOC Ag2CO3 2 equiv
N + Tech. Note (7)
DMSO, 110 C, 76% Ref. (7)
t-Bu N
O NO2
t-Bu
O

Et Pd(MeCN)2Cl2 10 mol% CHO

Cu(OAc)2H2O 1 equiv
H + N N Tech. Note (7)
N
S DMA, 110 C, 70% Ref. (8)
O PyO2S Me
O O
References:
1. J. Am. Chem. Soc., 1986, 108, 2753.
2. Org. Lett., 2001, 3, 25.
3. J. Org. Chem., 1997, 62, 2288.
4. Org. Lett., 2003, 5, 4927.
5. J. Am. Chem. Soc., 2005, 127, 7308.
6. Angew. Chem. Int. Ed., 2008, 47, 1903.
7. Org. Lett., 2009, 11, 5506.
8. Angew. Chem. Int. Ed., 2009, 48, 6511.

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 Metal Catalyts for Organic Synthesis including Organocatalysts - PALLADIUM
46-0400 Dichlorobis(benzonitrile)palladium(II), 99% [14220-64-5] 1g
PdCl2(C6H5CN)2; FW: 383.55; yellow to orange pwdr.; m.p. 129-130 5g
Note: Palladium Kit component. See (page 271).
Technical Note:
1. See 46-0370 (page 111).
46-0420 Dichlorobis(di-t-butylphenylphosphino) 250mg
palladium(II), 99% [34409-44-4] C(CH3)3 1g
C28H46Cl2P2Pd; FW: 621.94;
P Cl
colorless to pale-yellow solid (H3C)3C Pd C(CH3)3
Cl P

(H3C)3C

46-0455 Dichloro[1,1'-bis(dicyclohexylphosphino)ferrocene] Cy Cy 250mg

palladium(II), dichloromethane adduct, 99% 1g
[917511-90-1] P
[(C5H4P(C6H11)2)2Fe]PdCl2; FW: 755.89; Cl
red-orange microxtl. Fe Pd
Cl
Note: [1,1'-Bis(dialkyl/diarylphosphino)ferrocene]
palladium(II) dichloro Catalyst Kit component. See (page 254). P
Technical Note: Cy Cy
1. Air-stable catalyst useful in the arylation of various ketones
with aryl chlorides and aryl bromides.
Reference:
1. Org. Proc. Res. Dev., 2008, 12, 522.
46-0188 Dichloro[(R)-(+)-2,2'-bis(di-2-furanylphosphino)- 50mg
6,6'-dimethoxy-1,1'-biphenyl]palladium(II) O 250mg
O
[1338245-54-7]
C30H24Cl2O6P2Pd; FW: 719.78; pale yellow pwdr.
P
Technical Notes: H3CO
PdCl2
1. This Palladium-complex is used for the asymmetric O
H3CO
cross-coupling of allylboron reagents with allylic electrophiles. P
2. The catalyst is used for the kinetic resolution of propargylic
acetates to give enantioenriched 1,5-enynes.
O

Cl B(pin) Pd complex (1%) Me

CsF (6 equiv)
+ Me Tech. Note (1)
Me
Ph THF, rt, 14h Ref. (1)
Me Ph
95% yield
98:2 er
>20:1 regio.
OAc
(R)-catalyst (0.75%) OAc
B(pin) CsF (3 equiv.)
tnep-n
0.5 equiv. THF, 60 C, 8 h tnep-n tnep-n
46% conversion
93% yield 73% yield
89:11 er 82:18 er
References: Tech. Note (2)
1. J. Am. Chem. Soc., 2014, 136, 7092. Ref. (2)
2. Adv. Synth. Catal., 2013, 355, 3413.
46-0825 Dichlorobis{[4-(N,N-dimethylamino)phenyl]di-t-butylphosphino} 250mg
palladium(II), min. 98% PdAmphos [887919-35-9] 1g
(C16H28NP)2PdCl2; FW: 708.07; yellow pwdr. 5g
H3C C(CH3)3 Cl (H3C)3C CH3
N P Pd P N
H3C C(CH3)3 Cl (H3C)3C CH3
Technical Notes:
1. Useful catalyst for the Suzuki Cross-Coupling of dioxolanylethyltrifluorborate and aryl/heteroaryl
chlorides.
2. Useful catalyst for the Suzuki Cross-Coupling of benzyloxyethyltrifluoroborate.
112 Visit strem.com for new product announcements.
 Metal Catalyts for Organic Synthesis including Organocatalysts - PALLADIUM
46-0825 Dichlorobis{[4-(N,N-dimethylamino)phenyl]di-t-butylphosphino}palladium(II), min. 98%
Pdamphos [887919-35-9]
(cont.)

BF3K PdCl2AMPHOS 5 mol% Ar/HetAr

O O
Cs2CO3 3 equiv. Tech. Note (1)
+ Ar/HetArCl(Br) Ref. (1)
O toluene/H2O, 4:1 O
100C, 14h
38-93% yield
PdAMPHOS, 5 mol%
BF3K R
O Cs2CO3 3 equiv
+ R O
toluene/H2O, 4:1
Br Tech. Note (2)
100o C, 24 h
Ref. (2)
References:
1. Org. Lett., 2013, 15, 1536.
2. J. Org. Chem., 2012, 77, 10399.
46-0870 Dichloro[(R)-(+)-2,2'-bis(diphenylphosphino)- 250mg
1,1'-binaphthyl] palladium(II), min. 98% 1g
[115826-95-4]
PdCl2(C44H32P2); FW: 800.00; orange microxtls.
P Cl
Pd
P Cl
Technical Notes:
1. Catalyst precursor, with AgBF4 , for the enantioselective
addition of silyl ethers, to imines to produce -amino ketones,
and to aldehydes to produce 3-hydroxy-1-propanone aldol
addition products .
2. Catalyst precursor, with AgSbF6, for the asymmetric carbonylene reaction.
3. Catalyst precursor for hetero Diels-Alder reaction of simple dienes with aldehydes and aryl glyoxals.

OSiMe3 C6H4-p-OMe (BINAP)Pd(OH ) C6H4-p-OMe

+ N 22 O HN
* Tech. Note (1)
Ph i-Pr-O2C CO2-i-Pr Ref. (1,2)
60 C, 5h, DMF
87%, 83%ee
F3C OH
O Cat. + AgSbF6
CO2Et
F3C CO2Et 1 min., CH2Cl2 Tech. Note (2)
Ref. (3,4)
>99%, 78% ee

Pre-React O
O
H Cat., PhCN, AgBF4 * Ph Tech. Note (3)
+
Ph O Ref. (5,6)
O 0C, 24h, HCCl3, 3 Sv.
70%, 99%ee
References:
1. J. Am. Chem. Soc. 1999, 12, 15450.
2. Tetrahedron Lett., 2006, 47, 3956.
3. Organometallics 2007, 26, 5961.
4. Tetrahedron, Asymm., 2004, 15, 3885.
5. Tetrahedron Lett., 1998, 39, 6253.
6. J. Org. Chem., 1999, 64, 8660.
46-0871 Dichloro[(S)-(-)-2,2'-bis(diphenylphosphino)-1,1'-binaphthyl] 250mg
palladium(II), min. 98% [127593-28-6] 1g
PdCl2(C44H32P2); FW: 800.00; orange microxtls.
Technical Note:
1. See 46-0870 (page 113).

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 Metal Catalyts for Organic Synthesis including Organocatalysts - PALLADIUM
46-0450 Dichloro[1,1'-bis(diphenylphosphino)ferrocene] Ph Ph 1g
palladium(II) dichloromethane adduct [95464-05-4] 5g
[(C5H4P(C6H5)2)2Fe]PdCl2CH2Cl2; P 25g
Cl
FW: 731.77 (816.65);
Fe Pd
orange-red pwdr. Cl
Note: [1,1'-Bis(dialkyl/diarylphosphino)
ferrocene]palladium(II) dichloro Catalyst Kit component. P
See (page 254). Ph Ph
Technical Notes:
1. See 26-0270 (Visit strem.com).
2. Catalyst for the borylation of aryl halides.
3. -Alkyl Suzuki-Miyaura cross-coupling reactions with potassium alkyltrifluoroborates.
4. Catalyst for modified Negishi coupling.
5. Synthesis of polyheterocycles by a Pd-catalyzed intramolecular N-arylation/C-H bond
activation/aryl-aryl bond-forming domino process.
6. Catalyst for Stille allylation.
7. Catalyst for the amination of aryl bromides.

Me Me
O [PdCl2(dppf)] (3 mol%) O
Me Me
X + H B B Tech. Note (2)
R Me Et3N, dioxane, 80 C R O Me
O Ref. (1)
Me Me

X=Br, I, OTf, ONf

Br CH2TMS
Tech. Note (3)
[PdCl2(dppf)] (9 mol%)
+ Ref. (2)
TMSCH2BF3K
Cs2CO3, THF:H2O (20:1)
reflux 6 - 8 h
NHAc NHAc
Br
EtO 53%
O 1) [PdCl2(dppf)] O OMe
ZnLi
+ O Tech. Note (4)
EtO THF H Ref. (3)
3
2) 5N HCl
OMe
79%

I
Bn O
[PdCl2(dppf)] O Tech. Note (5)
H
N N Ref. (4)
N
Me DMSO, KOAc Bn
O 120 C
I N
Me
O
91%
O O
Ar Me Ar Me
OR' OR'
H Br [PdCl2(dppf)] H
O O Tech. Note (6)
SnBu3 Ref. (5)
N toluene 90 C N
Ts Ts
95%
Ph
[PdCl2(dppf)] Ph N
Br Ph additive N C
+ HN C Ph Ph Ph
Na(t-OBu), toluene N Tech. Note (7)
Ph
110 C, 8 h Ph Ref. (6)
additive
80%
References:
1. J. Org. Chem., 2000, 65, 164.
2. J. Org. Chem., 2003, 74, 5534.
3. Org. Lett., 2002, 4, 375.
4. Angew. Chem. Int. Ed., 2003, 42, 4774.
5. J. Am. Chem. Soc., 2008, 130, 16854.
6. J. Org. Chem., 2009, 74, 6867.

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Metal Catalyts for Organic Synthesis including Organocatalysts - PALLADIUM
46-0463 Dichloro{bis[2-(diphenylphosphino)phenyl]ether} Cl Cl 1g
Ph Ph
palladium(II), 98% [205319-06-8] Pd 5g
P P
C36H28Cl2OP2Pd; FW: 715.88; yellow pwdr. Ph Ph
Technical Notes: O
3. Stereoretentive palladium-catalyzed Kumada-Corriu couplings of
alkenyl halides at room temperature.
4. Highly selective reactions of unbiased alkenyl halides:
Negishi-Plus couplings.

X cat. LnPdCl2
R'MgX' + R' Tech. Note (1)
R
TMEDA, THF, rt R Ref. (1)
R' = alkyl, alkenyl, R= alkyl, aryl 63-96% yield
alkynyl, aryl X = I, Br
X' = Cl, Br
R4
X
Pd catalyst
N-methylimidazole R1 Tech. Note (2)
R1 + R4-ZnI Ref. (2)
3 R3
R THF, rt
R2
R2

References:
1. Org. Lett., 2014, 16, 4066.
2. Org. Lett., 2011, 13, 3822.
46-0460 Dichloro[1,1'-bis(di-i-propylphosphino)ferrocene] (H3C)2HC CH(CH3)2 500mg
palladium(II), 99% [215788-65-1] 2g
[(C5H4P(C3H7)2)2Fe]PdCl2; FW: 595.64; P
yellow-orange solid Cl
Note: [1,1'-Bis(dialkyl/diarylphosphino) Fe Pd
Cl
ferrocene]palladium(II) dichloro Catalyst Kit
component. See (page 254). P
Technical Notes: (H3C)2HC CH(CH3)2
1. Palladium-catalyzed P-C bond formation between
diphenylphosphine and ortho-substituted aryl bromides.
2. Deoxygenation of pyridine N-oxides by palladium-catalyzed oxidation of trialkylamines
3. Air-stable catalyst useful in challenging Suzuki coupling reactions.
R R
Ph2P-M, base Tech. Note (1)
Ref. (1)
solvent, 140C, microwave
X 2 mol% Pd(OAc)2
3 mol% "Pd(ferrocene)" PPh2

"Pd(ferrocene)"
Et3N
N O N Tech. Note (2)
CH3CN Ref. (2)
R R
64-95%

OMe OMe

DMF/120C
"Pd(ferrocene)" Tech. Note (3)
+ PhB(OH)2 Ref. (3)
K2CO3/ 15 h/ 0.01 equiv

Cl Ph
References:
1. Appl. Organomet. Chem., 2009, 23, 272.
2. Synlett., 2008, 2579.
3. Org. Lett., 2004, 6, 3731.
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 Metal Catalyts for Organic Synthesis including Organocatalysts - PALLADIUM
46-0295 Di--chlorobis[(1,2,3-)-1-phenyl-2-propenyl] Ph 500mg
dipalladium(II), 98% [12131-44-1] 2g
[(C9H9)ClPd]2; FW: 518.08; yellow xtl. Cl
air sensitive Pd Pd
Technical Notes: Cl
1. Precursor for the preparation of a palladium catalyst used
in the carbonylative arylation of ketones,
Ph
yielding vinylbenzoate compounds.
2. Precursor for the preparation of a palladium catalyst used in the Buchwald-Hartwig amination of
(hetero)aryl chlorides.
3. Precursor for the preparation of a palladium catalyst used in the arylative dearomatization of phenols.
4. Versatile palladium precursor for the preparation of palladium catalysts used in the cross-coupling of aryl
chlorides and amines4, conversion of aryl triflates to aryl fluorides5, and the -arylation of aldehydes6.

R3 O
O Tech. Note (1)
X [Pd(cinnamyl)Cl]2 C Ref. (1)
cataCXium A
C R2 + CO + R3 O
R1 MeCN, 60C, 20h
X = I, Br
R2
R1

Cl [Pd(cinnamyl)Cl]2 NXR"
Mor-DalPhos, base
R + R"NH2 or R"2NH R Tech. Note (2)
water or no solvent Ref. (2)

X = R", H

OH O

Tech. Note (3)

R [Pd(cinnamyl)Cl]2 R
Ref. (3)
Ligand

R' K2CO3, dioxane

n n R'
Br up to 91% yield
References:
1. Chem. Eur. J., 2012, 18, 15592.
2. Eur. J. Org. Chem., 2012, 3972.
3. J. Am. Chem. Soc., 2011, 133, 9282.
4. Chem. Eur. J., 2010, 16, 1983.
5. Science, 2009, 325, 1661.
6. Org. Lett., 2008, 10, 4561.
46-2040 trans-Dichlorobis(tricyclohexylphosphine)palladium(II)/potassium 5 x 1vial
phosphate admixture 25 x 1vial
[CatKit single-use vials - 6.62 wt% Pd complex] [29934-17-6]
PdCl2[(C6H11)3P]2/K3PO4; off-white pwdr.
Note: Each vial contains 453mg of admixture. Weight-percent of
components: 6.62 wt% palladium complex Kit of CatKits - Single-Use
Vials for low catalyst loading experiments Kit component.
See (page 261).
Technical Note:
1. Convenient, pre-weighed vial of palladium catalyst/base admixture useful for
screening reactions. The vial contains 453mg of admixture, which will deliver
4 mole% of palladium catalyst and 2 equivalents of base, to a reaction using
1 mmole of substrate.

116 Visit strem.com for new product announcements.

Metal Catalyts for Organic Synthesis including Organocatalysts - PALLADIUM
46-0530 trans-Dichlorobis(triphenylphosphine) (C6H5)3P Cl 1g
palladium(II), 99% (99.9+%-Pd) [13965-03-2] Pd 5g
PdCl2(P(C6H5)3)2; FW: 701.89; yellow pwdr. 25g
Cl P(C6H5)3
Technical Notes:
1. Precatalyst for the carbonylative cyclization of malonate derivatives.
2. Catalyst used in the double allylation of activated olefins.
3. Precatalyst for the three-component preparation of 3-arylidene- (or 3-alkenylidene)
tetrahydrofurans.
4. Precatalyst for the homocoupling of terminal alkynes.
5. Precatalyst in the cross-coupling of alkynylsilanols and aryl halides.
6. Catalyst for direct Pd-catalyzed alkynylation of N-fused heterocycles.
7. Catalyst for a tandem Heck reaction/C-H functionalization.
8. Catalyst for direct arylation of tautomerizable heterocycles.

E E Tech. Note (1)

I E Ref. (1,2)
E
E= CO2Et O

Ph CN
SnBu3 Cl Tech. Note (2)
+ +
H CN Ref. (3)
CN Ph CN

R4 R4
R2 E E1 cat [Pd]
1
R Hal + 3 + R 1 E E1 Tech. Note (3)
R
Ref. (4)
5
OH R
R2 R5
R3 O

[Pd(PPh3)2Cl2] 50-89%
R H R R
CuI, THF
Tech. Note (4)
O Me Me 47-99% Ref. (5)
N
Br
OEt Me Me
Me
TMSOK
Me [Pd(PPh3)2Cl2] Tech. Note (5)
C5H11 Si OH + ArI C5H11 Ar Ref. (6)
Me DME, rt
75-95%

Si(CH3)3 [Pd(PPh3)2Cl2] 3-5 mol%

KOAc, 2 equiv
N + N Si(CH3)3
toluene, 80 C Tech. Note (6)
Br Ref. (7)
87%
Me Me
H 1) PyBroP, Et3N N
N O 1,4-dioxane, rt, 4 h
+ N Br P N
2) [Pd(PPh3)2Cl2] N
N Na2CO3, H2O,
B(OH)2 N PF6-
100 C, 4 h
94%
PyBroP

Tech. Note (7)

Ref. (8)

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 Metal Catalyts for Organic Synthesis including Organocatalysts - PALLADIUM
46-0530 trans-Dichlorobis(triphenylphosphine)palladium(II), 99% (99.9+%-Pd) [13965-03-2]
(cont.)
Me
Me Br
O
[Pd(PPh3)2Cl2] 2 mol%
Cs2CO3
N
PMB Tech. Note (8)
DMF Me Ref. (9)
110 C, 24 h
O
Me N
References: PMB
1. J. Am. Chem. Soc., 1989, 111, 8018.
2. Tetrahedron Lett., 1990, 31, 2841. 82%
3. J. Am. Chem. Soc., 1997, 119, 8113.
4. J. Org. Chem., 2001, 66, 175.
5. J. Org. Chem., 2002, 67, 1969.
6. J. Org. Chem., 2003, 68, 9151.
7. J. Am. Chem. Soc., 2007, 129, 7742.
8. Angew. Chem. Int. Ed., 2008, 47, 4711.
9. J. Am. Chem. Soc., 2008, 130, 11300.
46-2038 trans-Dichlorobis(triphenylphosphine)palladium(II)/potassium 5 x 1vial
phosphate admixture 25 x 1vial
[CatKit single-use vials - 6.32 wt% Pd complex] [13965-03-2]
PdCl2[P(C6H5)3]2/K3PO4; FW: 701.89; off-white pwdr.
Note: Each vial contains 453mg of admixture. Weight-percent of
components: 6.32 wt% palladium complex Kit of CatKits - Single-Use
Vials for low catalyst loading experiments Kit component.
See (page 261).
Technical Note:
1. Convenient, pre-weighed vial of palladium catalyst/base admixture useful for
screening reactions. The vial contains 453mg of admixture, which will deliver
4 mole% of palladium catalyst and 2 equivalents of base, to a reaction using
1 mmole of substrate.
46-0860 Dichloro(di--chloro)bis[1,3-bis(2,6-di-i-propyl- 250mg
phenyl)imidazol-2-ylidene]dipalladium(II), 97% 1g
[444910-17-2]
C54H72Cl4N4Pd2; FW: 1131.83; orange to tan pwdr. N
Note: Sold in collaboration with Umicore
N Cl Cl
for research purposes only. Pd Pd
Patent WO 2004014550, US 6,316,380 Cl Cl N
and EP 721 953 A1.
N
Technical Notes:
1. Catalyst used for the intramolecular, direct arylation
reaction with aryl chlorides.
2. Catalyst used for aerobic oxidative kinetic resolution of secondary alcohols.
3. Catalyst used for aryl amination.
4. Highly active catalyst for the Mizoroki-Heck reaction.
5. Highly efficient catalytic hydrodehalogenation of polychlorinated biphenyls.

Cl

Tech. Note (1)

O Pd complex Ref. (1)
K2CO3, DMA, 130C
18h
O

OH 1.5 mol% Pd complex OH O

() 1.5 mol% (-) sparteine
+ Tech. Note (2)
DCE, O2, 65C
R Me R Me
Ref. (2)
20h (3A Mol Sieves) R Me

Pd complex Tech. Note (3)

Ar X + NRR'H Ar NRR'
1.5 eq. KOtAm Ref. (3)
DME, 80C, air

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Metal Catalyts for Organic Synthesis including Organocatalysts - PALLADIUM
46-0860 Dichloro(di--chloro)bis[1,3-bis(2,6-di-i-propyl-phenyl)imidazol-2-ylidene]dipalladium(II),
(cont.) 97% [444910-17-2]

Ar
Ar-Br Pd cat. (20-200 ppm Pd) or Tech. Note (4)
or +
Het-Br Ref. (4)
KHCO3, DMF, heat, 20h

Het

0.004 - 0.02 mol% Pd cat.

NaOH or KOtBu
Cln Tech. Note (5)
i-PrOH, 80C
Ref. (5)
n = 2-4

0.02 - 0.5 mol% Pd cat.

NaOH, i-PrOH, 80C

Cln Cln'

n + n' = 1-10
References:
1. Org. Lett., 2005, 7, 1857.
2. Org. Lett., 2003, 5, 63.
3. Org. Lett., 2002, 4, 2229.
4. Eur. J. Inorg. Chem., 2013, 2013, 2007.
5. Chemical Comm., 2009, 38, 5752.
46-0900 Dichloro(norbornadiene)palladium(II), 99% [12317-46-3] Cl 250mg
C7H8PdCl2; FW: 269.46; yellow to orange pwdr. 1g
Technical Note: Pd
1. Useful starting material for the in situ preparation of Cl
a variety of chiral and achiral palladium catalysts.
References:
1. J. Am. Chem. Soc., 2001, 123, 7725.
2. J. Org. Chem., 2009, 74, 1407.
3. Angew. Chem. Int. Ed., 2008, 47, 6367.
46-0340 Methanesulfonato[2-bis(3,5-di(trifluoromethyl) OCH3 100mg
phenylphosphino)-3,6-dimethoxy-2',4',6'- 500mg
tri-i-propyl-1,1'-biphenyl](2'-amino-1,1'- 2g
biphenyl-2-yl)palladium(II), min. 98% H3CO P R
[JackiePhos Palladacycle Gen. 3]
R Pd
C52H50F12NO5PPdS; FW: 1166.39; white pwdr. N
Note: Patents: PCT/US2013/030779, O
O H H
US Serial No. 13/799620. Buchwald Palladacycle S
Precatalyst Kit 2 component. O CF3
See (page 256). H3C
R=

CF3

46-0278 Methanesulfonato(diadamantyl-n-butyl- CH3 250mg

phosphino)-2'-amino-1,1'-biphenyl-2-yl) O S O 1g
palladium(II), min. 95% 5g
[cataCXium A Palladacycle Gen. 3] O
C37H52NO3PPdS; FW: 728.27; off-white pwdr.
Note: Patents: PCT/US2013/030779, Pd P CH2CH2CH2CH3
US Serial No. 13/799620. N
H
H

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 Metal Catalyts for Organic Synthesis including Organocatalysts - PALLADIUM
46-0480 Methanesulfonato[2-(di-1-adamantyl- OCH3 50mg
phosphino)-3,6-dimethoxy-2',4',6'- 250mg
H3CO
tri-i-propyl-1,1'-biphenyl](2'-amino-1,1'- P
biphenyl-2-yl)palladium(II), min. 98%
[AdBrettPhos Palladacycle Gen. 3] Pd
[1445972-29-1] O
N
C56H74NO5PPdS; FW: 1010.65; O H H
S
white to beige solid O
H3C
Note: Patents: PCT/US2013/030779,
US Serial No. 13/799620
46-0365 Methanesulfonato[di-t-butyl(n-butyl) 250mg
phosphine](2'-amino-1,1'-biphenyl-2-yl) O 1g
palladium(II) dichloromethane adduct, H3C 5g
S
min. 98% [P(t-Bu)2(n-Bu) Palladacycle Gen. 3] O
C25H40NO3PPdS; FW: 572.05; white to off-white pwdr. O
Pd
Note: Patents: PCT/US2013/030779, (H3C)3C N
US Serial No. 13/799620. P H H
H3CH2CH2CH2C C(CH3)3

46-0358 Methanesulfonato(di-t-butylneopentyl- 250mg

phosphine)(2'-amino-1,1'-biphenyl-2-yl) O 1g
H3C
palladium(II), min. 98% S
[DTBNpP Palladacycle Gen. 3] O
O
C26H42NO3PPdS; FW: 586.08; white to off-white pwdr. Pd
Note: Patents: PCT/US2013/030779, (H3C)3C N
P H H
US Serial No. 13/799620.
C(CH3)3
(H3C)3C

46-0325 Methanesulfonato(2-(di-t-butylphosphino)- OCH3

100mg
3,6-dimethoxy-2',4',6'-tri-i-propyl-1,1'- 500mg
biphenyl)(2'-amino-1,1'-biphenyl-2-yl) 2g
H3CO P t-Bu
palladium(II), min. 98% 10g
[t-BuBrettPhos Palladacycle Gen. 3] t-Bu Pd
N
[1536473-72-9] O
C44H62NO5PPdS; FW: 854.43; brown-green solid O H H
S
Note: Patents: PCT/US2013/030779, O
US Serial No. 13/799620. Buchwald Palladacycle H3C

Precatalyst Kit 2 component. See (page 256).

Technical Notes:
1. Palladium catalyst used for the arylation of primary amides.
2. Palladium catalyst used for the synthesis of N-aryl carbamates.
3. Palladium catalyst used for the N-monoarylation of amidines.
4. Palladium catalyst used for the cross-coupling of aryl chlorides and triflates with sodium cyanate a
practical synthesis of unsymmetrical ureas.
5. Palladium catalyst used in the synthesis of imidazo[4,5-b]pyridines and imidazo[4,5]pyrazines
through amidation of 2-chloro-3-amino-heterocycles.
6. Palladium catalyst used in the N-arylation of 2-aminothiazoles
7. Palladium catalyst used in the synthesis of diarylethers under mild conditions.
8. Palladium catalyst used in the hydroxylation of aryl and heteroaryl halides.
H

Cl O N R
"Pd complex" Tech. Note (1)
R + R Ref. (1)
R NH2 K2PO4, t-BuOH O
110C
H
NuH
R1 [Pd] 1-3 mol% R1 N Nu Tech. Note (2)
X + NaOCN Ref. (2)
O
X = Cl, OTf
Alk (1o, 2o, 3o)
OBn, OAllyl
Nu =
O(fluorenylmethyl)
SR'
120 Visit strem.com for new product announcements.
 Metal Catalyts for Organic Synthesis including Organocatalysts - PALLADIUM
46-0325 Methanesulfonato(2-(di-t-butylphosphino)-3,6-dimethoxy-2',4',6'-tri-i-propyl-1,1'-
biphenyl)(2'-amino-1,1'-biphenyl-2-yl)palladium(II), min. 98%
(cont.) [t-BuBrettPhos Palladacycle Gen. 3] [1536473-72-9]

X O R1
HO R1 "Pd complex"
R + R Tech. Note (3)
Cs2CO3, toluene R2 Ref. (3)
R2 90C
R1 = alkyl
R2 = alkyl, H
R
N
C
O R1 H
R "Pd complex" N N(R1)2
1 - 2 mole% without PhOH HN(R1)2
X + NaOCN
R H O
N OPh
X = Cl, OTf Tech. Note (4)
Ref. (4)
O
with PhOH
R R
Z NH O "Pd complex" Z N Tech. Note (5)
K3PO4
R + R R1 Ref. (5)
t-BuOH, 110C
H2N R1 N
N Cl 51-99% N
Z = CH, N R1 = H, Me, Ph
R = alkyl, aryl H

N S Tech. Note (6)

X S
H2 N "Pd complex" Ref. (6)
R + R R'
R' K2CO3 1.4 equiv N
N t-BuOH, 90-110C

R1 R2 R1 R2
Br HO "Pd catalyst" O
toluene/DME Tech. Note (7)
+
Ref. (7)
K3PO4 1.5 equiv
16 h
1.5 equiv

1. KOH (equiv)
Pd complex (2 mol %)
MeO Cl MeO OH
H2O (equiv), 1,4-dioxane
temp, 20 h
Tech. Note (8)
2. then HCl Ref. (8)

References:
1. Org. Lett., 2013, 15, 2876.
2. Org. Lett., 2013, 15, 1394.
3. Org. Lett., 2012, 14, 3800.
4. J. Am. Chem. Soc., 2012, 134, 11132.
5. Org. Lett., 2012, 14, 1764.
6. Org. Lett., 2012, 14, 1432.
7. Org. Lett., 2012, 14, 170.
8. J. Org. Chem., 2014, 79, 5351.

[email protected] [email protected] [email protected] [email protected] 121

 Metal Catalyts for Organic Synthesis including Organocatalysts - PALLADIUM
46-0335 Methanesulfonato(2-(di-t-butylphosphino)- OCH3
100mg
3-methoxy-6-methyl-2',4',6'-tri-i-propyl-1,1'- 500mg
biphenyl)(2'-amino-1,1'-biphenyl-2-yl) 2g
palladium(II), min. 98% H3C P t-Bu 10g
[RockPhos Palladacycle Gen. 3] t-Bu Pd
C44H62NO4PPdS; FW: 838.43; brown pwdr. O
N
Note: Patents: PCT/US2013/030779, O H H
S
US Serial No. 13/799620. Buchwald Palladacycle O
Precatalyst Kit 2 component. See (page 256). H 3C

Technical Notes:
1. Palladium precatalyst used for the arylation of aliphatic alcohols.
2. Palladium precatalyst used for the synthesis of diaryl ethers under mild conditions.
3. Palladium precatalyst used for the intermolecular C-O bond formation with secondary and primary
alcohols.

X OR
"Pd complex"
+ ROH Tech. Note (1)
R R
Ref. (1)
Cs2CO3, PhMe
90C, 10 - 24 h

R1 R2 R1 R2
Br HO "Pd complex" O
toluene/DME
+ Tech. Note (2)
K3PO4, 1.5 equiv Ref. (2)
16 h
1.5 equiv

Tech. Note (2)

Ref. (3)

References:
1. Org. Lett., 2013, 15, 2876.
2. Org. Lett., 2012, 14, 170.
3. Angew. Chem. Int. Ed., 2011, 50, 9943.
46-0323 Methanesulfonato(2-di-t-butylphosphino- 250mg
2',4',6'-tri-i-propyl-1,1'-biphenyl)(2'-amino- 1g
1,1'-biphenyl-2-yl)palladium(II), min. 98%
[t-BuXPhos Palladacycle Gen. 3] [1447963-75-8] t-Bu
P
C42H58NO3PPdS; FW: 794.38; yellow pwdr.
Pd
Note: Patents: PCT/US2013/030779, t-Bu N
US Serial No. 13/799620. Buchwald Palladacycle O
Precatalyst Kit 2 component. O H H
S
See (page 256).
O
CH3

Technical Note:
1. Mild palladium-catalyzed cyanation of (hetero)aryl halides and triflates in aqueous media.

X CN
2-5 mol% Pd complex
R R Tech. Note (1)
0.66 equiv. Zn(CN)2 Ref. (1)
Y THF:H2O (1:5) Y
rt - 40C
References: 77-99% yield
1. Org. Lett., 2015, 17, 202.
2. Chem. Sci., 2013, 4, 916.
122 Visit strem.com for new product announcements.
Metal Catalyts for Organic Synthesis including Organocatalysts - PALLADIUM
46-0330 Methanesulfonato(2-di-t-butylphosphino- 250mg
2',4',6'-tri-i-propyl-1,1'-biphenyl)(2'-methylamino- 1g
1,1'-biphenyl-2-yl)palladium(II) dichloromethane 5g
t-Bu
adduct, min. 98% [t-BuXphos Palladacycle Gen. 4] P
[1599466-89-3] t-Bu Pd
N
C43H60NO3PPdS; FW: 808.40; white pwdr. O
Note: Patents: PCT/US2013/030779, O H CH3
S
US Serial No. 13/799620. Buchwald Palladacycle O
H3C
Precatalyst Kit 4 (Methanesulfonato-2'-methylamino-
1,1'-biphenyl-2-yl- Palladacycles Gen. 4) component.
See (page 259).

46-0318 Methanesulfonato(2-dicyclohexylphosphino- 250mg

2',6'-dimethoxy-1,1'-biphenyl)(2'-amino- 1g
1,1'-biphenyl-2-yl)palladium(II) dichloromethane 5g
adduct min. 98% [SPhos Palladacycle Gen. 3] P
Cy 25g
[1445085-82-4]
C39H48NO5PPdS; FW: 780.26; white pwdr. Cy Pd
H3CO OCH3 N
Note: Patents: PCT/US2013/030779, O
O H H
US Serial No. 13/799620. Buchwald S
Palladacycle Precatalyst Kit 2 component. O
H 3C
See (page 256).
Technical Note:
1. Palladium precatalyst for the arylation of amines.

Cl 0.05-0.75% N(R')(R'')
Pd(SPhos)/SPhos
R + H-N(R')(R'') R Tech. Note (1)
NaOt-Bu, THF, 85C
Ref. (1)

Reference:
1. Chem. Sci., 2013, 4, 916.
46-0380 Methanesulfonato(2-dicyclohexyl- 250mg
phosphino-2',6'-dimethoxy-1,1'-biphenyl) 1g
(2'-methylamino-1,1'-biphenyl-2-yl) 5g
palladium(II) dichloromethane adduct Cy
P
min. 98% [SPhos Palladacycle Gen. 4]
Cy Pd
[1599466-87-1] H3CO OCH3 O N
C40H50NO5PPdS; FW: 794.29; white pwdr. O H CH3
Note: Patents: PCT/US2013/030779, S
O
US Serial No. 13/799620. Buchwald Palladacycle H3C
Precatalyst Kit 4 (Methanesulfonato-2'-methylamino-
1,1'-biphenyl-2-yl- Palladacycles Gen. 4) component.
See (page 259).

46-0322 Methanesulfonato(2-dicyclohexylphosphino- OCH3

100mg
3,6-dimethoxy-2',4',6'-tri-i-propyl-1,1'- 500mg
biphenyl)(2'-amino-1,1'-biphenyl-2-yl) 2g
palladium(II), min. 98% H3CO
P
Cy 10g
[BrettPhos Palladacycle Gen. 3] Pd
Cy
[1470372-59-8] N
O
C48H66NO5PPdS; FW: 906.50; beige pwdr. O H H
Note: Patents: PCT/US2013/030779, S
O
US Serial No. 13/799620. H3 C
Buchwald Palladacycle Precatalyst Kit 2
Component. See (page 256).

[email protected] [email protected] [email protected] [email protected] 123

 Metal Catalyts for Organic Synthesis including Organocatalysts - PALLADIUM
46-0322 Methanesulfonato(2-dicyclohexylphosphino-3,6-dimethoxy-2',4',6'-tri-i-propyl-1,1'-
biphenyl)(2'-amino-1,1'-biphenyl-2-yl)palladium(II), min. 98%
(cont.) [BrettPhos Palladacycle Gen. 3] [1470372-59-8]
Technical Notes:
1. Catalyst used in the regioselective synthesis of benzimidazolones via cascade C-N coupling of
monosubstituted ureas,
2. Catalyst used in a mild and rapid Pd-catalyzed cross-coupling with hydrazine in continuous
flow - applications to the synthesis of functionalized heterocycles.
H
O
Br Tech. Note (1)
N
Brettphos precatalyst Ref. (1)
1 R2 1
R + R O
H2 N N K3PO4, t-BuOH
Cl N
H
R2
H

N
N Ph
R1

R3 Tech. Note (2)

H2NNH2 Ref. (2)
Cl 1
Brettphos precatalyst R
R1 N
Flow Reactor
N
R2
R3

R1 R2
N
References:
1. Org. Lett., 2014, 16, 3844. H
2. Angew. Chem. Int. Ed., 2013, 52, 3434.
3. Chem. Sci., 2013, 4, 916.
46-0333 Methanesulfonato(2-dicyclohexylphosphino- OCH3
250mg
3,6-dimethoxy-2',4',6'-tri-i-propyl-1,1'- 1g
biphenyl)(2'-methylamino-1,1'-biphenyl-2-yl) 5g
H3CO Cy
palladium(II), min. 98% P
[BrettPhos Palladacycle Gen. 4] [1599466-83-7] Cy Pd
N
C49H68NO5PPdS; FW: 920.53; white pwdr. O
O
Note: Patents: PCT/US2013/030779, S
H CH3
US Serial No. 13/799620. Buchwald Palladacycle O
H3C
Precatalyst Kit 4 (Methanesulfonato-2'-methylamino-
1,1'-biphenyl-2-yl- Palladacycles Gen. 4) component.
See (page 259).
Technical Note:
1. Catalyst used for the N-arylation of amines.
R
X N
0.1 - 1% Pd(BrettPhos) R' Tech. Note (1)
R + H-N(R)R' R Ref. (1)
base, solvent

References:
1. J. Org. Chem., 2014, 79, 4161.
2. Chem. Sci., 2013, 4, 916.

124 Visit strem.com for new product announcements.

Metal Catalyts for Organic Synthesis including Organocatalysts - PALLADIUM
46-0237 Methanesulfonato[2-(dicyclohexyl- 250mg
phosphino)-2'-(N,N-dimethylamino)- 1g
1,1'-biphenyl](2'-amino-1,1'-biphenyl-
2-yl)palladium(II) CH2Cl2 adduct, min. 98%
P cy
[DavePhos Palladacycle Gen. 3]
cy Pd
[1445085-87-9] (H3C)2N N
C39H49N2O3PPdS; FW: 763.28; O
white pwdr. O H H
S
Note: Patents: PCT/US2013/030779, O
US Serial No. 13/799620. H3C
Reference:
1. Chem. Sci., 2013, 4, 916.
46-0314 Methanesulfonato(2-dicyclohexylphosphino- 250mg
2',6'-di-i-propoxy-1,1'-biphenyl)(2'-amino- 1g
1,1'-biphenyl-2-yl)palladium(II), min. 98% 5g
[RuPhos Palladacycle Gen. 3] [1445085-77-7] P
Cy
C43H56NO5PPdS; FW: 836.37; white pwdr.
Cy Pd
Note: Patents: PCT/US2013/030779, O
N
O O
US Serial No. 13/799620. Buchwald O H H
Palladacycle Precatalyst Kit 2 component. S
See (page 256). O
H 3C
Technical Notes:
1. Synthesis of Indoles via a Pd-catalyzed C-N ring formation.
2. Mild and general conditions for Negishi cross-coupling, enabled by the use of
palladacycle precatalysts. R 3
R1
R1 R3
RuPhos precat Gen 3 R2
(2 mol%) N
EWG
N R2 EWG
H NaOMe (1.5 equiv) Tech. Note (1)
X 1,4-Dioxane, 100 C Ref. (1)
60%-95%
up to 100g scale R4
R4

Z Z
ZnCl HetAr
Precatalyst, L
Y + HetAr-X Y
X THF, RT or 75 C X
X=S, NR X=S, NR
Y=CH, N Y=CH, N Tech. Note (2)
Z=CH, N Z=CH, N Ref. (2)

HetAr
ZnCl
Precatalyst, L
Fn
Fn + HetAr-X
THF, RT or 75 C

X = Cl, Br, I, OTf)

n=2-5

References:
1. Org. Lett., 2014, 16, 4114.
2. Angew. Chem. Int. Ed., 2013, 52, 615.
3. Chem. Sci., 2013, 4, 916.

[email protected] [email protected] [email protected] [email protected] 125

 Metal Catalyts for Organic Synthesis including Organocatalysts - PALLADIUM
46-0395 Methanesulfonato(2-dicyclohexyl- 250mg
phosphino-2',6'-di-i-propoxy-1,1'-biphenyl) 1g
(2'-methylamino-1,1'-biphenyl-2-yl)palladium(II), 5g
Cy
min. 98% [RuPhos Palladacycle Gen. 4] P
[1599466-85-9] Cy Pd
C44H58NO5PPdS; FW: 850.40; white pwdr. N
O O O
Note: Patents: PCT/US2013/030779, O H CH3
US Serial No. 13/799620 Buchwald Palladacycle S
Precatalyst Kit 4 (Methanesulfonato-2'-methylamino- O
H3 C
1,1'-biphenyl-2-yl- Palladacycles Gen. 4) component.
See (page 259).
Reference:
1. J. Org. Chem., 2014, 79, 4161.
46-0353 Methanesulfonato{(R)-(-)-1-[(S)-2-(dicyclohexyl- 100mg
phosphino)ferrocenyl]ethyldi-t-butylphosphine} O 500mg
(2'-amino-1,1'-biphenyl-2-yl)palladium(II), H3C
min. 98% [Josiphos Palladacycle Gen. 3] S
O
C45H65FeNO3P2PdS; FW: 924.28; red-orange solid O
Pd
Note: Patents: PCT/US2013/030779, t-Bu N
US Serial No. 13/799620. H H
Technical Note: Cy P t-Bu
1. Catalyst used for C-O coupling reactions P C
Fe CH3
between electron-deficient phenols and
functionalized heteroaryl chlorides. Cy H
R

R
Cl NHBoc
5 mol% Josiphos precat. Tech. Note (1)
+ NHBoc Ref. (1)
N Cs2CO3, toluene
100C, 24 h
N
OH
Reference:
1. Tetrahedron Lett., 2015, 56, 2329.
46-0320 Methanesulfonato(2-dicyclohexylphosphino- 250mg
2',4',6'-tri-i-propyl-1,1'-biphenyl)(2'-amino- 1g
1,1'-biphenyl-2-yl)palladium(II), min. 98% 5g
Cy
[XPhos Palladacycle Gen. 3] [1445085-55-1] P
C46H62NO3PPdS; FW: 846.45; Pd
Cy
white to off-white pwdr. N
Note: Patents: PCT/US2013/030779, O
O H H
US Serial No. 13/799620. Buchwald S
Palladacycle Precatalyst Kit 2 component. O
See (page 256). H3C

Technical Notes:
1. Palladium precatalyst for facile C-N cross-coupling reactions.
2. Palladium precatalyst for the arylation of primary amines.

EtO2C EtO2C
H
NH2 Cl OMe 1 mol% Cat., K2CO3 N OMe
+ Tech. Note (1)
t-BuOH, 1 h, 110 C Ref. (1)

Me Me
H
NH2 Cl N
0.1 mol% Cat., NaOt-Bu
+ Tech. Note (1)
dioxane, 10 min, 100 C Ref. (1)
F F
Me Me

Cl Bu2N
1 mol% Cat., LHMDS Tech. Note (1)
Bu2NH +
Ref. (1)
OH dioxane, 7 h, rt OH

126 Visit strem.com for new product announcements.

Metal Catalyts for Organic Synthesis including Organocatalysts - PALLADIUM
46-0320 Methanesulfonato(2-dicyclohexylphosphino-2',4',6'-tri-i-propyl-1,1'-biphenyl)(2'-amino-
1,1'-biphenyl-2-yl)palladium(II), min. 98% [XPhos Palladacycle Gen. 3] [1445085-55-1]
(cont.)
Cl Ar
2% Pd(XPhos) Tech. Note (2)
R + ArB(OH)2 R Ref. (2)
2:1 K3PO4 (aq)/THF
rt or 40C, 30 min
References:
1. J. Am. Chem. Soc., 2008, 130, 6686.
2. Chem. Sci., 2013, 4, 916.
46-0327 Methanesulfonato(2-dicyclohexylphosphino- 250mg
2',4',6'-tri-i-propyl-1,1'-biphenyl)(2'-methyl- 1g
amino-1,1'-biphenyl-2-yl)palladium(II), min. 98% 5g
[XPhos Palladacycle Gen. 4] [1599466-81-5] Cy
P
C47H64NO3PPdS; FW: 860.48; white pwdr.
Cy Pd
Note: Patents: PCT/US2013/030779, N
O
US Serial No. 13/799620. Buchwald Palladacycle O H CH3
Precatalyst Kit 4 (Methanesulfonato-2'-methylamino- S
O
1,1'-biphenyl-2-yl- Palladacycles Gen. 4) component. H3C
See (page 259).
Technical Note:
1. Palladium catalyst used in the Suzuki-Miyaura coupling of unstable boronic acids.

2 mol% catalyst
Ar X + Ar'B(OH)2 Ar Ar'
Tech. Note (1)
THF/0.5M aq. K3PO4 (1:2)
Ref. (1)
Reference: rt, 30 min
1. J. Org. Chem., 2014, 79, 4161.
H3C
46-0345 Methanesulfonato{[4-(N,N-dimethyl- 250mg
amino)phenyl]di-t-butylphosphino} H3C
N 1g
(2'-amino-1,1'-biphenyl-2-yl)palladium(II),
min. 98% [Amphos Palladacycle Gen. 3]
P t-Bu
C29H41N2O3PPdS; FW: 635.11; beige to tan pwdr.
Note: Patents: PCT/US2013/030779, t-Bu Pd
N
US Serial No. 13/799620. O
O H H
S
Technical Note: O
1. See 15-1248 (Visit strem.com). H3C

46-0957 Methanesulfonato[9,9-dimethyl-4,5- 500mg

bis(diphenylphosphino)xanthene] 2g
[2'-amino-1,1'-biphenyl]palladium(II)
dichloromethane adduct, min. 98%
[Xantphos Palladacycle Gen. 3] H
N
[1445085-97-1] Pd H
C62H45NO4P2PdS; FW: 948.35; pale yellow pwdr. O O PPh2 PPh2
Note: Patents: PCT/US2013/030779, S
US Serial No. 13/799620. O
H3C O

Technical Notes:
1. See 15-1242 (Visit strem.com).
2. Chem. Sci., 2013, 4, 916. H3C CH3

46-0388 Methanesulfonato[9,9-dimethyl-4,5- 250mg

bis(diphenylphosphino)xanthene] 1g
(2'-methylamino-1,1'-biphenyl-2-yl) 5g
palladium(II), 98%
[Xantphos Palladacycle Gen. 4] CH3
N
C53H47NO4P2PdS; FW: 950.37; white pwdr. O Pd H
O
Note: Patents: PCT/US2013/030779, S PPh2 PPh2
US Serial No. 13/799620. Buchwald Palladacycle H3 C
O O
Precatalyst Kit 4 (Methanesulfonato-2'-
methylamino-1,1'-biphenyl-2-yl- Palladacycles
Gen. 4) component. See (page 259).
H3 C CH3

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 Metal Catalyts for Organic Synthesis including Organocatalysts - PALLADIUM
46-0385 Methanesulfonato(tri-t-butylphosphino) 250mg
(2'-methylamino-1,1'-biphenyl-2-yl)palladium(II), 1g
98% [P(t-Bu)3 Palladacycle Gen. 4] [1621274-11-0] 5g
C26H42NO3PPdS; FW: 586.08; white pwdr. t-Bu t-Bu
P
Note: Patents: PCT/US2013/030779,
Pd
US Serial No. 13/799620 Buchwald Palladacycle t-Bu N
Precatalyst Kit 4 (Methanesulfonato-2'-methylamino- O
O H CH3
1,1'-biphenyl-2-yl- Palladacycles Gen. 4) component. S
See (page 259). O
H3C

46-0239 Methanesulfonato(tricyclohexylphosphine) 250mg

(2'-amino-1,1'-biphenyl-2-yl)palladium(II) 1g
dichloromethane adduct, min. 98% cy 5g
[PCy3 Palladacycle Gen. 3] [1445086-12-3] cy
P
C31H46NO3PPdS; FW: 650.16; off-white to beige pwdr. cy Pd
Note: Patents: PCT/US2013/030779, US Serial No. N
13/799620. O
O H H
Technical Note: S
1. A new palladium precatalyst for C-C and C-N cross-coupling O
H3C
reactions.

Reference:
1. Chem. Sci., 2013, 4, 916.
46-0379 Methanesulfonato(tricyclohexylphosphino) 250mg
(2'-methylamino-1,1'-biphenyl-2-yl)palladium(II), 1g
98% [PCy3 Palladacycle Gen. 4] 5g
C32H48NO3PPdS; FW: 664.19; white pwdr. Cy Cy
P
Note: Patents: PCT/US2013/030779,
US Serial No. 13/799620. Buchwald Palladacycle Cy Pd
Precatalyst Kit 4 (Methanesulfonato-2'-methylamino- N
O
1,1'-biphenyl-2-yl- Palladacycles Gen. 4) component. O H CH3
See (page 259). S
O
H3C

46-1553 (2'-Methylamino-1,1'-biphenyl-2-yl) 500mg

methanesulfonatopalladium(II) dimer, SO2CH3
2g
min. 98% [1581285-85-9]
C28H30N2O6Pd2S2; FW: 767.52; light gray pwdr. O
Pd Pd
O
N N
H3C SO2CH3 CH3
H H
Technical Note:
1. Dimeric palladium precursor, that when treated with phosphines at room temperature in dichloromethane,
provides N-substituted precatalysts. These catalysts are useful in the aminocarbonylation of (hetero)aryl
bromides, and general C-C and C-N cross-coupling reactions.

N(H)R N(H)R
Ligand (L)

Pd DCM, rt Pd L

O 2 O
Ms Ms

References:
1. Chem. Sci. 2013, 4, 916.
2. Org. Lett., 2013, 15, 2876.
3. Org. Lett., 2014, 16, 4296.
4. J. Org. Chem., 2014, 79, 4161.
5. ACS Catal., 2015, 5, 1386.

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Metal Catalyts for Organic Synthesis including Organocatalysts - PALLADIUM
46-1780 Palladium(II) acetate, min. 98% (99.9+%-Pd) [3375-31-3] 1g
Pd3(OOCCH3)6; FW: 673.52; golden-brown xtl. 5g
Note: Palladium Kit component. See (page 253). 25g
Technical Notes:
1. Efficient catalyst for the arylation of olefins (Heck reaction).
2. Catalyst for cross-coupling reactions.
3. Catalyst for C-H activation.
4. Precatalyst for enantioselective decarboxylative protonation of allyl -ketoesters.
R1
R1X + R2 R2
Tech. Note (1)
H
Ref. (1)

R1 = Ar, ArCH2,

alkoxide
RX + R1BX2 R R1 Tech. Note (2)
Pd(0) Ref. (2,3)

Pd(OAc)2 + 2L

H2O
Cl NR2
Tech. Note (2)
Pd(0)L Ref. (2,3)
+ HNR2

R1 R1

O O
Ph S S Ph O
O
O Pd(OAc)2 OMe
+ H3C OMe O
DMBQ/AcOH NO2
O NO2 dioxane/DMSO 4/1 Tech. Note (2)
O Ref. (2,3)
70%

O O Pd(OAc)2 O
Bn chiral phosphinooxazoline Bn
H
O Tech. Note (4)
HCO2H, molecular sieves Ref. (10)
dioxane
91% yield, 92% ee
References:
1. Angew. Chem. Int. Ed., 1994, 33, 2379.
2. Acta. Chem. Scand., 1993, 47, 221.
3. J. Org. Chem., 1994, 59, 5034.
4. Palladium Reagents in Organic Synthesis (R.F. Heck), 1985, Chapter 6.
5. Comprehensive Organic Synthesis, 1991, Vol. 3, Chapter 2.
6. Encyclopedia of Reagents for Organic Synthesis, 1995, Vol. 6, 3847.
7. Handbook of Organopalladium Chemistry for Organic Synthesis, Negishi, E., Ed., Wiley-
Interscience, New York, 2002.
8. Org. Lett., 2008, 10, 3505.
9. J. Am. Chem. Soc., 2008, 130, 14090.
10. J. Am. Chem. Soc., 2006, 128, 11348.
46-1781 Palladium(II) acetate, 99+% (99.95+%-Pd) [3375-31-3] 1g
Pd3(OOCCH3)6; FW: 673.52; golden-brown xtl. 5g
25g
Technical Note:
1. See 46-1780 (page 129).

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 Metal Catalyts for Organic Synthesis including Organocatalysts - PALLADIUM
46-2030 Palladium(II) acetate/1,1'-bis(di-t-butylphosphino)ferrocene/ 5 x 1vial
potassium phosphate admixture 25 x 1vial
[CatKit single-use vials - 2.02 wt% Pd(OAc)2]
off-white pwdr.
Note: Each vial contains 453mg of admixture. Weight-percent of
components: 2.02 wt% palladium acetate; 4.28 wt% phosphine ligand;
93.7 wt% potassium phosphate Kit of CatKits - Single-Use Vials for low
catalyst loading experiments Kit component. See (page 261).
Technical Note:
1. Convenient, pre-weighed vial of palladium catalyst/base admixture useful for
screening reactions. The vial contains 453mg of admixture, which will deliver
4 mole% of palladium catalyst and 2 equivalents of base, to a reaction using
1 mmole of substrate.
46-2033 Palladium(II) acetate/2-dicyclohexylphosphino-2,6-dimethoxy-1,1'- 5 x 1vial
biphenyl (SPhos)/potassium phosphate admixture 25 x 1vial
[CatKit single-use vials - 1.96 wt% Pd(OAc)2]
off-white pwdr.
Note: Note: Patents: US 6,395,916, US 6,307,087. Each vial contains
453mg of admixture. Weight-percent of components: 1.96 wt%
palladium acetate; 7.17 wt% phosphine ligand; 90.8 wt% potassium
phosphate Kit of CatKits - Single-Use Vials for low catalyst loa
Technical Note:
1. Convenient, pre-weighed vial of palladium catalyst/base admixture useful for
screening reactions. The vial contains 453mg of admixture, which will deliver
4 mole% of palladium catalyst and 2 equivalents of base, to a reaction using
1 mmole of substrate.
46-1850 Palladium(II) chloride (99.9%-Pd) [7647-10-1] 1g
PdCl2; FW: 177.31; rust colored xtl.; m.p. 500 dec.; d. 4.0 5g
hygroscopic 25g
Note: Palladium Kit component. See (page 254).
Technical Notes:
1. Catalyst for aldehyde selective Wacker oxidations of phthalimide protected allylic amines.
2. Catalyst for C-H arylation of thiophenes.
3. Palladium-catalyzed cyanation of carbon-carbon triple bonds.
4. Catalyst for Wacker oxidation of olefins.
5. Reagent for the intramolecular addition of alcohols to olefins.

PdCl2 (10%), CuCl (1.0 eq.)

77-95% Tech. Note (1)
O N O O2, DMF/H2O, 72 h O N O
Ref. (1)
CHO
R R

Ar2 OMe Ar2 OMe

3
PdCl2 (5%), bipyridyl (10%)
+ Ar I 61-87%
Ag2CO3, m-xylene, 120 C
H S Ar1 Ar3 S Ar1 Tech. Note (2)
Ref. (2)

R1 H
PdCl2 (5%), TMSCN Tech. Note (3)
R1 H 51-86%
O2, toluene, 100 C Ref. (3)
NC CN

PdCl2 (5%), O2 O Tech. Note (4)

R 74-91%
DMA, H2O, 100 C R Ref. (4)
Me

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Metal Catalyts for Organic Synthesis including Organocatalysts - PALLADIUM
46-1850 Palladium(II) chloride (99.9%-Pd) [7647-10-1]
(cont.)
Me
Me
PdCl2 (10%), CO Tech. Note (5)
CO2Me Ref. (5)
OH CuCl, MeOH
O

References:
1. J. Am. Chem. Soc., 2009, 131, 9473.
2. J. Am. Chem. Soc., 2009, 131, 14622.
3. Angew. Chem. Int. Ed., 2009, 48, 4528.
4. Angew. Chem. Int. Ed., 2006, 45, 481.
5. J. Org. Chem., 1989, 54, 4483.
6. Encyclopedia of Reagents for Organic Synthesis, 1995, Vol. 6, 3872.
46-2150 Tetrakis(triphenylphosphine)palladium(0), 99% (99.9+%-Pd) 1g
[14221-01-3] 5g
Pd[(C6H5)3P]4; FW: 1155.57; bright yellow pwdr. 25g
air sensitive, (store cold)
Note: Palladium Kit component. See (page 254).
Technical Notes:
1. Catalyst for Suzuki coupling of chiral secondary organoboronic esters.
2. Palladium-catalyzed SNAr reactions for the synthesis of heteroaryl ethers.
3. Catalyst for cross-coupling of a-diazocarbonyl compouns with arylboronic acids.
4. Diastereoselective synthesis of trans-1,2-diazetidines.
5. Palladium-catalyzed alkynyl iminium ion cyclization.
6. Widely used reagent in a variety of transformations including Heck arylation, enyne and diyne
cycloisomerization.
7. Catalysts for cross-coupling.

BPin Ar2
38-64%
Pd2(dba)3
CH3 + Ar2I CH3 84-94% Tech. Note (1)
Ph3P, Ag2O stereo-retention Ref. (1)

N
N Pd(PPh3)4, Cs2CO3 Ar'
N + Ar'B(OH)2 Ar O 37-87% Tech. Note (2)
N O2, DME/H2O Ref. (2)
Ar O

R1 O Pd(PPh3)4 R1 O
i Tech. Note (3)
Pr2NEt, BQ
2 3 + ArB(OH)2 2 65-97% Ref. (3)
R R
toluene, 80 C R R3
N2 Ar
R2
Pd(PPh3)4, Cs2CO3 R1
R1 + R2I Tech. Note (4)
EtO2CHN NCO2Et CH3CN, 80 C EtO2CN NCO2Et Ref. (4)

62-77%
R'
Pd(PPh3)4 (2%)
R'B(OH)2, HCHO (aq.) Tech. Note (5)
R NHBn N Ref. (5)
Bn
71-88%
Me Me
Pd(PPh3)4 Tech. Note (6)
73% Ref. (6)
E E
E EH

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 Metal Catalyts for Organic Synthesis including Organocatalysts - PALLADIUM
46-2150 Tetrakis(triphenylphosphine)palladium(0), 99% (99.9+%-Pd) [14221-01-3]
(cont.)

Pd(PPh3)4 Tech. Note (7)

R1X + R2SnR3 R1-R2 Ref. (7)

R1 SiF3 Pd(PPh3)4 Ar Tech. Note (7)

+ ArX 2 Ref. (8)
1R
2 TBAF
R
R
regiochemically pure

O OTf O
Me Me SnMe3, LiCl Me Tech. Note (7)
Pd(PPh3)4 Ref. (9)
CO

References:
1. J. Am. Chem. Soc., 2009, 131, 5024.
2. J. Am. Chem. Soc., 2009, 131, 4174.
3. J. Am. Chem. Soc., 2008, 130, 1566.
4. Angew. Chem. Int. Ed., 2008, 47, 4581.
5. Angew. Chem. Int. Ed., 2008, 47, 4851.
6. Acc. Chem. Res., 1990, 23, 34.
7. Angew. Chem. Int. Ed., 1995, 34, 1721.
8. Pure Appl. Chem., 1994, 66, 1471.
9. J. Am. Chem. Soc., 1984, 106, 7500.
10. Encyclopedia of Reagents for Organic Synthesis, 1995, Vol. 7, 4788.
11. Comprehensive Organic Synthesis, 1991, Vol. 3, Chapter 2.4, 521.
12. Palladium Reagents in Organic Synthesis, 1995, Chapter 6.
13. Handbook of Organopalladium Chemistry for Organic Synthesis, 1st Ed., John Wiley & Sons,
2002. (review)
46-7860 Triphenylphosphinepalladium(II) dichloride PdCl2PPh3
500mg
phosphaadamantane ethyl Silica 2g
(PhosphonicS PAPd1r) P
yellow solid O
Note: Sold in collaboration with PhosphonicS Ltd. O
for research purposes only.
O
Particle size range: 60-200 microns
Palladium loading : 0.01 to 0.03 mmol/g
Technical Note:
1. Immobilized palladium heterogeneous catalyst successfully utilized in typical Suzuki and
Heck reactions. The catalyst is effective for a wide range of substrates yielding coupled
products in high yield. The catalyst can be simply filtered off and reused over several
cycles, with no apparent loss in activity. Typical reactions using the homogeneous version
of triphenylphosphinepalladium(II) dichloride phosphaadamantane can be found in Org. Lett.
2003, 5, 6, Tetrahedron Lett., 2004, 45, 8319 and J.Org.Chem., 2004, 69, 5082.

132 Visit strem.com for new product announcements.

Metal Catalyts for Organic Synthesis including Organocatalysts - PALLADIUM
46-3005 Tris[di(4-acetoxybenzylidene)acetone] Ar 100mg
dipalladium(0) di(4-acetoxybenzylidene) Ar 500mg
C
acetone adduct, min. 97% [1196118-15-6] C O
C
C63H54O15Pd2; FW: 1263.93; dark purple pwdr. C
air sensitive, moisture sensitive, (store cold) O C C
Note: U.S. Patent No. 12/259,001 C C
Pd Pd
C C
Ar C Ar
Ar
C C
C
C
Ar
O
Technical Note:
O
1. Useful catalyst for the Suzuki polycondensation reactions. Ar =
C
O OCH3
Reference:
1. Macromolecules, 2009, 42, 8611.
46-3000 Tris(dibenzylideneacetone)dipalladium(0) Ph 1g
[51364-51-3] Ph 5g
C
(C6H5CH=CHCOCH=CHC6H5)3Pd2; FW: 915.70; C C 25g
C O
purple pwdr.; m.p. 152-155
air sensitive, moisture sensitive O C C
Note: Palladium Kit component. See (page 254). C C
Pd Pd
Technical Notes: C
1. Catalyst precursor for conversion of aryl chlorides, triflates, C
Ph C Ph
and nonaflates to nitroaromatics. Ph
2. Catalyst for the synthesis of epoxides.
3. Catalytic asymmetric allylic and homoallylic diamination C C C
of terminal olefins. C
3 Ph
4. Site-selective benzylic sp palladium-catalyzed
direct arylation.
O
5. Palladium-catalyzed one-pot synthesis of tricyclic indolines.
6. Active catalyst for the Suzuki-Miyaura coupling of 2-pyridyl nucleophiles.
7. Catalyst in combination with BINAP for the asymmetric Heck Arylation of olefins.
8. Precursor for palladium-catalyzed carbon-nitrigen bond formation.
9. Catalyst for -arylation of ketones,
10. Cross-coupling of aryl halides with aryl boronic acids.

X Pd2(dba)3, tBuBrettPhos NO2

R + NaNO2 R 74-99% Tech. Note (1)
TDA, tBuOH Ref. (1)
130 C
X = Cl, OTf, ONf
OH R1
Pd2(dba)3, RuPhos O
R1 1 + RBr t R1 44-69%
R BuONa, toluene Tech. Note (2)
R2 2
R Ref. (2)
R = aryl, vinyl R
O
O
Pd2(dba)3, L But N t
N Bu
50-80%
R + But t
Bu 90-94% ee
N N 65 C
Tech. Note (3)
R
Ref. (3)

Pd2(dba)3, XPhos Ar 60-90%

+ ArX N
N Me t
BuONa, toluene Tech. Note (4)
O O Ref. (4)

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 Metal Catalyts for Organic Synthesis including Organocatalysts - PALLADIUM
46-3000 Tris(dibenzylideneacetone)dipalladium(0)
(cont.) [51364-51-3]

O
NH2 R1
Br O Tech. Note (5)
Pd2(dba)3, dppf
+ R 50-81% Ref. (5)
R2 K2CO3, toluene
N R2
R R1 H

Br + B(OiPr)3Li Pd2(dba)3, Ph2P(O)H

Tech. Note (6)
N KF, dioxane N Ref. (6)
R2 R1 R 1 2
R

MeO I OTIPS Me
O Pd2(dba)3, BINAP MeO CHO Tech. Note (7)
O
N Ref. (7)
N
Me Me Me

Pd2(dba)3, dppf Tech. Note (8)

Br + R'NH2 t NHR' Ref. (8)
BuONa
R R

O Pd2(dba)3, BINAP O
Tech. Note (9)
ArBr + R t R
R' BuONa, THF R' Ref. (9)
Ar
2
R1 R Pd2(dba)3, tBu3P R1 R2
Cl + (HO)2B Tech. Note (10)
Cs2CO3, dioxane
Ref. (10)

References:
1. J. Am. Chem. Soc., 2009, 131, 12898.
2. J. Am. Chem. Soc., 2009, 131, 2052.
3. J. Am. Chem. Soc., 2008, 130, 8590.
4. J. Am. Chem. Soc., 2008, 130, 3266.
5. Angew. Chem. Int. Ed., 2008, 47, 177.
6. Angew. Chem. Int. Ed., 2008, 47, 4695.
7. J. Org. Chem., 1993, 58, 6949.
8. J. Am. Chem. Soc., 1996, 118, 7217.
9. J. Am. Chem. Soc., 1997, 119, 11108.
10. Angew. Chem. Int. Ed., 1998, 37, 3387.
11. Encyclopedia of Reagents for Organic Synthesis, 1995, Vol. 8, 5431.
12. Comprehensive Organic Synthesis, 1991, Vol. 3, Chapter 2.
13. Palladium Reagents in Organic Synthesis, 1995, Chapter 6.
14. Handbook of Organopalladium Chemistry for Organic Synthesis, 1st Ed., John Wiley & Sons, 2002.
(review)
15. Coord. Chem. Rev., 1998, 178, 511.
46-3010 Tris(dibenzylideneacetone)dipalladium(0) chloroform adduct 500mg
[52522-40-4] 2g
(C6H5CH=CHCOCH=CHC6H5)3Pd2CHCl3; FW: 1035.08; red xtl.; 10g
m.p. 131-135
air sensitive, moisture sensitive
Note: Palladium Kit component. See (page 254).
Technical Note:
1. See 46-3000 (page 133).

134 Visit strem.com for new product announcements.

 Metal Catalyts for Organic Synthesis including Organocatalysts - PALLADIUM
46-3015 Tris(dibenzylideneacetone)dipalladium(0)/tri-t-butylphosphonium 1g
tetrafluoroborate admixture (molar Pd/P = 1:1.2) 5g
C51H42O3Pd2/[(C4H9)3PH]+BF4-; purple pwdr.
air sensitive, moisture sensitive
Technical Note:
1. Stable, precatalyst mixture for the Suzuki, Heck, Stille, and Sonogashira, reactions of aryl/vinyl
halides, under mild conditions. Active catalyst can be generated in situ by adding a base.

0.5-1.5% Pd2(dba)3
1.0-3.6% [(t-Bu)3PH]BF4
R-X + (HO)2B R
Y 3.3 equiv. KF Y
THF
1.1 equiv.
0.5-1.5% Pd2(dba)3 R
1.0-6.0% [(t-Bu)3PH]BF4 R'
R
X + R'
Y 1.1 equiv. cy2NMe Y
dioxane
1.1-2.0 equiv.

1.5% Pd2(dba)3
3.0-6.0% [(t-Bu)3PH]BF4
X + Bu3Sn-R R
Y 2.2 equiv. CsF Y
1.05 equiv. dioxane or NMP

Reference:
1. Org. Lett,. 2001, 3, 4295.
46-3020 Tris(dibenzylideneacetone)dipalladium(0)/tri-t-butylphosphonium 1g
tetrafluoroborate admixture (molar Pd/P = 1:2) 5g
C51H42O3Pd2/[(C4H9)3PH]+BF4-; purple pwdr.
air sensitive, moisture sensitive
Technical Note:
1. See 46-3015 (page 135).
46-2185 Tris{tris[3,5-bis(trifluoromethyl)phenyl] 500mg
phosphine}palladium(0), 99% [1130784-80-3] CF3 CF3 2g
C72H27F54P3Pd; FW: 2117.24; yellow xtl.
Note: Material can be stored at room temperature.
Not sensitive to air, moisture, or light.
CF3 P CF3 Pd

Technical Note:
1. Catalyst used in the hydrocarboxylation of terminal
alkenes in supercritical carbon dioxide. CF3 CF3
3
COOH

[Pd]P ligand/surfactant COOH

+
R R R
CO, H2O, supercritical CO2

Reference:
1. Eur. J. Inorg. Chem., 2008, 3524.

Metal Catalyts for Organic Synthesis including Organocatalysts - PLATINUM

96-6717 BASF Heterogeneous Catalyst Kit
See (page 253).
96-6721 BASF Platinum Catalyst Kit
See (page 254).

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 Metal Catalyts for Organic Synthesis including Organocatalysts - PLATINUM
78-0725 Hydrido(dimethylphosphinous acid-kP) CH3 H3C 100mg
[hydrogen bis(dimethylphosphinito-kP)] H3C CH3 500mg
platinum(II) [173416-05-2] O P P
C6H21O3P3Pt; FW: 429.23; white to off-white pwdr.
H Pt OH
Note: US Patent numbers 5,932,756 & 6,133,478.
O P H
H3C
CH3
Technical Note:
1. Widely used in complex multi-step organic syntheses. This mild hydration catalyst converts
hindered and acid/base sensitive nitriles to amides. The amide is released from the metal
coordination sphere preventing further hydrolysis to acid. Typically, turnover frequency
(TOF) ranges from 16 to 380 h-1 depending on steric factors. For optimal results avoid the
presence of coordinating anions especially cyanide and halide.

H3C H3C

O Tech Note (1)

0.5 mol% catalyst
CN NH2 Ref. (1)
EtOH/H2O, 80C,12 h

99%
O NH2
CN
H H

20 mol% catalyst
Tech Note (1)
O EtOH/H2O, 80C O Ref. (2)

H H
HO OPiv HO OPiv

OMe OMe O OMe O

Pt complex
CN +
73% yield NH2 NH2

OTBDPS OTBDPS OTBDPS

Tech Note (1)

Ref. (3)
OR O
N
C
Pt complex N NH
R2 R2 + R2
X ROH, heating X X
Y C X,Y = C,N Y R1 Y R1
Tech Note (1)
R1 Ref. (4)
References:
1. J. Org. Chem., 2004, 69, 2327.
2. Org. Lett., 2006, 8, 2643.
3. J. Org. Chem., 2009, 74, 5405.
4. Tetrahedron Lett., 2010, 51, 6422.
78-1890 Platinum(IV) oxide hydrate (~80-81% Pt) ADAMS' CATALYST 250mg
HAZ [52785-06-5] 1g
PtO2XH2O; FW: 227.09; brown pwdr.; S.A. high 5g
78-1892 Platinum(IV) oxide hydrate (~80-82% Pt) (99.95+%-Pt) 250mg
HAZ ADAMS' CATALYST [BASF C7018] [52785-06-5] 1g
PtO2XH2O; FW: 227.09; brown pwdr. 5g
Note: Sold in collaboration with BASF for research purposes only.
BASF Platinum Catalyst Kit component. See (page 254).

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 Metal Catalyts for Organic Synthesis including Organocatalysts - PLATINUM
78-1365 Tris(dibenzylideneacetone)diplatinum(0), min. 98% [63782-74-1] 250mg
(C6H5CH=CHCOCH=CHC6H5)3Pt2; FW: 1093.03; purple-black solid 1g
air sensitive
Technical Note:
1. See 78-1360 (page 137).
78-1360 Tris(dibenzylideneacetone)platinum(0), min. 98% [11072-92-7] 250mg
(C6H5CH=CHCOCH=CHC6H5)3Pt; FW: 897.96; brown solid 1g
air sensitive
Technical Notes:
1. Starting material used for the preparation of an enantioselective catalyst in a tandem alkylation strategy
for rapid terpene construction.
2. Starting material for the preparation of an enantioselective catalyst used in a highly efficient, and
enantioselective, 1,4-diboration of 1,3-dienes.

CH3
3% Pt(dba)3 OH
3.6% (R,R-ligand) CH3
B2(pin)2 (1.05 equiv.)
toluene, 80C, 12 h
80% yield
CH3 >15:1 dr
98:2 er
CHO
OHC
Tech. Note 1
H3C CH3 OH CH3
Ref. (1)

0.04 mol% (R,R)-iBu-OxaPhos

0.02 Mole% Pt(dba)3

hexyl hexyl OH
B2(pin)2, toluene
60C, 18 h
OH Tech. Note 2
then NaOH, H2O2 Ref. (2)
95% yield
97.1:2.9 e.r.
References:
1. J. Am. Chem. Soc., 2013, 135, 2501.
2. Angew. Chem. Int. Ed., 2012, 51, 521.

Metal Catalyts for Organic Synthesis including Organocatalysts - RHENIUM

75-2360 Chlorotricarbonyl(2,2'-bipyridine)rhenium(I), 99% 250mg
[55658-96-3] 1g
C13H8ClN2O3Re; yellow solid N Cl
Technical Note: CO
1. This catalyst is used for the reduction of carbon dioxide and Re
carbonyls (Ref. 1-6). CO
N CO
References:
1. ACS Catal., 2015, 5, 900.
2. J. Phys.Chem. Lett., 2014, 5, 2033.
3. Inorg. Chem., 2014, 53, 2606.
4. J. Am. Chem. Soc., 2013, 135, 1823.
5. Dalton Trans., 2013, 42, 2062.
6. Chem. Eur. J., 2012, 18, 15722.
75-2365 Chlorotricarbonyl(4,4'-di-t-butyl-2,2'-bipyridine) (H3C)3C 250mg
rhenium(I), 99% [165612-19-1] 1g
C21H24ClN2O3Re; FW: 574.09; yellow solid N Cl
CO
Re
CO
Technical Note: N CO
1. This catalyst is used for the reduction of carbon dioxide.
References: (H3C)3C
1. J. Phys. Chem. A, 2015, 119, 959.
2. Proceedings of the National Academy of Sciences of the United States of America, 2014, 111, 9745.
3. Polyhedron, 2013, 58, 229.
4. Inorg. Chem., 2010, 49, 9283.
[email protected] [email protected] [email protected] [email protected] 137
 Metal Catalyts for Organic Synthesis including Organocatalysts - RHENIUM
75-2375 Methyltrioxorhenium(VII), 98% [70197-13-6] 250mg
CH3ReO3; FW: 249.23; colorless to pale-gray xtl.; m.p. 111; 1g
b.p. subl. 65/0.001mm 5g
Technical Note:
1. Catalyst used with H2O2 for oxidation of a variety of substrates.
(a) Alkenes
R2 R4 cat. MeReO3 R2 O R4
+ H2O2 Ref. (1-3)
R1 R3 R1 R3
(b) Secondary amines

cat. MeReO3 R N R Ref. (4-6)

R N R + H2 O 2
H O

(c) Arenes
O
cat. MeReO3 Ref. (7)
R + H2O2 R

(d) Silyl enol ethers/Silyl ketene acetals O

OSiMe3 O
cat. MeReO3
R1 + H 2O 2 R1 Ref. (8,9)
Y Y
2 R2
R OH

(e) Sulfides

cat. MeReO3 OH Ref. (10)

S + H2O2
R 1 R2 S
R1 R2
(f) Bayer-Villager-Type oxidation
O O
CH3ReO3, H2O2
(CH2)n O Ref. (11)
[bmim]BF4
(CH2)n
(g) Amine oxidation
CH3ReO3, O2
R3N Ref. (12)
R3N O
(h) Phenol oxidation

OH O
R4 R1 CH3ReO3 R4 R1 Ref. (13)

R2 H2O2 R 2

R3 O
References:
1. Tetrahedron Lett., 2002, 43, 1001.
2. Tetrahedron Lett., 1999, 40, 3991.
3. J. Org. Chem., 2000, 65, 8651.
4. Tetrahedron Lett., 1996, 37, 6025.
5. J. Org. Chem., 1996, 61, 8099.
6. Bull. Soc. Chem. Jpn., 1997, 70, 877.
7. Inorg. Chim. Acta, 1998, 270, 55.
8. J. Org. Chem., 1998, 63, 4129.
9. J. Org. Chem., 2000, 65, 5528.
10. Tetrahedron Lett., 1994, 50, 13121.
11. Tetrahedron Lett., 2003, 44, 8991.
12 Tetrahedron Lett., 2003, 44, 3235.
13. Tetrahedron, 2002, 58, 8493.
14. J. Organometallic Chem., 2004, 689, 4149. (review)
138 Visit strem.com for new product announcements.
 Metal Catalyts for Organic Synthesis including Organocatalysts - RHODIUM
96-7650 CATHy Catalyst Kit for Asymmetric Transfer Hydrogenation of Ketones and Imines
See (page 260).
96-4730 (R,R)-Duphos and BPE Rhodium Catalyst Kit for Asymmetric Hydrogenation
See (page 264).
96-4731 (S,S)-Duphos and BPE Rhodium Catalyst Kit for Asymmetric Hydrogenation
See (page 264).
45-0016 Acetylacetonatobis(cyclooctene)rhodium(I), min. 97% 100mg
[34767-55-0] 500mg
Rh(C8H14)2(C5H7O2); FW: 422.41; yellow pwdr. 2g
air sensitive, (store cold)
Technical Notes:
1. Rhodium source used in combination with phosphine ligands to catalyze the 1,4-addition of arylboronic
acids to ,-unsaturated carbonyl compounds.
2. Rhodium source for the catalytic addition of arylboronic acids to N-tert-butanesulfinyl imino
esters.

R1 R1 Ar
ArB(OH)2 Tech. Note (1)
R2 R3 Rh/phosphine R2 R3 Ref. (1)
O aq. solvent O

t-Bu t-Bu

S [Rh(acac)(coe)2] S H Tech. Note (2)

O N dppbenz O N Ref. (2)
+ ArB(OH)2
OEt OEt
1:2 dioxane:H2O, 70oC
H H
O O
References:
1. J. Org. Chem., 2003, 68, 6000.
2. J. Am. Chem. Soc., 2006, 128, 6304.
45-0010 Acetylacetonato(1,5-cyclooctadiene) CH3 100mg
rhodium(I), 98% [12245-39-5] 500mg
Rh(C8H12)(C5H7O2); FW: 310.19; orange xtl. O C
air sensitive, (store cold)
Rh CH
O C

Technical Notes: CH3

1. Precursor for asymmetric hydrogenation reactions.
2. Rh-catalyzed carbozincation of ynamides.

Ph NHCOCH3 Rh, H2, L Ph NHCOCH3

* Tech. Note (1)
Ref. (1)
COOCH3 COOCH3

O O
R' Rh, R2Zn Tech. Note (2)
X N R Ref. (2)
X N
R'
References:
1. J. Org. Chem., 1999, 64, 5593.
2. J. Org. Chem., 2009, 74, 7849.

[email protected] [email protected] [email protected] [email protected] 139

 Metal Catalyts for Organic Synthesis including Organocatalysts - RHODIUM
45-0109 Bis(1,5-cyclooctadiene)rhodium(I) tetrafluoroborate, 98+% 100mg
[35138-22-8] 500mg
+ -
Rh(C8H12)2 BF4 ; FW: 406.07; red-brown solid 2g
air sensitive
Technical Notes:
1. Convenient catalyst precursor, for example, with (R,R)QuinoxP* for asymmetric
alkylations and hydrogenations.
2. Catalyst precursor with chiral biaryl bisphosphine ligands for [2+2+2] enantioenriched
cycloadditions. (Ref. 2,3).

References:
1. See 15-0126 (Visit strem.com).
2. Angew. Chem. Int. Ed., 2009, 48, 5470.
3. Tetrahedron, 2009, 65, 5001.
45-0148 (-)-1,2-Bis((2R,5R)-2,5-diethylphospholano)benzene 100mg
(1,5-cyclooctadiene)rhodium(I) tetrafluoroborate, 98+% 500mg
(R,R)-Et-DUPHOS-Rh [228121-39-9] 2g
Rh(C8H12)(C22H36P2)+BF4-; FW: 660.37; red-orange xtl.
air sensitive
Note: (R,R)-Duphos and BPE Rhodium Catalysts Kit component.
See (page 264).
Technical Notes:
1. See 15-0097 (Visit strem.com).
2. Ligand used in asymmetric hydrogenation of 2-methylenesuccinamic acid.
3. Ligand used for the Rh-catalyzed asymmetric hydrogenation of -aminomethylacrylates.

cat. Rh(I)
O ligand O
*
HO2C NH2 H2 HO2C NH2 Tech. Note (2)
MeOH Ref. (1)
97% ee

cat. Rh
CO2Me ligand
R CO2Me
* Tech. Note (3)
H2 R
Ref. (2)
NHR ROH
NHR
R = Bn, OBn
up to > 99.5% ee
References:
1. Org. Process Res. Dev., 2003, 7, 407.
2. Proc. Natl. Acad. Sci., 2007, 104, 16787.
45-0149 (+)-1,2-Bis((2S,5S)-2,5-diethylphospholano)benzene 100mg
(1,5-cyclooctadiene)rhodium(I) tetrafluoroborate, 98+% 500mg
(S,S)-Et-DUPHOS-Rh [213343-64-7] 2g
Rh(C8H12)(C22H36P2)+BF4-; FW: 660.37; red-orange xtl.
air sensitive
Note: (S,S)-Duphos and BPE Rhodium Catalysts Kit component.
See (page 264).
Technical Notes:
1. See 15-0098 (Visit strem.com).
2. See 45-0148 (page 140).
45-0150 (-)-1,2-Bis((2R,5R)-2,5-diethylphospholano) 100mg
benzene(1,5-cyclooctadiene)rhodium(I) CH3CH2 CH2CH3 500mg
trifluoromethanesulfonate, 98+% P 2g
(R,R)-Et-DUPHOS-Rh [136705-77-6] +
Rh(C8H12)(C22H36P2)+CF3SO3-; FW: 722.63; Rh
orange xtl.
air sensitive, (store cold) P
Note: (R,R)-Duphos and BPE Rhodium CH3CH2 CH2CH3
Catalysts Kit component. See (page 264).
Technical Note:
1. For detailed technical note visit strem.com.

140 Visit strem.com for new product announcements.

 Metal Catalyts for Organic Synthesis including Organocatalysts - RHODIUM
45-0151 (+)-1,2-Bis((2S,5S)-2,5-diethylphospholano)benzene 100mg
(1,5-cyclooctadiene)rhodium(I) trifluoromethanesulfonate, 98+% 500mg
(S,S)-Et-DUPHOS-Rh [142184-30-3] 2g
Rh(C8H12)(C22H36P2)+CF3SO3-; FW: 722.63; orange xtl.
air sensitive, (store cold)
Note: (S,S)-Duphos and BPE Rhodium Catalysts Kit component.
See (page 264).
Technical Note:
1. For detailed technical note visit strem.com.
45-3010 1,2-Bis((2R,5R)-2,5-diethylphospholano) 100mg
ethane(cyclooctadiene)rhodium(I) CH3CH2 CH2CH3 500mg
tetrafluoroborate [136705-70-9] P
C26H48BF4P2Rh; FW: 612.32; orange-red solid +
air sensitive Rh BF4-
Note: Sold under license from Kanata for P
research purposes only. CH3CH2 CH2CH3

45-3011 1,2-Bis((2S,5S)-2,5-diethylphospholano)ethane 100mg

(cyclooctadiene)rhodium(I) tetrafluoroborate 500mg
C26H48BF4P2Rh; FW: 612.32; orange-red solid
air sensitive
Note: Sold under license from Kanata for research purposes only.
45-3016 1,2-Bis((2S,5S)-2,5-diethylphospholano)ethane 100mg
(cyclooctadiene)rhodium(I) trifluoromethanesulfonate 500mg
C27H48F3O3P2RhS; FW: 674.58; orange-red solid
air sensitive
Note: Sold under license from Kanata for research purposes only.
45-3018 1,1-Bis((2R,5R)-2,5-diethylphospholano) 100mg
ferrocene(cyclooctadiene)rhodium(I) 500mg
tetrafluoroborate [162412-90-0] P
C34H52BF4FeP2Rh; FW: 768.28; orange-red solid +
air sensitive Rh Fe BF4-
Note: Sold under license from Kanata for
research purposes only. P

45-3019 1,1-Bis((2S,5S)-2,5-diethylphospholano)ferrocene 100mg

(cyclooctadiene)rhodium(I) tetrafluoroborate [290347-88-5] 500mg
C34H52BF4FeP2Rh; FW: 768.28; orange-red solid
air sensitive
Note: Sold under license from Kanata for research purposes only.
45-0155 (-)-1,1'-Bis((2S,4S)-2,4-diethylphosphotano) 100mg
ferrocene(1,5-cyclooctadiene)rhodium(I) H3CH2C CH2CH3 500mg
tetrafluoroborate, min. 98% P
[[C5H4(C7H14P)]2Fe](C8H12)Rh+BF4-; FW: 740.24;
orange pwdr.; m.p. 207 +
Rh Fe
air sensitive
Note: Sold in collaboration with Chirotech for
research purposes only. US Patent no. 5936109. P
H3CH2C CH2CH3
Technical Notes:
1. See 26-0201 (visit strem.com).
2. Effective catalyst for enantioselective hydrogenation of [E] - -aminoacrylates.
3. Effective catalyst for asymmetric hydrogenation of ,-unsaturated substrates.

References:
1. Angew. Chem. Int. Ed., 2003, 42, 913.
2. Angew. Chem. Int. Ed., 2000, 39, 1981.

[email protected] [email protected] [email protected] [email protected] 141

 Metal Catalyts for Organic Synthesis including Organocatalysts - RHODIUM
45-0158 (-)-1,2-Bis((2R,5R)-2,5-dimethylphospholano)benzene 100mg
(1,5-cyclooctadiene)rhodium(I) tetrafluoroborate, 98+% 500mg
(R,R)-Me-DUPHOS-Rh [210057-23-1] 2g
Rh(C8H12)(C18H28P2)+BF4-; FW: 604.26; red-orange xtl.
air sensitive
Note: (R,R)-Duphos and BPE Rhodium Catalysts Kit component.
See (page 264).
Technical Note:
1. For detailed technical note visit strem.com.
45-0159 (+)-1,2-Bis((2S,5S)-2,5-dimethylphospholano)benzene 100mg
(1,5-cyclooctadiene)rhodium(I) tetrafluoroborate, 98+% 500mg
(S,S)-Me-DUPHOS-Rh [205064-10-4] 2g
Rh(C8H12)(C18H28P2)+BF4-; FW: 604.26; red-orange xtl.
air sensitive
Note: (S,S)-Duphos and BPE Rhodium Catalysts Kit component.
See (page 264).
Technical Note:
1. For detailed technical note visit strem.com.
45-0160 (-)-1,2-Bis((2R,5R)-2,5-dimethylphospholano)benzene 100mg
(1,5-cyclooctadiene)rhodium(I)trifluoromethanesulfonate, 98+% 500mg
(R,R)-Me-DUPHOS-Rh [187682-63-9] 2g
Rh(C8H12)(C18H28P2)+CF3SO3-; FW: 666.53; orange xtl.
air sensitive, (store cold)
Note: (R,R)-Duphos and BPE Rhodium Catalysts Kit component.
See (page 264).
Technical Note:
1. For detailed technical note visit strem.com.
45-0161 (+)-1,2-Bis((2S,5S)-2,5-dimethylphospholano) 100mg
benzene(1,5-cyclooctadiene)rhodium(I) 500mg
trifluoromethanesulfonate, 98+% P 2g
(S,S)-Me-DUPHOS-Rh [136705-75-4] Rh CF3SO3-
Rh(C8H12)(C18H28P2)+CF3SO3-; FW: 666.53;
orange xtl. P
air sensitive, (store cold)
Note: (S,S)-Duphos and BPE Rhodium Catalysts
Kit component. See (page 264).
Technical Notes:
1. Catalyst for the enantioselective [2+2+2] cycloaddition of triynes.
2. See 15-0096 (Visit strem.com).

OMe

[Ru(cod)((S,S)-Me-DuPhos)]OTf O
O R
(10 mol%)
R
N OMe
N DCE, 80 C, 0.5-2 h
R R
96-99% ee
Reference: 57-95% yield
1. Org. Lett., 2009, 11, 3906.

142 Visit strem.com for new product announcements.

 Metal Catalyts for Organic Synthesis including Organocatalysts - RHODIUM
45-0172 (-)-2,3-Bis((2R,5R)-2,5-dimethylphospholano) 100mg
benzo[b]thiophene(1,5-cyclooctadiene)rhodium(I) H3C CH3 500mg
tetrafluoroborate [511543-00-3] P 2g
+
[Rh(C8H12)(C20H28P2S)]+BF4-; FW: 660.34; Rh 10g
brown pwdr.; []D -54 (c 0.5, CHCl3)
Note: Sold in collaboration with Solvias for P S
research purposes only. H3C CH3
Technical Note:
1. Catalyst for enantioselective hydrogenation.

COOH Cat., 25C H COOH

Tech. Note (1)
Ph NHCOMe Ref. (1)
H2, 5 bar Ph NHCOMe
98.7% ee
Reference:
1. WO2003031456.
45-0168 (+)-1,2-Bis((2R,5R)-2,5-dimethylphospholano)ethane 100mg
(1,5-cyclooctadiene)rhodium(I) tetrafluoroborate, 98+% 500mg
(R,R)-Me-BPE-Rh [305818-67-1] 2g
Rh(C8H12)(C14H28P2)+BF4-; FW: 556.21; red-orange xtl.
air sensitive
Note: (R,R)-Duphos and BPE Rhodium Catalysts Kit component.
See (page 264).
Technical Note:
1. For detailed technical note visit strem.com.
45-0169 (-)-1,2-Bis((2S,5S)-2,5-dimethylphospholano) 100mg
ethane(1,5-cyclooctadiene)rhodium(I) H3 C CH3 500mg
tetrafluoroborate, 98+% (S,S)-Me-BPE-Rh P 2g
[213343-65-8] +
BF4-
Rh(C8H12)(C14H28P2)+BF4-; FW: 556.21; Rh
red-orange xtl.
air sensitive P
Note: (S,S)-Duphos and BPE Rhodium Catalyst H3 C CH3
Kit component. See (page 264).
Technical Note:
1. For detailed technical note visit strem.com.
45-3036 1,1-Bis((2R,5R)-2,5-dimethylphospholano) 100mg
ferrocene(cyclooctadiene)rhodium(I) 500mg
tetrafluoroborate [854275-87-9] P
C30H44BF4FeP2Rh; FW: 712.17; orange-red solid +
Rh Fe BF4-
air sensitive
Note: Sold under license from Kanata for P
research purposes only.

45-3037 1,1-Bis((2S,5S)-2,5-dimethylphospholano)ferrocene 100mg

(cyclooctadiene)rhodium(I) tetrafluoroborate [854920-90-4] 500mg
C30H44BF4FeP2Rh; FW: 712.17; orange-red solid
air sensitive
Note: Sold under license from Kanata for research purposes only.
45-3032 1,2-Bis((2R,5R)-2,5-dimethylphospholano) 100mg
ethane(cyclooctadiene)rhodium(I) H3 C CH3 500mg
trifluoromethanesulfonate [854275-87-9] P
C23H40F3O3P2RhS; FW: 618.48; orange-red solid +
air sensitive Rh CF3SO3-
Note: Sold under license from Kanata for
P
research purposes only.
H3 C CH3

[email protected] [email protected] [email protected] [email protected] 143

 Metal Catalyts for Organic Synthesis including Organocatalysts - RHODIUM
45-3033 1,2-Bis((2S,5S)-2,5-dimethylphospholano)ethane 100mg
(cyclooctadiene)rhodium(I) trifluoromethanesulfonate 500mg
[854920-90-4]
C23H40F3O3P2RhS; FW: 618.48; orange-red solid
air sensitive
Note: Sold under license from Kanata for research purposes only.
45-0766 (-)-2,3-Bis[(2R,5R)-2,5-dimethyl- CH3
100mg
phospholanyl]-1-[3,5-bis(trifluoro- O CF3
methyl)phenyl]-1H-pyrrole-2,5-dione PH
H3C
(1,5-cyclooctadiene)rhodium(I) Rh +
N
tetrafluoroborate, min. 97%
[catASium MNXylF(R)Rh] H3C P
Rh(C8H12)(C24H27F6NO2P2)+BF4-; O CF3
CH3
FW: 835.31; red to dark red solid
air sensitive
Note: Sold in collaboration with Solvias for research purposes only.
Patent WO 03084971.

45-0750 (-)-4,5-Bis[(2R,5R)-2,5-dimethylphospholanyl] CH3

100mg
(1,2-dimethyl-1,2-dihydropyridazine-3,6-dione) O
(1,5-cyclooctadiene)rhodium(I) tetrafluoroborate, H3C
P CH3
min. 95% [catASium MNN(R)Rh] N
Rh+
[908128-78-9] N
+ -
Rh(C8H12)(C18H30N2O2P2) BF4 ; FW: 666.28; H3C P CH3
orange-brown pwdr. O
air sensitive CH3
Note: Sold in collaboration with Solvias for research purposes only.
Patent WO 03084971.

45-0770 (-)-2,3-Bis[(2R,5R)-2,5-dimethylphospholanyl]- CH3 100mg

1-[3,5-dimethylphenyl]-1H-pyrrole-2,5-dione O CH3
(1,5-cyclooctadiene)rhodium(I) CH3 P
tetrafluoroborate, min. 97% Rh + N
[catASium MNXyl(R)Rh]
H 3C
Rh(C8H12)(C24H33NO2P2)+BF4-; FW: 727.36; P
O CH3
red-brown solid CH3
air sensitive
Note: Sold in collaboration with Solvias for research purposes only.
Patent WO 03084971.

45-0754 (-)-2,3-Bis[(2R,5R)-2,5-dimethylphospholanyl]maleic anhydride 100mg

(1,5-cyclooctadiene)rhodium(I) hexafluoroantimonate, min. 97% 500mg
[catASium M(R)RhSbF6]
Rh(C8H12)(C16H24O3P2)+SbF6-; FW: 773.15; orange-brown pwdr.
air sensitive
Note: Sold in collaboration with Evonik for research purposes only.
Patent WO 03084971.

45-0758 (-)-2,3-Bis[(2R,5R)-2,5-dimethylphospholanyl]maleic anhydride 100mg

(1,5-cyclooctadiene)rhodium(I) trifluoromethanesulfonate,
min. 97% [catASium M(R)RhOTf]
Rh(C8H12)(C16H24O3P2)+CF3SO3-; FW: 686.46; orange pwdr.
air sensitive
Note: Sold in collaboration with EVONIK for research purposes only.
Patent WO 03084971.

144 Visit strem.com for new product announcements.

 Metal Catalyts for Organic Synthesis including Organocatalysts - RHODIUM
45-0176 (-)-2,3-Bis[(2R,5R)-2,5-dimethylphospholanyl]- CH3 100mg
1-methyl-1H-pyrrole-2,5-dione(1,5-cyclooctadiene) O
rhodium(I) tetrafluoroborate, min. 97% H3C P
[catASium MN(R)Rh] +
Rh(C8H12)(C17H27NO2P2)+BF4-; FW: 637.24; Rh N CH3
red-orange pwdr. H3C
P
air sensitive
Note: Optical purity: 95% Sold in collaboration O
with Solvias for research purposes only. CH3
Patent WO 03084971.

45-0177 (+)-2,3-Bis[(2S,5S)-2,5-dimethylphospholanyl]-1-methyl-1H- 100mg

pyrrole-2,5-dione(1,5-cyclooctadiene)rhodium(I) tetrafluoroborate,
min. 98% [catASium MN(S)Rh]
Rh(C8H12)(C17H27NO2P2)+BF4-; FW: 637.24; red orange pwdr.
air sensitive
Note: Optical purity: 95% Sold in collaboration with EVONIK for
research purposes only. Patent WO 03084971.

45-0415 (-)-3,4-Bis[(2R,5R)-2,5-dimethyl- CH3 100mg

phospholanyl]-1-pentafluorophenyl- O F F
1H-pyrrole-2,5-dione(1,5-cyclo- P
H3C
octadiene)rhodium(I) tetrafluoroborate,
min. 95% [catASium MNF(R)Rh] Rh+ N F
Rh(C8H12)(C22H24F5NO2P2)+BF4-; H3 C P
FW: 789.26; orange pwdr. O F F
air sensitive CH3
Note: Sold in collaboration with Solvias for
research purposes only. Patent US20050209455.

45-0178 (3R,4R)-(+)-Bis(diphenylphosphino)-1- 100mg

benzylpyrrolidine(1,5-cyclooctadiene)
rhodium(I) tetrafluoroborate, min. 97%
[catASium D(R)Rh] [99143-48-3] P
Rh(C8H12)(C35H33NP2)+BF4-; FW: 827.49; +
yellow pwdr. Rh N
air sensitive
Note: Optical purity: min. 97% P
Sold in collaboration with Solvias for research
purposes only. Patent EP 151282.
Technical Notes:
1. Enantioselective catalyst for the hydrogenation of Z-2-acetamidocinnamic acid.
2. Highly enantioselective catalyst for asymmetric reductive amination.
CO2H [catASium D Rh(COD)]X CO2H
Tech. Note (1)
NHAc 5-50 bar H2, MeOH NHAc Ref. (1,2)

O NHBn
[catASium D Rh(COD)]BF4 Tech. Note (2)
CO2H CO2H Ref. (3)
60 bar H2, MeOH, 4h, r.t.

O Ar O
5% Rh(acac)(cod)2
PPh2 + 2 ArB(OH)2 5.5% Ligand PPh2
Ph N Ph N
NEt3, Mol Sieves H Ref. (4)
Dioxane, 50 oC 4 Examples
References: 88-96% ee
1. Chem. Ber., 1986, 119, 3326.
2. Chem. Pharm. Bull., 1990, 38, 818.
3. J. Org. Chem., 2003, 68, 4067.
4. J. Am. Chem. Soc., 2005, 127, 1092.

[email protected] [email protected] [email protected] [email protected] 145

 Metal Catalyts for Organic Synthesis including Organocatalysts - RHODIUM
45-0184 (2R,3R)-(-)-2,3-Bis(diphenylphosphino)bicyclo[2.2.1] 100mg
hept-5-ene(1,5-cyclooctadiene)rhodium(I) tetrafluoroborate, 500mg
min. 97% (R,R)-NORPHOS-Rh [521272-85-5]
[Rh(C8H12)(C31H28P2)]+BF4-; FW: 760.39; red-orange pwdr.
air sensitive
Note: Manufactured under license of Takasago patent application
PCT/JP2011/064490.
Technical Note:
1. See 15-0140 (Visit strem.com).
45-0185 (2S,3S)-(+)-2,3-Bis(diphenylphosphino) 100mg
bicyclo[2.2.1]hept-5-ene(1,5-cyclooctadiene) 500mg
rhodium(I) tetrafluoroborate, min. 97%
(S,S)-NORPHOS-Rh [78355-59-6] P
[Rh(C8H12)(C31H28P2)]+BF4-; FW: 760.39; +
Rh H
red-orange pwdr.
air sensitive
P
Note: Manufactured under license of Takasago
patent application PCT/JP2011/064490.
Technical Note:
1. See 15-0141 (Visit strem.com).
45-0190 1,4-Bis(diphenylphosphino)butane Ph 100mg
(1,5-cyclooctadiene)rhodium(I) tetrafluoroborate, Ph 500mg
P
dichloromethane adduct, min. 98% [79255-71-3]
[Rh(C8H12)(C28H28P2)]-BF4-CH2Cl2; +
Rh
FW: 724.36 (809.29); orange pwdr.
air sensitive
P
Technical Notes: Ph
1. Catalyst used in the intramolecular, hydroamination of olefins. Ph
2. Catalyst used for reductive aminations.
CH3 CH3
5% [Rh(COD)2]BF4
5% ligand N N
NHCH3
+
Tech. Note (1)
Ph dioxane (1M), 70C, 24h Ref. (1)
Ph Ph

CH3
+
NHCH3
Ph
(trace)

O
H2 + Rh cat. NHBn
+ BnNH2 Tech. Note (1)
Ref. (2)
R COOH
R COOH
References:
1. J. Am. Chem. Soc., 2006, 128, 6042.
2. J. Org. Chem., 2003, 68, 4067.
45-0217 (R)-(-)-4,12-Bis(diphenylphosphino)[2.2] 100mg
paracyclophane(1,5-cyclooctadiene) 500mg
rhodium(I) tetrafluoroborate, min. 97%
[849950-56-7] P
C48H46BF4P2Rh; FW: 874.54; yellow-orange solid
air sensitive +
Rh
Note: Sold in collaboration with JM for
research purposes only. P

146 Visit strem.com for new product announcements.

 Metal Catalyts for Organic Synthesis including Organocatalysts - RHODIUM
45-0217 (R)-(-)-4,12-Bis(diphenylphosphino)[2.2]paracyclophane(1,5-cyclooctadiene)
rhodium(I) tetrafluoroborate, min. 97% [849950-56-7]
(cont.)
Technical Note:
1. Catalyst use in the asymmetric synthesis of an imidazole-substituted delta-amino acid.

N Precatalyst N
S/C = 100
Tech. Note (1)
H N H2, MeOH, 50C H N Ref. (1)
-
TsO H+ -
TsO H+
N N *
Boc COOH Boc COOH

Reference:
1. Org. Lett., 2005, 7, 1931.
45-0218 (S)-(+)-4,12-Bis(diphenylphosphino)[2.2]paracyclophane 100mg
(1,5-cyclooctadiene)rhodium(I) tetrafluoroborate, min. 97% 500mg
[200808-73-7]
C48H46BF4P2Rh; FW: 874.54
air sensitive
Note: Sold in collaboration with JM for research purposes only.
Technical Note:
1. See 45-0217 (page 146).
45-0201 (-)-1,2-Bis((2R,5R)-2,5-diphenylphospholano) 100mg
ethane(1,5-cyclooctadiene)rhodium(I) Ph Ph 500mg
P
tetrafluoroborate, min. 98% (R,R)-Ph-BPE-Rh + 2g
[528565-84-6] Rh
[Rh(C8H12)(C34H36P2)]+BF4-; FW: 804.49; P
orange xtl. Ph Ph
air sensitive
Note: (R,R)-Duphos and BPE Rhodium Catalysts Kit component.
See (page 264).
Technical Note:
1. See 15-0473 (Visit strem.com).
45-0202 (+)-1,2-Bis((2S,5S)-2,5-diphenylphospholano)ethane 100mg
(1,5-cyclooctadiene)rhodium(I) tetrafluoroborate, min. 98% 500mg
(S,S)-Ph-BPE-Rh [849950-53-4 ] 2g
[Rh(C8H12)(C34H36P2)]+BF4-; FW: 804.49; orange xtl.
air sensitive
Note: (S,S)-Duphos and BPE Rhodium Catalysts Kit component.
See (page 264).
Technical Note:
1. See 15-0474 (Visit strem.com).
45-0205 1,1'-Bis(di-i-propylphosphino)ferrocene (H3C)2HC
CH(CH3)2 250mg
(1,5-cyclooctadiene)rhodium(I) P 1g
tetrafluoroborate, min. 98% [157772-65-1]
[[(C3H7)2PC5H4]2Fe](C8H12)Rh+BF4-; +
FW: 716.22; orange-brown pwdr. Rh Fe
air sensitive
P
CH(CH3)2
(H3C)2HC
Technical Note:
1. Highly efficient catalyst for the hydrogenation of aldehydes and ketones. This hydrogenation catalyst
represents a versatile replacement of hydride-based reducing agents.

Reference:
1. Tetrahedron Lett., 1994, 35, 4963.

[email protected] [email protected] [email protected] [email protected] 147

 Metal Catalyts for Organic Synthesis including Organocatalysts - RHODIUM
45-0210 (+)-1,2-Bis((2R,5R)-2,5-di-i-propyl- 100mg
phospholano)benzene)1,5-cyclo- (CH3)2CH CH(CH3)2 500mg
octadiene)rhodium(I) tetrafluoroborate, P 2g
min. 98% (R,R)-i-Pr-DUPHOS-Rh +
Rh
[569650-64-2]
[Rh(C8H12)(C26H44P2)]+BF4-; FW: 716.47; P
red-orange xtl. (CH3)2CH CH(CH3)2
air sensitive
Note: Manufactured under US Patent 5,021,131 and US Patent
5,171,892. (R,R)-Duphos and BPE Rhodium Catalysts Kit
component. See (page 264).
Technical Note:
1. See 15-0410 (Visit strem.com).
45-0211 (-)-1,2-Bis((2S,5S)-2,5-di-i-propylphospholano)benzene 100mg
(1,5-cyclooctadiene)rhodium(I) tetrafluoroborate, min. 98% 500mg
(S,S)-i-Pr-DUPHOS-Rh 2g
[Rh(C8H12)(C26H44P2)]+BF4-; FW: 716.47; red-orange xtl.
air sensitive
Note: Manufactured under US Patent 5,021,131 and US Patent
5,171,892. (S,S)-Duphos and BPE Rhodium Catalysts Kit
component. See (page 264).
Technical Note:
1. See 15-0411 (Visit strem.com).
45-3021 1,2-Bis((2R,5R)-2,5-di-i-propylphospholano) 100mg
ethane(cyclooctadiene)rhodium(I) (H3C)2HC CH(CH3)2 500mg
tetrafluoroborate [136705-72-1] P
C30H56BF4P2Rh; FW: 668.42; +
Rh BF4-
orange-red solid
air sensitive P
Note: Sold under license from Kanata (H3C)2HC CH(CH3)2
for research purposes only.
45-3022 1,2-Bis((2S,5S)-2,5-di-i-propylphospholano)ethane 100mg
(cyclooctadiene)rhodium(I) tetrafluoroborate [213343-67-0] 500mg
C30H56BF4P2Rh; FW: 668.42; orange-red solid
air sensitive
Note: Sold under license from Kanata for research purposes only.
45-0328 1,1-Bis((2R,5R)-2,5-di-i-propylphospholano) 100mg
CH(CH3)2
ferrocene(cyclooctadiene)rhodium(I) (H3C)2HC 500mg
tetrafluoroborate [849773-96-2] P
C38H60BF4FeP2Rh; FW: 824.39; +
orange-red solid Rh Fe BF4-
air sensitive P
Note: Sold under license from Kanata for (H3C)2HC
research purposes only. CH(CH3)2

45-3029 1,1-Bis((2S,5S)-2,5-di-i-propylphospholano) 100mg

ferrocene(cyclooctadiene)rhodium(I) CH(CH3)2 500mg
(H3C)2HC
tetrafluoroborate [854920-94-8] P
C38H60BF4FeP2Rh; FW: 824.39; +
orange-red solid Rh Fe BF4-
air sensitive
P
Note: Sold under license from Kanata (H3C)2HC
for research purposes only. CH(CH3)2

148 Visit strem.com for new product announcements.

 Metal Catalyts for Organic Synthesis including Organocatalysts - RHODIUM
45-0213 (R)-(-)-4,12-Bis(di-3,5-xylylphosphino)[2.2] 100mg
paracyclophane(1,5-cyclooctadiene)
rhodium(I) tetrafluoroborate, min. 97%
[619334-93-9]
[C56H62P2Rh]+BF4-; FW: 986.75; P
yellow-orange xtl.
air sensitive +
Note: Sold in collaboration with Rh
Johnson Matthey for research purposes only.
Patent WO 2006/067412, US5874629. P

Technical Note:
1. See 45-0214 (page 149).
45-0214 (S)-(+)-4,12-Bis(di-3,5-xylylphosphino)[2.2]paracyclophane 100mg
(1,5-cyclooctadiene)rhodium(I) tetrafluoroborate, min. 97%
[1174218-30-4]
[C56H62P2Rh]+BF4-; FW: 986.75; yellow-orange xtl.
air sensitive
Note: Sold in collaboration with Johnson Matthey for research
purposes only. Patent WO 2006/067412, US5874629.
Technical Note:
1. Catalyst for the enantioselective hydrogenation of unsaturated amino acid derivatives.

CO2Me cat., 0.02 mol% CO2Me

5.5 bar H2, MeOH, rt, 20 m Tech. Note (1)
Ref. (1)
[100%, 96.7% ee] NHAc
NHAc

Pr Pr
N N
1 mol% cat. Q=quinidine Tech. Note (1)
10 bar H2, MeOH, 55, 18h Ref. (2)
N N
H [ 100%, 70%ee] H
N N
- +
Boc CO2 Q Boc CO2-Q+

References:
1. Org. Lett., 2004, 6, 1927.
2. Org. Lett., 2005, 7, 1931.
45-0255 (R)-4,12-Bis(4-methoxyphenyl)-[2.2]- OCH3 100mg
H3CO
paracyclophane(1,5-cyclooctadiene) 500mg
rhodium(I) tetrafluoroborate, min. 97%
[1038932-67-0]
C52H54BF4O4P2Rh; FW: 994.64 P
air sensitive
Note: Sold in collaboration with JM for +
Rh
research purposes only.
P

H3CO
OCH3

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 Metal Catalyts for Organic Synthesis including Organocatalysts - RHODIUM
45-0256 (S)-4,12-Bis(4-methoxyphenyl)-[2.2]- H3CO 100mg
paracyclophane(1,5-cyclooctadiene) OCH3 500mg
rhodium(I) tetrafluoroborate, min. 97%
C52H54BF4O4P2Rh; FW: 994.64
air sensitive P
Note: Sold in collaboration with JM for research
purposes only. +
Rh

OCH3
H3CO
45-0225 (R,R)-(-)-1,2-Bis[(o-methoxyphenyl) 100mg
(phenyl)phosphino]ethane(1,5-cyclo- 500mg
octadiene)rhodium(I) tetrafluoroborate,
min. 95% [56977-92-5] P
[(C28H28O2P2)(C8H12Rh]+BF4-; FW: 756.38; +
OCH3
Rh
orange pwdr.
air sensitive BF4-
P
Technical Notes:
1. Highly reactive enantioselective catalyst for the asymmetric
hydrogenation of various substituted dehydroalanines to
OCH3
N-protected aminoacids. Also, catalyst is very effective
in the asymmetric reduction of pentapetides that contain
unsaturated Phe or Tyr linkages to enkephalin, a brain peptide hormone.
2. Efficient catalyst for the asymmetric reduction of enol acetates to esters.
3. Catalyst used to prepare chiral 2-substituted succinic acid derivatives.

Ph NHCOR'' [Rh(COD)(R,R)-DIPAMP]+BF4- Ph NHCOR''

Tech. Note (1)
CO2R''' H2 (2-4 atms) CO2R''' Ref. (1)
97% ee

[Rh(COD)(R,R-DIPAMP]+BF4- Tech. Note (1)

Z-OBn-(S)-Try-Gly-Gly-zPhe-(S)Leu-OMe Ref. (2)
H2 (10 atms)

Z-OBn-(S)-Try-Gly-Gly-(S)Phe-(S)Leu-OMe

de ratio S:R = >98:<2

Ph OAc [Rh(COD)(R,R-DIPAMP]+BF4- Ph OAc Tech. Note (2)

Ref. (1)
CO2Et H2 CO2Et
95% ee

Ar [Rh(COD)(R,R-DIPAMP]+BF4- Ar
RO2C RO2C Tech. Note (3)
CO2R' H2 (<1atm) CO2R' Ref. (3)
(92-97% ee)
References:
1. J.D. Morrison, Ed., Asymmetric Synthesis (Academic Press, New York, 1985), Vol. 5, 71.
2. Tetrahedron: Asymmetry, 1992, 3, 1247.
3. J.R. Kosak and T.A. Johnson, Eds., Chem Ind. (Marcel Dekker, Inc., New York, 1994) Vol. 53, 81.

150 Visit strem.com for new product announcements.

 Metal Catalyts for Organic Synthesis including Organocatalysts - RHODIUM
45-0226 (S,S)-(+)-1,2-Bis[(o-methoxyphenyl)(phenyl) H3CO 100mg
phosphino]ethane(1,5-cyclooctadiene)rhodium(I) 500mg
tetrafluoroborate, min. 95% [71423-54-6]
[Rh(C8H12)(C28H28O2P2)]+BF4-; FW: 756.38; P
orange pwdr. +
air sensitive Rh

Technical Note:
OCH3
1. See 45-0225 (page 150).
45-0655 Bromotris(triphenylphosphine)rhodium(I), 99% [14973-89-8] 250mg
C54H45BrP3Rh; FW: 969.67; orange xtl. 1g
5g

Technical Notes:
5. Rhodium-catalyzed regio- and stereoselective addition of diphenylphosphine oxide to alkynes.
6. Rhodium- catalyzed hydrophosphinylation.

O
S S
1) RhBr(PPh)3
H HP(O)Ph)2 H Tech. Note (1)
O Ref. (1)
PhMe, 60 C, 16h Ph
2) Hg(O2CCF3)2 O P
O R
R 45-62%
Ph

R
cat Rh Tech. Note (2)
R + Ph2P(O)H Ref. (2)

References: P(O)Ph2
1. Org. Lett., 2008, 10, 3141.
2. J. Org. Chem., 2001, 66, 5929.
45-0667 (R)-(-)-t-Butylmethyl(di-t-butylphosphinomethyl) CH3 CH3 100mg
phosphino(1,5-cyclooctadiene)rhodium(I) H3C CH3 500mg
tetrafluoroborate, min. 97% (R)-TCFP-Rh H3C C C CH3
[705945-70-6] P
Rh(C8H12)(C14H32P2)+BF4-; FW: 560.24; +
yellow to orange pwdr. Rh
air sensitive P
Note: Sold in collaboration with Johnson Matthey
H3 C C CH3
for research purposes only. Patent WO 2005087370.
CH3
CH3
Technical Note:
1. Catalyst for highly enantioselective, rapid, hydrogenation of and -acetamido
dehydroaminoacids and related enamides and unsaturated acids.

AcHN COOCH3 1.0 mol% Cat., AcHN COOCH3

H2, 3.4 Atm. *
+ H2 Tech. Note (1)
MeOH, rt 5 min. Ref. (1,2,3)

100%; 99% ee
References:
1. J. Am. Chem. Soc., 2004, 126, 5966.
2. Org. Lett., 2004, 6, 3645.
3. J. Am. Chem. Soc., 2008, 130, 2560.

[email protected] [email protected] [email protected] [email protected] 151

 Metal Catalyts for Organic Synthesis including Organocatalysts - RHODIUM
45-0380 Chloro(1,5-cyclooctadiene) Cl 250mg
rhodium(I) dimer, 98% Rh Rh 1g
[12092-47-6] Cl 5g
[RhCl(1,5-C8H12)]2; FW: 493.08;
yellow to orange xtl.
hygroscopic
Technical Notes:
1. Catalyst for coupling 1,3-dienes with activated hydrocarbons.
2. Rhodium source for various asymmetric hydrogenation systems and asymmetric hydrosilylation of
ketones.
3. Rhodium source for asymmetric reductive aldol reaction.
4. Cis-hydroboration of terminal alkynes.
5. Rhodium source for [5 + 2] additions.
6. Highly enantioselective for [2+2+2] carbocyclization reactions.
7. Enantioselective hydroboration of cyclopropenes.
8. Ring opening reactions of oxabicyclic alkenes.
9. Aqueous Pauson-Khand type reactions.
10. Rh-catalyzed tandem vinylcyclopropanation of strained alkenes.
11. Rh-catalyzed silylation of cyanides.
12. Rh-catalyzed cycloisomerization: formation of indoles, benzofurans, and lactones.
13. Rh-catalyzed decarbonylation of aldehydes.
14. Rh-catalyzed C-H functionalization.
15. Rh-catalyzed cross-coupling of organoboron compounds with vinyl acetate.
16. Rh-catalyzed addition of borates to Baylis-Hillman adducts.

Rh Tech. Note (1)

COMe
Ref. (1)
CH2(COMe)2
COMe

Y [Rh(COD)Cl]2 / L YH
Tech. Note (2)
+ H2 Ref. (2)
R 1
R 2 R1 * R2
Y = O, CR3R4

OH O
O O [Rh(COD)Cl]2 / L Tech. Note (3)
+ R OR' Ref. (3)
R H OR'
Me

[Rh(COD)Cl]2 Tech. Note (4)

R + H B(OR')2 R Ref. (4)
B(OR')2
R
R
X X Tech. Note (5)
Ref. (5)

[RhCl(COD)]2, L CO2Me
TsN TsN Tech. Note (6)
+ Ph CO2Me
Ref. (7)
Ph
H

Me Me
Me Me
Me O [RhCl(COD)2, L O Me
Me Tech. Note (7)
+ HB B O Ref. (8)
MeO2C O Me
Me
Me
MeO2C

O
[RhCl(COD)]2, dppf Tech. Note (8)
+ Et2NH Ref. (9)
Et3NHCl Et2N
OH

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 Metal Catalyts for Organic Synthesis including Organocatalysts - RHODIUM
45-0380 Chloro(1,5-cyclooctadiene)rhodium(I) dimer, 98% [12092-47-6]
(cont.)
OMe
O [RhCl(COD)]2, L
O Tech. Note (9)
cinnamylaldehyde Ref. (10)
OMe
O

H
CO2R Rh
+ Tech. Note (10)
BPin H
RO2C Ref. (11)
H
Rh Tech. Note (11)
ArCN + TMS TMS Ar TMS
Ref. (12)

Ar1 O Ar1
Rh Tech. Note (13)
Ar2 H Ar2 Me Ref. (14)
H H

Rh Tech. Note (14)

N + Ph COCl N Ref. (15)

Ph

Rh Tech. Note (15)

ArB(OR)2 + AcO Ar Ref. (16)

OH CO2Me
Rh R Tech. Note (16)
CO2Me + R'BF4K
R Ref. (17)
R'
References:
1. Pure Appl. Chem., 1994, 66, 1509.
2. Catalytic Asymmetric Synthesis, 2000, Ch. 1-2.
3. J. Am. Chem. Soc., 2000, 122, 4528.
4. J. Am. Chem. Soc., 2000, 122, 4990.
5. Angew. Chem. Int. Ed., 2002, 41, 4550.
6. Angew. Chem. Int. Ed., 2002, 41, 3892.
7. J. Am. Chem. Soc., 2005, 127, 12466.
8. J. Am. Chem. Soc., 2003, 125, 7198.
9. J. Am. Chem. Soc., 2003, 125, 14887.
10. Chem. Eur. J., 2005, 11, 3872.
11. J. Am. Chem. Soc., 2006, 128, 5338.
12. J. Am. Chem. Soc., 2006, 128, 8152.
13. Angew. Chem. Int. Ed., 2007, 46, 2074.
14. Angew. Chem. Int. Ed., 2007, 46, 9331.
15. J. Am. Chem. Soc., 2008, 130, 8136.
16. Angew. Chem. Int. Ed., 2007, 48, 7217.
17. Adv. Synth. Catal., 2006, 348, 317.
45-1700 Chloronorbornadienetriphenylphosphinerhodium(I) 5g
(~5% Rh) polymer-bound FibreCat
yellow, fibrous solid
air sensitive
P
Technical Note:
Rh
1. Versatile polymer-bound catalyst used for the
Cl
selective hydrogenation of polyolefins. The supported
rhodium catalyst exhibits similar selectivity to its homogeneous counterpart. In most cases,
rhodium leaching is negligible.

[email protected] [email protected] [email protected] [email protected] 153

 Metal Catalyts for Organic Synthesis including Organocatalysts - RHODIUM
45-0650 Chlorotris(triphenylphosphine)rhodium(I), 99% 250mg
WILKINSON'S CATALYST [14694-95-2] 1g
RhCl(P(C6H5)3)3; FW: 925.23; maroon xtl. 5g
Technical Notes:
1. A homogeneous hydrogenation catalyst which operates under mild conditions.
2. Catalyst for the decarbonylation of aldehydes.
3. Catalyst for regio- and stereoselective allylic substitution reactions.
4. Alkyne hydro-phosphorylation
5. Heck-type reaction with ,-unsaturated esters.
6. Alkyne arylation
7. Allylic alcohol-olefin coupling.
8. Terminal alkenes from ketones.
9. Rh-catalyzed isomerization of -aryl propargyl alcohols to indanones.
10. Reductive deprotection of silyl groups.
11. Intramolecular carbo-acylation reaction.
12. Rearrangement of 3-iminocyclopropenes.
13. Reductive -acylation of enones to form 1,3-diketones.
14. Rh-catalyzed C-H activation/cycloisomerization.
15. Rh-catalyzed [2+2+2] cycloaddition.
16. Cross-coupling of alcohols at -position with aldehydes.

O RhCl(PPh3)3
R H Tech. Note (2)
R H Ref. (2)

LiHMDS, RhCl(PPh3)3 BnO

OAc
BnO + TsN Tech. Note (3)
NHTs P(OMe)3 Ref. (4)
Ph
Ph
Me
M O RhCl(PPh3)3 O
Me
R H + O P P Tech. Note (4)
O Me R (OR)2 Ref. (5)
Me

RhCl(PPh3)3
Ar B(OH)2 + R Tech. Note (5)
R Ar
PPh3 Ref. (6)
R = CN, C(O)OR

O
NBn Tech. Note (6)
RhCl(PPh3)3 R2 Ref. (7)
R 2 + R 3
R 4

1 R1 R4
R
R3

RhCl(PPh3)3 O Tech. Note (7)

R1 OH + R2 Ref. (8)
R1 R2

O TMSCHN2, iPrOH
Tech. Note (8)
R 1 2
R PPh3, RhCl(PPh3)3 R1 R2 Ref. (9)

O
OH
RhCl(PPh3)3
Tech. Note (9)
Ref. (10)
TMS
TMS

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 Metal Catalyts for Organic Synthesis including Organocatalysts - RHODIUM
45-0650 Chlorotris(triphenylphosphine)rhodium(I), 99%
(cont.) WILKINSON'S CATALYST [14694-95-2]

Catechol borane Tech. Note (10)

TBSO OTIPS HO OTIPS Ref. (11)
n n
RhCl(PPh3)3

N O Tech. Note (11)

RhCl(PPh3)3
Me Ref. (12)
O N

O
O

R2
RhCl(PPh3)3 Tech. Note (12)
R2 Ref. (13)
R1 N N
R3 1 R3
R

O O
O O Et2Zn Tech. Note (13)
+ 1
R R3 Ref. (14)
R1 R2 R3 Cl RhCl(PPh3)3
R2

Tech. Note (14)

RhCl(PPh3)3 Ref. (15)
N N

Tech. Note (16)

OH O BF3OEt2 O Ref. (17)
+
R H RhCl(PPh3)3 R R
2 equiv
References:
1. Progress Inorg. Chem., 1984, 28.
2. J. Org. Chem., 1992, 57, 5075.
3. Encyclopedia of Reagents for Organic Synthesis, 1995, Vol. 2, 1253.
4. Org. Lett., 1999, 1, 1929.
5. Angew. Chem. Int. Ed., 2001, 40, 1929.
6. Chem. Commun., 2003, 2438.
7. Org. Lett., 2003, 5, 2759.
8. J. Org. Chem., 2002, 67, 3945.
9. Org. Lett., 2004, 6, 3047.
10. J. Am. Chem. Soc., 2005, 127, 2872.
11. Tetrahedron Lett., 2007, 48, 5289.
12. J. Am. Chem. Soc., 2009, 131, 412.
13. Org. Lett., 2007, 9, 4463.
14. Org. Lett., 2008, 10, 2405.
15. J. Am. Chem. Soc., 2007, 129, 14836.
16. Org. Lett., 2007, 9, 3695.
17. Tetrahedron. Lett., 2009, 50, 4178.

[email protected] [email protected] [email protected] [email protected] 155

 Metal Catalyts for Organic Synthesis including Organocatalysts - RHODIUM
45-0652 1,5-Cyclooctadiene(hydroquinone) 250mg
rhodium(I) tetrafluoroborate [120967-70-6] HO OH 1g
[Rh(C8H12)(C6H6O2)]+BF4-; FW: 408.00; yellow pwdr.
Note: Sold in collaboration with Brown University for Rh+
research purposes only. Commercial use requires a
license. US Patent Application 11/454,760.
Technical Notes:
1. A phosphorous free pre-catalyst for the efficient
1,4-conjugate addition of arylboronic acids to enones.
2. A pre-catalyst for addition of arylboronic acids to aryl aldehydes.

References:
1. Organometallics, 2006, 25, 3548.
2. J. Am. Chem. Soc., 2005, 127, 12238.
45-0663 (1R,1'R,2S,2'S)-(+)-2,2'-Di-t-butyl-2,3,2',3'- 100mg
tetrahydro-1,1'-bi-1H-isophosphindole 500mg
H
(1,5-cyclooctadiene)rhodium(I) tetrafluoroborate,
min. 98% (R,R,S,S)-DUANPHOS-Rh P H P
[Rh(C8H12)(C24H32P2)]+BF4-; FW: 680.35; orange xtl. (CH3)3C
C(CH3)3
air sensitive Rh+
Note: Sold in collaboration with Chiral Quest for
research purposes only. US Patent No. 7105702,
7153809, 7169953. Chiral Quest Catalyst and Ligand
Toolbox Kit component. See (page 263).
Technical Note:
1. See 15-1060 (Visit strem.com).
45-0700 Dicarbonylacetylacetonato rhodium(I), 99% CH3 250mg
[14874-82-9] 1g
O C
Rh(CO)2(C5H7O2); FW: 258.04; greenish-red xtl.; OC 5g
m.p. 144-147 subl. Rh CH
OC
O C
Technical Notes:
1. Precatalyst for hydroformylation of olefins. CH3
2. Precatalyst for silylformylation of olefins.
3. Precatalyst for carbonylative silylcarbo-cyclization in the syntheses of isodomoic acids.
4. Precatalyst for the conjugate addition of aryl- and alkenylboronic acids to enones.

Rh(acac)(CO)2 CHO
PR3 CHO + Tech. Note (1)
R R R Me
Ref. (1)
CO, H2, solvent

OMe OMe
MeO MeO
Rh(acac)(CO)2 (0.5 mol %)
BIPHEPHOS (1 mol %)
Tech. Note (1)
H CO/H2 (4 atm) Ref. (2)
N N
PTSA (10 mol %), HOAc
60 C, 16 h
O O
85% yield

Ph Ph Rh(acac)(CO)2 Ph
Ph
Si CO (70 atm) O Si O
O H Tech. Note (2)
benzene R H Ref. (3)
R 60 C, 24-48 h
4:1-7:1 d.r.
60-79% yield
Me
Me Rh(CO)2(acac)
(5 mol %) SiMe2Ph
Ts N Ts N
+ HSiMe2Ph Tech. Note (3)
CO (500 psi), 120 C Ref. (4)
MeO2C MeO2C CHO
77% yield, trans/cis= 8:1

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 Metal Catalyts for Organic Synthesis including Organocatalysts - RHODIUM
45-0700 Dicarbonylacetylacetonato rhodium(I), 99% [14874-82-9]
(cont.)

O B(OH)2 O
Rh(acac)(CO)2
R1 + ligand R1
Tech. Note (4)
2
R
R R2 Ref. (5,6)
R
References:
1. Synthesis, 2001, 1.
2. Org. Lett., 2009, 11, 2659.
3. J. Am. Chem. Soc., 1997, 119, 12416.
4. J. Am. Chem. Soc., 2009, 131, 14188.
5. Organometallics, 1997, 16, 4229.
6. Org. Lett., 2009, 11, 971.
45-0198 3-Di-i-propylphosphino-2-(N,N-dimethyl- (H3C)2HC CH(CH3)2 250mg
amino)-1H-indene(1,5-cyclooctadiene) 1g
P
rhodium(I) hexafluorophosphate, min. 98% +
[RhC25H38NP]+PF6-; FW: 631.42; orange pwdr. Rh
Technical Note:
1. See 45-0197 (page 157). N
H 3C CH3

45-0197 3-Di-i-propylphosphoranylidene-2- (H3C)2HC CH(CH3)2 250mg

(N,N-dimethylamino)-1H-indene 1g
P
(1,5-cyclooctadiene)rhodium(I), +
min. 95% [540492-55-5] Rh
C25H37NPRh; FW: 485.45; orange-red xtl.
Technical Note: N
H
1. Zwitterionic hydrogenation, hydrosilylation and H3C CH3
hydroboration catalyst soluble in non-polar solvents.

5% Cat. SiEt3
+ Et3SiH 96% (Rh)
Ph
Ph toluene
SiEt3 99% (Ir)
Ph

Bpin
O
BH 95% (Rh)
O
2% Cat., THF, rt

Bpin 95% (Ir)

References:
1. Organometallics, 2007, 26, 594.
2. Organometallics, 2006, 25, 5965.

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 Metal Catalyts for Organic Synthesis including Organocatalysts - RHODIUM
45-0670 Polymer-bound chlorotris(triphenylphosphine)rhodium(I) 1g
on styrene-divinylbenzene copolymer (20% cross-linked) 5g
[14694-95-2]
maroon beads; 20-60 mesh
air sensitive
Technical Notes:
1. A homogeneous hydrogenation catalyst which operates under mild conditions.
2. Catalyst for the decarbonylation of aldehydes.
3. Catalyst for regio- and stereoselective allylic substitution reactions.
4. Alkyne hydro-phosphorylation
5. Heck-type reaction with ,-unsaturated esters.
6. Alkyne arylation
7. Allylic alcohol-olefin coupling.

DPPA
C6H5CH 2CH2CHO C6H5CH2CH3 96% yield Tech. Note (2)
Ref. (2)

BnO 5% RuCl2(CHPh)(Cy3P)2 BnO

NHTs BnO (cat.# 44-0400)
LiHMDS
+ TsN TsN
cat. RhCl(PPh3)3 86%
OAc P(OMe)3 Ph Ph
Ph 87% Tech. Note (3)
diastereoselectivity >99/1 Ref. (4)
regioselectivity = 31:1

Me
M O cat. RhCl(PPh3)3 O Tech. Note (4)
R H + O P Me
P Ref. (5)
O Me R (OR)2
Me

cat. RhCl(PPh3)3
Ar B(OH)2 + R R Tech. Note (5)
Ar
PPh3 Ref. (6)
R = CN, C(O)OR

NBn O
cat. RhCl(PPh3)3 Tech. Note (6)
R 2 + R 3
R 4 R2 Ref. (7)
R1 R1 R4
R3

cat. RhCl(PPh3)3 O
R1 OH + R2 Tech. Note (7)
2-amino-picoline R1 R2 Ref. (8)
PhCOOH
References:
1. Progress Inorg. Chem., 1984, 28.
2. J. Org. Chem., 1992, 57, 5075.
3. Encyclopedia of Reagents for Organic Synthesis, 1995, Vol. 2, 1253.
4. Org. Lett., 1999, 1, 1929.
5. Angew. Chem. Int. Ed., 2001, 40, 1929.
6. Chem. Commun., 2003, 2438.
7. Org. Lett., 2003, 5, 2759.
8. J. Org. Chem., 2002, 67, 3945.

158 Visit strem.com for new product announcements.

 Metal Catalyts for Organic Synthesis including Organocatalysts - RHODIUM
45-1730 Rhodium(II) acetate dimer, 99% [15956-28-2] CH3 100mg
Rh2(OOCCH3)4; FW: 442.00; greenish-black xtl. 500mg
C CH3 2g
O
Technical Notes: O C
1. Catalyst for insertion into C-H and X-H bonds.
Rh O
2. Catalyst for Ylide generation. O
3. Akylation annulation reaction. O
4. Claisen rearrangement. O Rh
5. Epoxides from aldehydes. C O
6. Synthesis of aziridines from allylic N-tosyloxycarbamates. C O
7. Rh/NHC catalyzed direct intermolecular arylation of C-H bonds. H3C
8. Chiral Bronsted acid-Rh catalyzed three component reactions CH3
of diazo compounds with alcohols and imines.
9. Rh-catalyzed cyclopropenations of ynamides.
10. Tandem asymmetric aza-Darzens/ring-opening reactions.
O
CO2Me
O Rh, L Tech. Note (1)
Ref. (4)
N2 CO2Me

H H O HO H H
HO
Rh2(OAc)4
O Tech. Note (1)
N N CO2Bn N
2 O Ref. (5)
O H CO2Bn

O O H3CO2C
CO2CH3
N2 Rh2(OAc)4 H3CO2C O O Tech. Note (2)
+ Ref. (6)
CO2CH3

R2 R2

Rh2(OAc)4 Tech. Note (3)

O O
+ SR Ref. (7)
R1
1 RS
R

O R2
NR [Rh(OAc)2]2 Tech. Note (4)
O R2 H Ref. (8)
R1
R1

O Na [Rh(OAc)2]2 O Tech. Note (5)

+ Ref. (9)
R H N Tetrahydrothiopene R Ar
Ar N Ts

O
R2 O
Rh O Tech. Note (6)
OTs N
R1 O N R2 Ref. (10)
H
R3 R1 R3

Rh, L Tech. Note (7)

N + Ar Br N Ref. (11)
H Ar

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 Metal Catalyts for Organic Synthesis including Organocatalysts - RHODIUM
45-1730 Rhodium(II) acetate dimer, 99% [15956-28-2]
(cont.)

N2 Ar2 ArH2CO Ar1

N Rh, acid
+ Ar CH2OH + RO2C
Ar1 CO2R
Ar3 Ar3 NHAr2

Tech. Note (8)

Ref. (12)
R
OH
R Rh N O heat
N CO2Me
N2 N CO2Me
CO2Me R
MeO2C CO2Me Tech. Note (9)
Ref. (13)

O Ph Rh
O Cl
NH + CO2Et Tech. Note (10)
N OEt Ar Ref. (14)
N2 Ph O NHNHBz
Ar Ph
Si
N Cl
Me
References: Me
1. Tetrahedron, 1991, 47, 1765.
2. Comprehensive Organic Synthesis, 1991, Vol. 4, Chapter 4.8, 1031.
3. Comprehensive Organic Synthesis, 1991, Vol. 3, Chapter 4.2, 1045.
4. J. Am. Chem. Soc., 1985, 107, 196.
5. Tetrahedron Lett., 1982, 23, 2293.
6. J. Org. Chem., 1991, 56, 3271.
7. Org. Lett., 2003, 5, 2619.
8. J. Am. Chem. Soc., 2002, 124, 12426.
9. Angew. Chem. Int. Ed., 2001, 40, 1430.
10. J. Am. Chem. Soc., 2005, 127, 14198.
11. Angew. Chem. Int. Ed., 2009, 48, 8935.
12. J. Am. Chem. Soc., 2008, 130, 7782.
13. Org. Lett., 2009, 11, 4462.
14. J. Am. Chem. Soc., 2009, 131, 14638.
45-1878 Rhodium(III) chloride, anhydrous [10049-07-7] 250mg
RhCl3; FW: 209.28; red pwdr.; m.p. 450 dec. 1g
hygroscopic 5g
Technical Note:
1. See 45-1880 (page 160).
45-1880 Rhodium(III) chloride hydrate (38-41% Rh) [20765-98-4] 250mg
RhCl3XH2O; FW: 209.28; dark red pwdr.; m.p. 100 (dec.) 1g
hygroscopic 5g
25g
Technical Notes:
1. Catalyst in conjunction with "pybox" for the asymmetric hydrosilylation of ketones.
2. Asymmetric, regioselective hydroformylation of olefins in conjunction with "BINAP".
3. Isomerization of the allylamide without any epimerization.

O OH
H Tech. Note (1)
RhCl3 Me Ref. (1)
Me + Ph2SiH2 86% ee

CHO
H Tech. Note (2)
RhCl3 Me Ref. (2)
+ H2/CO 59% ee

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 Metal Catalyts for Organic Synthesis including Organocatalysts - RHODIUM
45-1880 Rhodium(III) chloride hydrate (38-41% Rh) [20765-98-4]
(cont.)
F F
F RhCl3 F
NO2 + n-PrOH NO2
Tech. Note (3)
Ref. (3)
F N F N

O O
References:
1. Tetrahedron Lett., 2008, 49, 5355.
2. J. Mol. Catal. A: Chem., 2008, 283, 15.
3. J. Org. Chem., 2010, 75, 1343.
45-2070 Tetrakis[(R)-(-)-(1-adamantyl)-(N-phthalimido)acetato] 50mg
dirhodium(II) Rh2(R-PTAD)4 [909393-65-3] 250mg
C80H80N4O16Rh2; FW: 1559.32; green pwdr.;
[]D -40.6 (c 0.067, CHCl3)
Note: Sold for research purposes only. US Patent Application
11/606,782.
Technical Note:
1. See 45-2071 (page 161).
45-2071 Tetrakis[(S)-(+)-(1-adamantyl)-(N-phthalimido) 50mg
acetato]dirhodium(II) Rh2(S-PTAD)4 [909389-99-7] 250mg
C80H80N4O16Rh2; FW: 1559.32; green pwdr.;
[]D +39.1 (c 0.2, CHCl3) H O Rh
Note: Sold for research purposes only. O
US Patent Application 11/606,782. N O Rh

O
Technical Notes:
1. Enantioselective reactions of carbenoids and olefins.
2. Enantioselective CH insertion reactions of carbenoids. 4
3. Enantioselective oxygen transfer from diazosulfonylamidines.
N2 H CN
Rh2(S-PTAD)4
+ CN Tech. Note (1)
R
Ref. (1)
95 : 5 dr
78-90% ee
N2 O
1 R2 3 Rh2(S-PTAD)4 R2
R + R Tech. Note (1)
3 1
O R R Ref. (2)
>95 : 5 dr
98% ee
O CO2R
Me Me Rh2(S-PTAD)4
R2 OR1 + R2 Tech. Note (1)
Me
N2 Ref. (3)
Me
Me
91% ee
Me
Ph 1. Rh2(S-PTAD)4
(0.5 mol%) TsHN Tech. Note (2)
H
Ts N N N Ph Ref. (4)
2. LiAlH4
88% ee

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 Metal Catalyts for Organic Synthesis including Organocatalysts - RHODIUM
45-2071 Tetrakis[(S)-(+)-(1-adamantyl)-(N-phthalimido)acetato]dirhodium(II) Rh2(S-PTAD)4
(cont.) [909389-99-7]

O
O o-Tol Rh2(S-PTAD)4 O o-Tol
N2 S O S
(0.5 mol%)
N N Tech. Note (3)
Ph Ph Ref. (5)
CHCl3, 0 C
NMe2 NMe2
89% ee
References:
1. Chem. Commun., 2008, 1238.
2. Org. Lett., 2009, 11, 787.
3. J. Am. Chem. Soc., 2009, 131, 8329.
4. J. Am. Chem. Soc., 2011, 133, 10352.
5. J. Am. Chem. Soc., 2012, 134, 2477.
45-2080 Tetrakis[(R)-(-)-[(1R)-1-(4-bromophenyl)-2,2- 50mg
diphenylcyclopropanecarboxylato]dirhodium(II) 250mg
Rh2(R-BTPCP)4 [1345974-62-0]
C88H64Br4O8Rh2; FW: 1774.87; green solid
Note: Patent PCT/US2012/040608. O Rh
Technical Notes:
1. Chiral catalyst used for the enantioselective formation of
cyclopropanes from the reaction of aryls O Rh
with styryl diazoacetates.
2. Chiral catalyst used for the asymmetric synthesis of
bicyclo[1.1.0]butane rings via the rhodium-
catalyzed decomposition of 2-diazo-5-arylpent-4-enoates.
Br
3. Reaction of vinyldiazoacetates with nitrones to form
4
2.5-dihydroisooxazoles.

Ar1 CO2Me
Ar2
1
Ar Ar2 Tech. Note (1)
N2 Rh2(R-BTPCP)4 Ref. (1)
MeO 2C (0.01-1 mol %)
>20 : 1 dr
CH2Cl2, 23 oC 86-97% ee

R2O2C
0.01 mol % H R1
N2
Rh2(R-BTPCP)4
H Tech. Note (2)
Ref. (2)
EtOAc, r.t., 45 min CO2R 2

(-), > 20:1 dr,

R1 up to 74% yield
up to 94% ee

R1 MeO R1
O CO2Me
N2 Rh2(S-BTPCP)4
+
OTBS (1 mole%)
TIPSO OTBS
TIPSO Tech. Note (3)
Ref. (3)
2 3 2 3
R R R R
85-99% ee
References: >30:1 d.r.
1. J. Am. Chem. Soc., 2011, 133, 19198.
2. Org. Lett., 2013, 15, 310.
3. Angew. Chem. Int. Ed., 2014, 53, 1083.

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 Metal Catalyts for Organic Synthesis including Organocatalysts - RHODIUM
45-2081 Tetrakis[(S)-(+)-[(1S)-1-(4-bromophenyl)-2,2-diphenylcyclo- 50mg
propanecarboxylato]dirhodium(II) Rh2(S-BTPCP)4 [1345974-63-1] 250mg
C88H64Br4O8Rh2; FW: 1774.87; green solid
Note: Patent PCT/US2012/040608.
Technical Note:
1. See 45-2080 (page 162).
45-2100 Tetrakis[(R)-(+)-N-(p-dodecylphenyl- SO2Ar 50mg
sulfonyl)prolinato]dirhodium(II) H 250mg
Rh2(R-DOSP)4 [178879-60-2] N H
[C23H36NO4S]4Rh2; FW: 1896.22; O N
O
green pwdr.; []D +165 (c 0.1, CHCl3) Rh SO2Ar
O
Note: Sold under license for research O O O SO2Ar
purposes. Rh N
O O
Technical Notes: N H H
1. Catalyst used for tandem asymmetric SO2Ar
cyclopropanation/Cope rearrangement. Ar = p-C 12 25 6H4
H C
2. Catalyst used for an asymmetric [4 + 3] cycloaddition.
MOMO Me
MOMO Me OTBS
N2
OTBS Rh2(R-DOSP)4 H
+ Tech. Note (1)
CO2Me Ref. (1)
H
H
CO2Me
R3
MeO2C MeO2C
N2
R3 Rh2(R-DOSP)4 Tech. Note (1)
+
R2 R2 Ref. (2)
O (1.0 mol %) 1
O R
R1 >94% de
91-98% ee
References:
1. Angew. Chem. Int. Ed., 2009, 48, 2398.
2. Org. Lett., 2008, 10, 573.
45-2101 Tetrakis[(S)-(-)-N-(p-dodecylphenylsulfonyl)prolinato] 50mg
dirhodium(II) Rh2(S-DOSP)4 [179162-34-6] 250mg
[C23H36NO4S]4Rh2; FW: 1896.22; green pwdr.;
[]D -165 (c 1.0, CHCl3)
Note: Sold under license for research purposes.
Technical Note:
1. See 45-2100 (page 163).
45-2110 (R)-(+)-2,2',6,6'-Tetramethoxy-4,4'-bis OCH3 100mg
(diphenylphosphino)-3,3'-bipyridine
(1,5-cyclooctadiene)rhodium(I) N
tetrafluoroborate, min. 97% [573718-56-6]
[C46H46N2O4P2Rh]+BF4-; FW: 942.53; P OCH3
+
yellow-orange xtl. Rh
air sensitive P OCH3
Note: Sold in collaboration with
Johnson Matthey for research purposes only. N
Patent US5886182.
Technical Note: OCH3
1. See 15-5210 (Visit strem.com) technical note 4.
45-2111 (S)-(-)-2,2',6,6'-Tetramethoxy-4,4'-bis(diphenylphosphino)-3,3'- 100mg
bipyridine(1,5-cyclooctadiene)rhodium(I) tetrafluoroborate,
min. 97% [1174131-02-2]
[C46H46N2O4P2Rh]+BF4-; FW: 942.53; yellow-orange xtl.
air sensitive
Note: Sold in collaboration with Johnson Matthey for research
purposes only. Patent US5886182.
Technical Note:
1. See 15-5211 (Visit strem.com) technical note 4.
[email protected] [email protected] [email protected] [email protected] 163
 Metal Catalyts for Organic Synthesis including Organocatalysts - RHODIUM
45-2160 Tris(acetonitrile)pentamethylcyclo- CH3 50mg
pentadienylrhodium(III) hexafluoro- 250mg
antimonate, min. 98% [59738-27-1] H 3 C CH3 1g
[Rh(C10H15)(CH3CN)3]+(SbF6-)2; FW: 832.79;
light yellow pwdr.
H3 C +2 CH3
Technical Notes: Rh (SbF6-)2
1. Catalyst used for the oxidative, cross-coupling/cyclization H3CCN NCCH3
of aryl aldimines and alkynes. NCCH3
2. Catalyst used for the intermolecular hydroarylation of alkynes.
3. Catalyst useful for the Fagnou Indole/Pyrrole Synthesis.
4. Catalyst for directed CH functionalization with enamides and isocyanates.

Rh cat. (2.5 mol%)

t-Bu N
N 2 3
Cu(OAc)2H2O (2.1 equiv) R1
1 R R
R Tech. Note (1)
DCE, 83 C, 16 h
R3 Ref. (1)
R2
Me
Rh cat. (5 mol%)
PivOH (5 equiv) N
Me Ph Ph Tech. Note (2)
N
i-PrOAc, 90 C, 15 h Ref. (2)
O
O Me2N
Me2N

R' R'
Rh cat. (5 mol%)
R''
R Cu(OAc)2H2O (2.1 equiv)
H R Tech. Note (3)
N toluene, 60 C Ref. (3)
N

Me2N O O
R'' Me2N
O O
NH NH O Tech. Note (4)
O Rh cat. (5 mol%)
H C R3 Ref. (4)
R1 N THF R1 NHR3
R2 R2
References:
1. J. Am. Chem Soc., 2009, 131, 12050.
2. J. Am. Chem Soc., 2010, 132, 6910.
3. Angew. Chem. Int. Ed., 2011, 50, 1338.
4. J. Am. Chem. Soc. 2011, 133, 11430.
45-0275 [Tris(3,5-dimethyl-1H-pyrazolato) H3C 50mg
hydroborato]bis(triphenylphosphine) H3C 250mg
rhodium(I) toluene adduct, 99% N CH3
[341483-76-9]
C51H52BN6P2Rh; FW: 924.66; red xtl. N N N PPh3
B Rh
H3C H N PPh3
N

CH3
H3C

Metal Catalyts for Organic Synthesis including Organocatalysts - RUTHENIUM

96-0400 Apeiron Ruthenium Metathesis Catalyst Kit
See (page 252).
96-5900 Chiral Quest Catalyst and Ligand Toolbox Kit for Asymmetric Hydrogenation
See (page 263).
96-6953 Takasago BINAP Ru Acetate Catalyst Kit
See (page 274).

164 Visit strem.com for new product announcements.

 Metal Catalyts for Organic Synthesis including Organocatalysts - RUTHENIUM
96-6951 Takasago BINAP Ru Cymene Catalyst Kit
See (page 274).
96-6954 Takasago BINAP Ru Diamine Catalyst Kit
See (page 275).
96-6952 Takasago BINAP Ru Dimer Catalyst Kit
See (page 276).
44-0015 Acetonitrilebis[2-diphenylphosphino-6-t-butyl- 250mg
pyridine]cyclopentadienylruthenium(II) 1g
hexafluorophosphate, min. 98% [776230-17-2] Ru+
Ru(C5H5)(CH3CN)[C21H22NP]2+PF6-; FW: 990.94; P P
yellow microxtl. N
air sensitive N C N

(CH3)3C CH3
C(CH3)3
Technical Notes:
1. Catalyst used for the Anti-Markovnikov hydration of terminal alkynes to aldehydes.
2. Heterocycle synthesis from o-alkynyl anilines and phenols.
2 mol% catalyst O
H3C(H2C)6C CH + H2 O CH3(CH2)6CH2C H Tech. Note (1)
H2O/acetone
Ref. (1)
70oC, 3 hrs. >99%

2 mol% catalyst
N Tech. Note (2)
THF, 70 C H Ref. (2)
NH2
87%
References:
1. J. Am. Chem. Soc., 2004, 126, 12232.
2. Chem. Eur. J., 2010, 16, 7992.
44-0017 Acetonitrile(cyclopentadienyl)[2-(di-i-propyl- 100mg
phosphino)-4-(t-butyl)-1-methyl-1H-imidazole] 500mg
ruthenium(II) hexafluorophosphate, min. 98% + CH(CH3)2
Ru
[Alkene Zipper Catalyst] [930601-66-4] H3CCN P
C21H35F6N3P2Ru; FW: 606.53; orange solid CH(CH3)2
air sensitive, (store cold) N
N
(H3C)3C CH3
Technical Note:
1. Zipper catalyst for alkene isomerization over up to
30 double bond positions (Ref. 1). Selective isomerization over one position also possible (Ref. 2, 3).
Depending on substrate structure, H/D exchange at accessible allylic positions can be accompanied by
isomerization (Ref. 4).
OH O
Ref. (1)
(CH2)n-2 R Me (CH2)n-2 R

where n = 3, 4, 9, 20, 30
R = H, CH3

5 % catalyst
HO HO + HO Ref. (2)
acetone, RT, <15 min
97 : 3 ratio

MeO MeO
0.1% catalyst

neat, RT, 10 min Ref. (3)

HO HO

86% after distillation

Z isomer undetected (<0.1%)

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 Metal Catalyts for Organic Synthesis including Organocatalysts - RUTHENIUM
44-0017 Acetonitrile(cyclopentadienyl)[2-(di-i-propylphosphino)-4-(t-butyl)-1-methyl-1H-imidazole]
(cont.) ruthenium(II) hexafluorophosphate, min. 98% [Alkene Zipper Catalyst] [930601-66-4]

O O
2%
95% Ref. (3)
acetone, RT, 45 min

5%

D2O/acetone CD3 Ref. (4)

70 oC, 120 h
CD2

2% CD CD2
CD3 CD CD3
D2O/acetone Ref. (4)
RT, 24 h

References:
1. J. Am. Chem. Soc., 2007, 129, 9592.
2. Topics in Catalysis, 2010, 53, 1015.
3. J. Am. Chem. Soc., 2012, 134, 10357.
4. J. Am. Chem. Soc., 2009, 131, 10354.
44-6078 {[(1R,2R)-2-amino-1,2-diphenylethyl] CH3 100mg
(4-toluenesulfonyl)amido}(p-cymene)(pyridine) 500mg
ruthenium(II) tetrafluoroborate, min. 97%
[1192483-14-9]
C36H40BF4N3O2RuS; FW: 766.70;
O O H3C
yellow-brown solid S
air sensitive
N
Note: Sold under license from Kanata for + BF4-
research purposes only. WO 2009132443. Ru
N N CH(CH3)2
H H

44-6079 {[(1S,2S)-2-amino-1,2-diphenylethyl](4-toluenesulfonyl)amido} 100mg

(p-cymene)(pyridine)ruthenium(II) tetrafluoroborate, min. 97% 500mg
[1192483-27-4]
C36H40BF4N3O2RuS; FW: 766.70; yellow-brown solid
air sensitive
Note: Sold under license from Kanata for research purposes only.
WO 2009132443.
44-6080 {[(1R,2R)-2-amino-1,2-diphenylethyl] CH3 100mg
(4-toluenesulfonyl)amido}(p-cymene) 500mg
(pyridine)ruthenium(II) tetrakis(pentafluoro-
phenyl)borate, min. 97% [1192483-19-4]
C60H40BF20N3O2RuS; FW: 1358.90;
O O H3C
brown-purple solid S
air sensitive
N [B(C6F5)4]-
Note: Sold under license from Kanata for +
research purposes only. WO 2009132443. Ru
N CH(CH3)2
N
H H

44-6081 {[(1S,2S)-2-amino-1,2-diphenylethyl](4-toluenesulfonyl)amido} 100mg

(p-cymene)(pyridine)ruthenium(II) 500mg
tetrakis(pentafluorophenyl)borate, min. 97%
C60H40BF20N3O2RuS; FW: 1358.90; yellow-brown solid
air sensitive
Note: Sold under license from Kanata for research purposes only.
WO 2009132443.

166 Visit strem.com for new product announcements.

 Metal Catalyts for Organic Synthesis including Organocatalysts - RUTHENIUM
44-6075 {[(1R,2R)-2-amino-1,2-diphenylethyl] CH3 100mg
(4-toluenesulfonyl)amido}(p-cymene)ruthenium(II) 500mg
tetrafluoroborate, min. 97% [1192483-03-6]
C31H35BF4N2O2RuS; FW: 687.60; brown-purple solid
air sensitive
O O H3C
Note: Sold under license from Kanata for research S
purposes only. WO 2009132443.
N
+
Ru
BF4- CH(CH3)2
N
H H

44-6076 {[(1S,2S)-2-amino-1,2-diphenylethyl](4-toluenesulfonyl)amido} 100mg

(p-cymene)ruthenium(II) tetrafluoroborate, min. 97% 500mg
[1192483-26-3]
C31H35BF4N2O2RuS; FW: 687.60; brown-purple solid
air sensitive
Note: Sold under license from Kanata for research purposes only.
WO 2009132443.
44-0055 [1,3-Bis(2,6-di-i-propylphenyl)-4,5-dihydro- 100mg
imidazol-2-ylidene]-[2-i-propoxy-5- 500mg
(trifluoroacetamido)phenyl]methylene-
ruthenium(II) dichloride M71-S1Pr N N
[1212008-99-5]
C39H50Cl2F3N3O2Ru; FW: 821.80; green pwdr.
Note: Sold under license from Omega Cat System
Cl Ru CH
for research purposes only WO 2008/065187,
PCT/EP2008/054901, Fr n08/05403. Cl
O O
Technical Note:
1. Enhanced activity ruthenium "boomerang" pre-catalyst used
CF3
in the olefin metathesis, enyne metathesis, and cross N
metathesis reactions, that can be recycled, and leaves no reduced H
ruthenium in the product after silica gel chromatography.

Ph
O Ph
catalyst (0.3 mole %) Tech. Note (1)
O Ref. (1,2)
CH2Cl2, 0.75 h, 0.1M, rt
>98%, 1.8 ppm Ru after silica gel
References:
1. Eur. J. Org. Chem., 2009, 4254.
2. J. Org. Chem., 2008, 73, 4225.
44-0750 [1,3-Bis(2,6-di-i-propylphenyl)imidazolidin- 100mg
2-ylidene]{2-[[1-(methoxy(methyl)amino)- 500mg
1-oxopropan-2-yl]oxy]benzylidene} N N
ruthenium(VI) dichloride GreenCat
[1448663-06-6]
Cl
C39H53Cl2N3O3Ru; FW: 783.33; green pwdr.
Ru
Note: Sold in collaboration with Apeiron Synthesis, Inc.
Aperion Ruthenium Metathesis Catalyst Kit Cl
Component. See (page 252). O O
H3C

O N
CH3
CH3

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 Metal Catalyts for Organic Synthesis including Organocatalysts - RUTHENIUM
44-0750 [1,3-Bis(2,6-di-i-propylphenyl)imidazolidin-2-ylidene]{2-[[1-(methoxy(methyl)amino)-
1-oxopropan-2-yl]oxy]benzylidene}ruthenium(VI) dichloride GreenCat
(cont.) [1448663-06-6]

Technical Note:
1. Efficient, durable and reuseable olefin
metathesis catalyst with a high affinity to silica gel.

O GreenCat (0.1 mol%) O

N N
N 40 oC, 1.5 h N Tech. Note (1)
Boc Boc
Ref. (1)
non-degassed, non-dried
ACS grade AcOEt
92%

O
MeOOC GreenCat (0.5 mol%) MeOOC
+ O
O Tech. Note (1)
8 40 oC, 1.5 h 8
O Ref. (1)
88%, E/Z 9/1
non-degassed, non-dried
ACS grade i-PrOH

Reference:
1. Tetrahedron, 2013, 69, 7408.
44-0063 Bis(tricyclohexylphosphine)-3-phenyl-1H-inden-1- PCy3 1g
ylideneruthenium(II) dichloride [250220-36-1] Ph 5g
Cl
RuCl2(C15H10)[P(C6H11)3]2; FW: 923.07; brown pwdr. Ru
Cl
PCy3
Technical Notes:
1. Highly active, air-stable catalyst used for the ring closing metathesis of dienes.
2. Used in cross-metathesis.
Ts
Ts Ru-cat. Tech. Note (1)
N
N Ref. (1)

OTBDMS OTBDMS
Ru-cat. Tech. Note (2)
+ CO 2Me
Ref. (2)
CO2Me

References:
1. Angew. Chem. Int. Ed., 2000, 112, 3012. (review article)
2. Adv. Synth. Catal., 2008, 350, 2959.

168 Visit strem.com for new product announcements.

 Metal Catalyts for Organic Synthesis including Organocatalysts - RUTHENIUM
44-0073 Bis(tricyclohexylphosphine)[(phenylthio) PCy3 1g
methylene]ruthenium(II) dichloride, min. 97% Cl H 5g
[219770-99-7] Ru C
RuCl2(CHSC6H5)[P(C6H11)3]2; FW: 855.02; Cl S
purple pwdr. PCy3
Note: Sold in collaboration with BASF for research
purposes only. Patents US 6,407,190 and EP 993 ,465.
Technical Notes:
1. Metathesis catalyst, stable in air and can be used in aqueous media.
2. Catalyst of choice for the ring-opening metathesis polymerization of cycloolefins.
3. Catalyst concentration 2-3 times lower than comparable phenyl and vinyl substituted ruthenium
carbenes.
4. Excellent initiator for solvent-free polymerization and control of initiation rates and gelation times.
5. Highly selective catalyst for the ring opening/cross-metathesis of norbornene derivatives.

Ru-catalyst

ROMP

O O O S
CO2Me cat. (2 mol%)
+
CH2Cl2, RT
CO2Me S 92 h 13 O
CO2Me CO2Me
85% (E/Z=91/9)

Tech. Note (5)

References: Ref. (3)
1. J. Organomet. Chem., 2000, 606, 16.
2. Ring Opening Metathesis Polymerization of Related Chemistry, NATO Science Series II, 2002, 23.
3. Organometallics, 2003, 22, 586.
44-0082 1,3-Bis(2,4,6-trimethylphenyl)-4,5-dihydro- 100mg
imidazol-2-ylidene[2-(i-propoxy)-5- N N 500mg
(N,N-dimethylaminosulfonyl)phenyl] 2g
methyleneruthenium(II) dichloride
Zhan Catalyst-1B [918870-76-5] Cl Ru C H
RuCl2[C21H26N2][C12H17NO3S]; FW: 733.75; Cl O
green solid (H3C)2HC
Note: Sold under license from Zannan for N
research purposes only. Patents CN1907992A, S
US 2007/0043180 A1, PCT WO 2007/003135 A1. O O
Technical Notes:
1. Efficient, air-stable metathesis catalyst.
2. Used in cross-metathesis/Friedel-Crafts Cascade reaction.

O
R O Tech. Note (1)
Ru-cat.
2
R
R2

O
R2
Chrial phosphoric acid
X Ru-cat.
R2 Tech. Note (2)
+ X Ref. (2)
N O
R
N
References: R
1. PCT Int. Appl. (2007), WO 2007003135 A1
2. Angew. Chem. Int. Ed., 2009, 48, 7428.

[email protected] [email protected] [email protected] [email protected] 169

 Metal Catalyts for Organic Synthesis including Organocatalysts - RUTHENIUM
44-0083 1,3-Bis(2,4,6-trimethylphenyl)-4,5- 100mg
dihydroimidazol-2-ylidene[2-(i-propoxy)- N N 500mg
5-(N,N-dimethyl aminosulfonyl)phenyl] 2g
methyleneruthenium(II) dichloride
Cl Ru C H
(resin supported) Zhan Catalyst II
FW: >1000; black solid; Loading: 0.5 mmol/g Cl O
Note: Sold under license from Zannan (H3C)2HC
for research purposes only. N
Patents CN1907992A, US 2007/0043180 A1, S
PCT WO 2007/003135 A1. O O
Technical Note:
1. See 44-0082 (page 169).
44-0768 [1,3-Bis(2,4,6-trimethylphenyl)-4-[(4-ethyl-4- H3 C
CH2CH3 100mg
methylpiperazin-1-ium-1-yl)methyl]imidazolidin- N 500mg
2-ylidene]-(2-i-propoxybenzylidene)dichloro- Cl
ruthenium(VI) chloride AquaMet [1414707-08-6]
C39H55Cl3N4ORu; FW: 803.31; green pwdr. N
Note: Sold in collaboration with Apeiron Synthesis, Inc.
Aperion Ruthenium Metathesis Catalyst Kit
component. See (page 252). N N

Cl
Technical Note: Ru
1. Highly active catalyst for olefin metathesis in water. Cl
O
(H3C)2HC
AquaMet (2.5 mol%)
N N Tech. Note (1)
Cl D2O, rt, 2.5h Cl Ref. (1)
96%

Tech. Note (1)

Cl Cl D Ref. (1)
O N D N
AquaMet (5 mol%) O

D2 O, rt, 2.5h

Cl N D N D
Cl
46%
Reference:
1. Catal. Sci. Technol., 2012, 22, 2424.

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Metal Catalyts for Organic Synthesis including Organocatalysts - RUTHENIUM
44-0047 [1,3-Bis(2,4,6-trimethylphenyl)-2- 100mg
imidazolidinylidene]-[2-[[(4-methyl- N N 500mg
phenyl)imino]methyl]-4-nitrophenolyl]0-
[3-phenyl-1H-inden-1-ylidene]ruthenium(II) Cl
chloride [934538-04-2] Ru
C50H47ClN4O3Ru; FW: 888.46; orange-brown solid O
Note: Sold in collaboration with Umicore for N
research purposes only. EP 1 468 004 B1,
US 2002/0349956.
CH3
O2N
Technical Note:
1. Highly active catalyst for ring opening and ring closing metathesis reactions.

EtO2C CO2Et
EtO2C CO2Et
cat Ref. (1-3)

100% (20 C, 60 mins)

Cat 0.0013 mol%

80 C, 4 h
Polymer Ref. (1-3)

100%

References:
1. WO 2003062253.
2. Eur. J. Org. Chem., 2009, 655.
3. Curr. Org. Synth., 2008, 5, 291.
44-0049 [1,3-Bis(2,4,6-trimethylphenyl)-2- 100mg
imidazolidinylidene]-[2-[[(2-methyl- N N 500mg
phenyl)imino] methyl]phenolyl]-
[3-phenyl-1H-inden-1-ylidene]ruthenium(II) Cl
chloride [934538-12-2] Ru
C50H48ClN3ORu; FW: 843.46; red-brown solid O
Note: Sold in collaboration with Umicore for N
research purposes only. EP 1 468 004 B1,
US 2002/0349956.
Technical Note: H3C
1. See 44-0047 (page 171).

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 Metal Catalyts for Organic Synthesis including Organocatalysts - RUTHENIUM
44-0026 1,3-Bis(2,4,6-trimethylphenyl)-2- 50mg
imidazolidinylidene)(3-phenyl-1H- N N 250mg
inden-1-ylidene)(4,5-dichloro-1,3- 1g
diethyl-1,3-dihydro-2H-imidazol-2-ylidene) Cl
ruthenium(II) chloride [1228169-92-3] Ru
Cl
C43H46Cl4N4Ru; FW: 861.73; orange-brown solid
Note: Sold in collaboration with Umicore H3CH2C
N N
CH2CH3
for research purpose only.
Patent US 10,873,026.
Cl Cl

Technical Note:
1. Catalyst used for RCM reactions leading to tetrasubstituted olefins.

EtOOC COOEt EtOOC COOEt

Tech. Note (1)
Ref. (1)
[Ru catalyst]

toluene
100C, 24 h
Yield - 96%
Tos Tos

N N
[Ru catalyst]
Tech. Note (1)
toluene Ref. (1)
100C, 24 h

Yield - 99%

O O O O
S S
[Ru catalyst]
Tech. Note (1)
toluene Ref. (1)
100C, 24 h

Yield - 99%
Reference:
1. Organometallics, 2010, 29, 2761.
44-0758 [1,3-Bis(2,4,6-trimethylphenylimidazolidin- 100mg
2-ylidene)]-(2-i-propoxy-5-nitrobenzylidene) N N 500mg
ruthenium(VI) dichloride nitro-Grela
[502964-52-5]
Cl
C31H37Cl2N3O3Ru; FW: 671.62; green pwdr.
Note: Sold in collaboration with Apeiron Synthesis, Inc. Ru
Aperion Ruthenium Metathesis Catalyst Kit Cl
component. See (page 252). O NO2
Technical Notes: (H3C)2HC
1. Catalyst used for an efficient synthesis of HCV Protease
Inhibitor, BILN 2061.
2. The nitro-Grela catalyst is a stable olefin metathesis
initiator active in various ring-closing, cross, and enyne metathesis reactions. Its efficiency has been
proven in numerous total syntheses of natural and biologically active compounds, and in material
science.
OPNB OPNB

Tech. Note (1)

N O N Refs. (1,2)
O nitro-Grela
NBOC O O NBOC O
O (0.1 mol %)
O O
N OCH3 toluene, 0.2M N OCH3
O H O H
110 o C, 30 min

93%

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 Metal Catalyts for Organic Synthesis including Organocatalysts - RUTHENIUM
44-0758 [1,3-Bis(2,4,6-trimethylphenylimidazolidin-2-ylidene)]-(2-i-propoxy-5-nitrobenzylidene)
ruthenium(VI) dichloride nitro-Grela [502964-52-5]
(cont.)
References:
1. Org. Lett., 2008, 1, 1303.
2. Org. Process Res. Dev., 2009, 13, 250.
3. Org. Lett., 2010, 12, 248.
4. Angew. Chem. Int. Ed., 2008, 47, 6483.
5. Tetrahedron Lett., 2006, 47, 6351.
6. J. Am. Chem. Soc., 2004, 126, 9318.
7. Angew. Chem. Int. Ed., 2002, 41, 4038.
44-0753 [1,3-Bis(2,4,6-trimethylphenylimidazolidin- 100mg
2-ylidene)](tricyclohexylphosphine)- N N 500mg
(2-oxobenzylidene)ruthenium(VI) chloride
LatMet [1407229-58-6] Cl
C46H65ClN2OPRu; FW: 829.52; green pwdr. Ru
Note: Sold in collaboration with Apeiron Synthesis, Inc. Cy3P
Aperion Ruthenium Metathesis Catalyst Kit
O
component. See (page 252).
Technical Note:
1. Catalyst used for olefin metathesis polymerization.

Tech. Note (1)

LatMet (50 ppm) HCl, 60 oC Ref. (1,2)
NO
28 oC, 4 h CONVERSION 10 min

References: >99%
1. Chem. Eur. J., 2014, 20, 1.
2. Eur. J. Inorg. Chem., 2014, 1131.
44-0765 [1,3-Bis(2,4,6-trimethylphenyl)-4-[(trimethylammonio) 100mg
methyl]imidazolidin-2-ylidene]-(2-i-propoxybenzylidene) N Cl 500mg
dichlororuthenium(VI) chloride StickyCat Cl
[1452227-72-3]
C35H48Cl3N3ORu; FW: 734.20; green pwdr.
Note: Sold in collaboration with Apeiron Synthesis, Inc. N N
Aperion Ruthenium Metathesis Catalyst Kit
component. See (page 252).
Cl
Ru
Cl
O
Technical Note: (H3C)2HC
1. Easily removable olefin metathesis catalyst.
High activity at 40-110C Residual ruthenium metal <0.004ppm.

O
O StickyCat Cl (1 mol%)
TBSO + O
TBSO
O DCM, 40 oC
80 min 97%, Ru [ppm] = 1.6

Tech. Note (1)

Ref. (1)
Reference:
1. Green Chem., 2012, 14, 3264.

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 Metal Catalyts for Organic Synthesis including Organocatalysts - RUTHENIUM
44-0090 Carbonylbis(trifluoroacetato)bis(triphenylphosphine)ruthenium(II) 250mg
methanol adduct, min. 98% [38596-61-1] 1g
RuCO[(C6H5)3P]2(CF3COO)2XCH3OH; FW: 879.71; orange xtl.;
m.p. 230 dec.
Technical Notes:
3. Catalyst for the dehydrogenation of alcohols into aldehydes and ketones.
4. Catalyst for regioselective reductive hydroxymethylation of alkynes with
paraformaldehyde.

[Ru] Cat. Ph
Ph (CH2O)n
Bu4NI (5 mol%) H Tech Note (2)
HCO2H Ref. (1)
(2 equiv) (1 equiv) OH
THF, 95 C
>
_ 20:1
Reference:
1. Angew. Chem. Int. Ed., 2011, 50, 5687.
44-0071 Carbonylchlorohydrido[bis(2-(diphenylphosphinoethyl) H 250mg
amino]ruthenium(II), min.98% Ru-MACHO H Ph 1g
[1295649-40-9] N P 5g
C29H30ClNOP2Ru; FW: 607.03; white to yellow pwdr. Ru Ph
air sensitive P CO
Note: Manufactured under license of Takasago patent. Ph
Ph Cl
PCT/JP2010-004301.
Technical Notes:
1. Catalyst used in the hydrogenation of -hydroxy esters, -Boc-Amino esters, lactones and maleic acid
esters.
2. Catalyst for dehydrogenation of isopropanol as means of H2 production.
3. See 44-0074 (page 178).
OH OH
Ru-MACHO (0.02 mol%)

OH
NaOMe, MeOH, 30C Tech. Note (1)
COOCH3 Ref. (1)
H2 (4 MPa)
99% ee 99% ee
96% conv.

NHBoc NHBoc
Ru-MACHO (0.5 mol%)

COOCH3
NaOMe, MeOH, 80C
OH Tech. Note (1)
H2 (5 MPa)
Ref. (1)
99% ee
99% ee
99% conv.

Ru-MACHO (0.5 mol%) OH

O
NaOMe, MeOH, 30C OH Tech. Note (1)
H2 (5 MPa) Ref. (1)
97% conv.

COOCH3
Ru-MACHO (0.5 mol%) OH

NaOMe, MeOH, 30C OH

COOCH3 H2 (5 MPa) Tech. Note (1)
Ref. (1)
99% conv.

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 Metal Catalyts for Organic Synthesis including Organocatalysts - RUTHENIUM
44-0071 Carbonylchlorohydrido[bis(2-(diphenylphosphinoethyl)amino]ruthenium(II), min.98%
(cont.) Ru-MACHO [1295649-40-9]
References:
1. PCT Application No. PCT/JP2010-004301.
2. Angew. Chem., Int. Ed., 2011, 50, 9593.
44-0085 Carbonylchlorohydridotris(triphenylphosphine) Cl 1g
ruthenium(II), 99% [16971-33-8] 5g
H CO
Ru(CO)ClH[P(C6H5)3]3; FW: 952.40; off-white to tan pwdr.;
m.p. 209-210 Ru
(C6H5)3P P(C6H5)3
P(C6H5)3
Technical Notes:
1. Catalyst for alcohol -allylation with dienes or allenes under transfer hydrogenation conditions.
2. Catalyst for tandem isomerization (to imine), followed by Friedel Crafts alkylation.
3. Catalyst for amination of alcohols with ammonia.

OH OH
Cat. 5 mol%
+ + promotors
OMe Tech Note (1)
OMe
THF, 95 C Ref. (1)

93%

OH
cat. 5 mol%
OH Tech Note (1)
Me dippf 5 mol% n-Hex Ref. (2)
n-Hex Me NPhth
NPhth
93%, >20:1 d.r.
H
N

MeO OMe Cat. 1 mol%,

H Tf(OH) 5 mol% MeO OMe
N Tech Note (2)
Bz +
Tol., 40 C
Ref. (3)
88%
OMe OMe

O [Ru] Cat. O
xantphos
OMe OMe Tech Note (3)
NH3 Ref. (4)
OH NH2
t-amyl alcohol

References:
1. J. Am. Chem. Soc., 2008, 130, 6338.
2. J. Am. Chem. Soc., 2011, 133, 1141.
3. J. Am. Chem. Soc., 2008, 130, 14453.
4. Angew. Chem. Int. Ed., 2011, 50, 7599.

[email protected] [email protected] [email protected] [email protected] 175

 Metal Catalyts for Organic Synthesis including Organocatalysts - RUTHENIUM
44-0100 Carbonyl(dihydrido)tris(triphenylphosphine) CO 250mg
ruthenium (II), 99% [25360-32-1] (C6H5)3P P(C6H5)3 1g
Ru(CO)(H2)(P(C6H5)3)3; FW: 917.97; Ru
white to off-white pwdr. (C6H5)3P H
H
Technical Notes:
1. Catalyst for the arylation (or alkenylation) of anthraquinone and PBI.
2. Catalytic C-C bond formation.
3. Transfer hydrogenative coupling of isoprene to alcohols or aldehydes.
4. Alkanes (and alkenes) from alcohols by tandem hydrogen transfer and condensation.
5. Catalyst for the conversion of primary alcohols and aldehydes into methyl esters.
6. Precatalyst for hydrogen production by means of alcohol dehydrogenation.

O Ar Ar O Ar
B
O O Cat. Tech. Note (1)
+
Ref. (1-3)
pinacolone
Me Me mesitylene, 140 C Ar O Ar
O

R' R''' R'

B Tech. Note (2)
O O O Cat. O
R'' + R'' Ref. (4-6)
R toluene, reflux R'''
Me Me
R = H, NH2, NHMe, NMe2
O
R1 R1 O
R Cat. Tech. Note (3)
or
+ R Ref. (7)
OH CF3CO2H
toluene, reflux Me
R
Cat. R'
+ R or R'
R OH R' X CF3CO2H R
toluene, reflux X Tech. Note (4)
Ref. (8,9)
O
Cat. Tech. Note (5)
Me
Bn OH + CN Xantphos
Bn O Bn Ref. (10)
toluene, reflux

[Ru] Cat. O
OH Tech. Note (6)
pincer ligand H2 Ref. (11)
reflux
References:
1. Org. Lett., 2009, 11, 1951.
2. Org. Lett., 2009, 11, 5426.
3. Chem. Eur. J., 2009, 15, 7530.
4. J. Am. Chem. Soc., 2009, 131, 7238.
5. Org. Lett., 2009, 11, 855.
6. J. Am. Chem. Soc., 2007, 129, 6098.
7. J. Am. Chem. Soc., 2008, 130, 14120.
8. Dalton Trans., 2009, 716.
9. Adv. Synth. Catal., 2008, 350, 1975.
10. Synthesis, 2009, 9, 1578.
11. Angew. Chem. Int. Ed., 2011, 50, 9593.

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 Metal Catalyts for Organic Synthesis including Organocatalysts - RUTHENIUM
44-0091 Carbonylhydrido[6-(di-t-butylphosphino- C(CH3)3 100mg
methylene)-2-(N,N-diethylaminomethyl)- H 500mg
C(CH3)3
1,6-dihydropyridine]ruthenium(II), min. 98% P
Milstein Catalyst [863971-63-5]
N Ru CO
C20H35N2OPRu; FW: 451.55; red-black solid
air sensitive, (store cold)
N
H3CH2C CH2CH3
Technical Notes:
1. Ruthenium catalyst for the direct synthesis of amides from alcohols and primary amines.
2. Ruthenium catalyst for the hydrogenation of esters in high yields under mild pressure and neutral
conditions.
3. Ruthenium catalyst for the dehydrogenative coupling of alcohols to form esters in high yields
under neutral conditions.
4. Catalytic hydrogenation of dimethyl carbonate, methyl carbamates, and methyl formate, a route to
methanol based on CO and CO2.

NH2 NH
O Cat, 0.1 mol% O
+ HO + 2H2
8 hr. Tol., reflux O Tech. Note (1)
99% Ref. (1)

O
Cat, 1 mol%
BuOH + EtOH Tech Note (2)
98% 99% Ref. (2)
OEt H2, 5 Atm, 4 h, 115 C

Cat, 0.1 mol% Tech. Note (3)

OH C5H11COOC6H13 + 2 H2
Ref. (3-4)
6 hr. Tol., reflux 99%

O
Cat, 0.1 mol%, THF
Tech. Note (4)
3 MeOH
Ref. (5)
MeO OMe H2, 10 Atm, 145 C, 48 h

References:
1. Science, 2007, 317, 790.
2. Angew. Chem. Int. Ed., 2006, 45, 1113.
3. J. Am. Chem. Soc., 2005, 127, 12429.
4. J. Am. Chem. Soc., 2005, 127, 10840.
5. Nature, Chem., 2011, 3, 609.

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 Metal Catalyts for Organic Synthesis including Organocatalysts - RUTHENIUM
44-0074 Carbonylhydrido(tetrahydroborato) H 250mg
[bis(2-diphenylphosphinoethyl)amino] H Ph 1g
ruthenium(II), min.98% Ru-MACHO-BH N P 5g
Ru Ph
[1295649-41-0]
C29H34BNOP2Ru; FW: 586.41; white to yellow pwdr. P CO
Ph
air sensitive Ph H
Note: Manufactured under license of Takasago BH3
patent PCT/JP2010-004301.
Technical Notes:
1. Catalyst used for hydrogenation of esters.
2. See 44-0071 (page 174).

Ru-cat. (S/C = 1000)

COOCH3 H2 (5 MPa)
Ph Ph OH
Tech. Note (1)
THF, 80C, 16h
CH3
Ref. (1)
CH3
yield - 77%, ee (%) <1

NHBoc Ru-cat. (S/C = 1000) NHBoc

H2 (5 MPa)
Tech. Note (1)
OH Ref. (1)
COOCH3 THF, 80C, 16h
yield - 78%, ee (%) <1

NHBoc Ru-cat. (S/C = 1000)

NHBoc
H2 (5 MPa)
Tech. Note (1)
COOCH3 Ref. (1)
THF, 80C, 16h OH
yield - 78%, ee (%) <1

NHCbz Ru-cat. (S/C = 1000)

NHCbz
H2 (5 MPa)
OH Tech. Note (1)
THF, 80C, 16h HO Ref. (1)
O O
yield - 88%, ee (%) 2

COOCH3 Ru-cat. (S/C = 1000)

O O
H2 (5 MPa) OH

THF, 80C, 16h OH Tech. Note (1)

O O
COOCH3 Ref. (1)
yield - 93%, ee (%) <1

ee (%) = (%ee of substrate) - (%ee of product)

Reference:
1. PCT Application No. PCT/JP2010-004301.

178 Visit strem.com for new product announcements.

 Metal Catalyts for Organic Synthesis including Organocatalysts - RUTHENIUM
44-0156 Chloro{[(1R,2R)-(-)-2-amino-1,2-diphenylethyl] F 250mg
(pentafluorophenylsulfonyl)amido}(p-cymene) 1g
ruthenium(II), min. 90% RuCl[(R,R)-Fsdpen] F F 5g
(p-cymene) [1026995-71-0]
C30H28ClF5N2O2RuS; FW: 712.14; orange to brown pwdr.
air sensitive F F
Note: Manufactured under license of Takasago O O
S H3C
patent US7129367B2. Takasago ATH Catalyst
Kit component. See (page 273). N
Ru
Cl CH(CH3)2
N
Technical Note: H H
1. See 44-0155 (page 180).
44-0157 Chloro{[(1S,2S)-(+)-2-amino-1,2-diphenylethyl](pentafluoro- 250mg
phenylsulfonyl)amido}(p-cymene)ruthenium(II), min. 90% 1g
RuCl[(S,S)-Fsdpen](p-cymene) [1026995-72-1] 5g
C30H28ClF5N2O2RuS; FW: 712.14; orange to brown pwdr.
air sensitive
Note: Manufactured under license of Takasago patent US7129367B2.
Takasago ATH Catalyst Kit component. See (page 273).
Technical Note:
1. See 44-0155 (page 180).
44-0148 Chloro{[(1R,2R)-(-)-2-amino-1,2-diphenylethyl] CH3 250mg
(4-toluenesulfonyl)amido}(p-cymene)ruthenium(II), 1g
min. 95% RuCl[(R,R)-Tsdpen](p-cymene) 5g
[192139-92-7]
C31H35ClN2O2RuS; FW: 636.21; orange to brown pwdr.
air sensitive O O
Note: Manufactured under license of Takasago S H3C
patent US7129367B2. Takasago ATH Catalyst Kit N
Component. See (page 273).
Ru
Technical Note: CH(CH3)2
1. This catalyst has shown to effect highly enantioselective Cl
N
hydrogenation of functionalized ketones where the H H
substituents are dialkylamino, hydoxy, siloxy,
carbonyl, ester, amide or thioester.

n Cat. n
CO2Et CO2Et
Tech. Note (1)
HCO2H, Et3N
Ref. (1)
O OH
ee up to 99%
syn:anti up to >99:1

X Cat. HCO2H, Et3N X

n n Tech. Note (1)
DPPA/DBU; LiAlH4 or PPh3/H2O Ref. (2)
R' R R' R
O NH2
n = 0,1; R = alkyl, F, OAc; X = CH2, O

O OH
MeO NMe2 Cat. HCO2H, Et3N MeO NMe2
Tech. Note (1)
EtOAc, rt, 7 days Ref. (3)
MeO MeO
98% ee

[email protected] [email protected] [email protected] [email protected] 179

 Metal Catalyts for Organic Synthesis including Organocatalysts - RUTHENIUM
44-0148 Chloro{[(1R,2R)-(-)-2-amino-1,2-diphenylethyl](4-toluenesulfonyl)amido}(p-cymene)
(cont.) ruthenium(II), min. 95% RuCl[(R,R)-Tsdpen](p-cymene) [192139-92-7]
Me Me

O N O N
0.2 mol% Cat. Tech. Note (1)
Ref. (4-6)
O Me HCO2H, DIPEA HO Me
Me Me
95% ee
Cat. HCO2H, Et3N
Tech. Note (1)
N NH Ref. (7,8)

R' R'
References:
1. Tetrahedron, 2007, 63, 7532.
2. Tetrahedron, 2007, 63, 6755.
3. Tetrahedron: Asymmetry, 2009, 20, 1138.
4. J. Org. Chem., 2009, 74, 1411.
5. Org. Lett., 2007, 9, 2461.
6. Org. Lett., 2009, 11, 935.
7. Angew. Chem. Int. Ed., 2009, 48, 7616.
8. Bioorg. Med. Chem. Lett., 2008, 18, 4110.
44-0149 Chloro{[(1S,2S)-(+)-2-amino-1,2-diphenylethyl](4-toluenesulfonyl) 250mg
amido}(p-cymene)ruthenium(II), min. 90% RuCl[(S,S)-Tsdpen] 1g
(p-cymene) [192139-90-5] 5g
C31H35ClN2O2RuS; FW: 636.21; orange to brown pwdr.
air sensitive
Note: Manufactured under license of Takasago patent US7129367B2.
Takasago ATH Catalyst Kit component. See (page 273).
Technical Note:
1. See 44-0148 (page 179).
44-0154 Chloro{[(1R,2R)-(-)-2-amino-1,2-diphenylethyl] CH3 250mg
(4-toluenesulfonyl)amido}(mesitylene)ruthenium(II), 1g
min. 90% RuCl[(R,R)-Tsdpen(mesitylene) [174813-82-2] 5g
C30H33ClN2O2RuS; FW: 622.18; orange pwdr.
air sensitive
Note: Manufactured under license of Takasago O O
patent US7129367B2. Takasago ATH Catalyst S H3C
Kit component. See (page 273).
Technical Note: N
CH3
1. See 44-0155 (page 180). Ru
H3C
N Cl
H H

44-0155 Chloro{[(1S,2S)-(+)-2-amino-1,2-diphenylethyl] 250mg

(4-toluenesulfonyl)amido}(mesitylene)ruthenium(II), min. 90% 1g
RuCl[(S,S)-Tsdpen](mesitylene) [174813-81-1] 5g
C30H33ClN2O2RuS; FW: 622.18; orange pwdr.
air sensitive
Note: Manufactured under license of Takasago patent US7129367B2.
Takasago ATH Catalyst Kit component. See (page 273).
Technical Note:
1. Catalyst used in the asymmetric transfer hydrogenation of ketones using formic acid-triethylamine
mixture.
O OH

*
cat. Tech. Note (1)
R1 R1
R2 R2 Ref. (1)
HCO2H-(C2H5)3N

Reference:
1. J .Am. Chem. Soc., 1996, 118, 2521.
180 Visit strem.com for new product announcements.
 Metal Catalyts for Organic Synthesis including Organocatalysts - RUTHENIUM
44-0102 Chloro{(R)-(-)-5,5'-bis[di(3,5-di-t-butyl-4- H3CO
t-Bu 250mg
methoxyphenyl)phosphino]-4,4'- t-Bu t-Bu 1g
bi-1,3-benzodioxole}(p-cymene) O
OCH 3 5g
H3C
ruthenium(II) chloride [RuCl(p-cymene)

((R)-dtbm-segphos )]Cl [944451-32-5] P t-Bu
O
[C84H114ClO8P2Ru]+Cl-; FW: 1485.72; +
Ru
orange to brown pwdr.; m.p. >100 dec. O Cl
air sensitive P t-Bu CH(CH3)2
Note: Manufactured under license of
O
Takasago patent. Takasago SEGPHOS OCH3
t-Bu
Ru Catalyst Kit component. See (page 277). t-Bu
t-Bu
Technical Notes: H3CO
1. See 15-0066 (Visit strem.com).
2. Biaryl bisphosphine ligand with narrow dihedral angle. The DTBM SEGPHOS ligand, as the
ruthenium complex, gives superior enantioselectivity and diastereoselectivity through dynamic
kinetic resolution in the asymmetric hydrogenation of a-substituted--ketoesters useful in the
synthesis of carbapenum antibiotics.

O OH OTBS
OAc Tech. Note (2)
CO2CH3 H2, Ru-(+)L CO2CH3
Ref. (1)
NH
NHCOC6H5 NHCOC6H5 O
Reference:
1. Adv. Synth. Cat., 2001, 343, 264.
44-0103 Chloro{(S)-(+)-5,5'-bis[di(3,5-di-t-butyl-4-methoxyphenyl) 250mg
phosphino]-4,4'-bi-1,3-benzodioxole}(p-cymene)ruthenium(II) 1g
chloride [RuCl(p-cymene)((S)-dtbm-segphos)]Cl [944451-33-6] 5g
[C84H114ClO8P2Ru]+Cl-; FW: 1485.72; orange to brown pwdr.;
m.p. >100 dec.
air sensitive
Note: Manufactured under license of Takasago patent. Takasago
SEGPHOS Ru Catalyst Kit component. See (page 277).
Technical Note:
1. See 44-0102 (page 181).
44-0096 Chloro[(R)-(+)-5,5'-bis(diphenylphosphino)- 250mg
O H3C
4,4'-bi-1,3-benzodioxole](p-cymene) 1g
ruthenium(II) chloride [RuCl(p-cymene) 5g

((R)-segphos )]Cl [944451-28-9] O P +
+ -
[C48H42ClO4P2Ru] Cl ; FW: 916.77; Ru
O P Cl
yellow pwdr.; m.p. >100 dec. CH(CH3)2
air sensitive
Note: Manufactured under license of O
Takasago patent. Takasago SEGPHOS Ru
Catalyst Kit component. See (page 277).
Technical Notes:
1. Highly active highly enantioselective catalyst for hydrogenation of functionalized ketones. Slightly
higher temperature is necessary to activate the cymene complexes. See 15-0136 (Visit strem.com).
2. Asymmetric hydrogenation of -substituted--alkyl--ketoesters accompanied by dynamic kinetic
resolution.

O O OH O

Tech. Note (1)

OEt 0.1% cat., CH2Cl2 OEt Ref. (1)
+ H2
20 Atm, 60 C 91 hr

98%, 98% ee, 88% de

Reference:
1. U.S. Pat. 7038087.

[email protected] [email protected] [email protected] [email protected] 181

 Metal Catalyts for Organic Synthesis including Organocatalysts - RUTHENIUM
44-0097 Chloro[(S)-(-)-5,5'-bis(diphenylphosphino)-4,4'-bi-1,3- 250mg
benzodioxole](p-cymene)ruthenium(II) chloride 1g
[RuCl(p-cymene)((S)-segphos)]Cl [944451-29-0] 5g
[C48H42ClO4P2Ru]+Cl-; FW: 916.77; yellow pwdr.; m.p. >100 dec.
air sensitive
Note: Manufactured under license of Takasago patent. Takasago
SEGPHOS Ru Catalyst Kit component. See (page 277).
Technical Note:
1. See 44-0096 (page 181).
44-0136 Chloro[(R)-(-)-2,2'-bis(diphenylphosphino)-1,1'-binaphthyl] 100mg
[(R)-1,1-bis(4-methoxyphenyl)-3-methylbutane-1,2-diamine] 500mg
ruthenium(II) tetrafluoroborate, min. 97%
C63H58BClF4N2O2P2Ru; FW: 1160.42; orange pwdr.
Note: Sold under license from Kanata for research purposes only.
PCT/CA2008/001905.
OCH
3
44-6063 Chloro[(S)-()-2,2-bis[diphenyl- 100mg
phosphino]-1,1-binaphthyl] 500mg
[(S)-1,1-bis(4-methoxyphenyl)- H H
3-methylbutane-1,2-diamine] Cl
N
P OCH3
ruthenium(II) tetrafluoroborate, Ru
min. 97% [1150112-86-9] P + H
N
C63H58BClF4N2O2P2Ru; FW: 1160.40; BF4-
H H CH(CH3)2
orange-red solid
air sensitive
Note: Sold under license from Kanata for research purposes only.
WO 2009055912.
44-6066 Chloro[(S)-()-2,2-bis[diphenyl- OCH3 100mg
phosphino]-1,1-binaphthyl] 500mg
[(S)-1,1-bis(4-methoxyphenyl)- H H
3-methylbutane-1,2-diamine] Cl N
P OCH3
ruthenium(II) tetrakis(pentafluoro- Ru
phenyl)borate, min. 97% P + N H [B(C6F5)4]-
[1150112-87-0] H H CH(CH 3 )2
C87H58BClF20N2O2P2Ru; FW: 1752.70;
orange-red solid
air sensitive
Note: Sold under license from Kanata for research purposes only.
WO 2009055912.
44-0134 Chloro[(R)-2,2'-bis(diphenylphosphino)-1,1'-binaphthyl] 100mg
[(1R,2R)-cyclohexane-1,2-diamine)]ruthenium(II) 500mg
tetrafluoroborate, min. 97% [1150112-41-6]
C50H46BClF4N2P2Ru; FW: 960.19; orange solid
Note: Sold under license from Kanata for research purposes only.
PCT/CA2008/001905.
44-6053 Chloro[(S)-2,2'-bis(diphenylphosphino)- 100mg
1,1'-binaphthyl][(1S,2S)-cyclohexane- H H
500mg
1,2-diamine]ruthenium(II) Cl
P N
tetrafluoroborate, min. 97%
Ru BF4-
C50H46BClF4N2P2Ru; FW: 960.19; P + N
yellow solid
air sensitive H H
Note: Sold under license from Kanata
for research purposes only. WO 2009055912.
44-6054 Chloro[(R)-2,2'-bis(diphenyl- 100mg
phosphino)-1,1'-binaphthyl] H H 500mg
[(1R,2R)-cyclohexane-1,2-diamine] Cl N
ruthenium(II) tetrakis(pentafluoro- P
phenyl)borate, min. 97%
Ru [B(C6F5)4]-
P + N
[1150112-55-2]
C74H46BClF20N2P2Ru; FW: 1552.42; H H
yellow solid
air sensitive
Note: Sold under license from Kanata for research purposes only.
WO 2009055912.

182 Visit strem.com for new product announcements.

 Metal Catalyts for Organic Synthesis including Organocatalysts - RUTHENIUM
44-6055 Chloro[(S)-2,2'-bis(diphenylphosphino)-1,1'-binaphthyl] 100mg
[(1S,2S)-cyclohexane-1,2-diamine]ruthenium(II) 500mg
tetrakis(pentafluorophenyl)borate, min. 97%
C74H46BClF20N2P2Ru; FW: 1552.42; yellow solid
air sensitive
Note: Sold under license from Kanata for research purposes only.
WO 2009055912.
44-0084 Chloro[(R)-(+)-2,2'-bis(diphenyl- 250mg
H3C
phosphino)-1,1'-binaphthyl] 1g
(p-cymene)ruthenium(II) chloride 5g
[RuCl(p-cymene)((R)-binap)]Cl P +
[145926-28-9] Ru
P Cl
[C54H46ClP2Ru]+Cl-; FW: 928.87; CH(CH3)2
orange pwdr.; m.p. >100 dec.
air sensitive
Note: Manufactured under license of
Takasago patent. Takasago BINAP Ru Cymene Catalyst Kit
component. See (page 274).
Technical Notes:
1. See 15-0151 (Visit strem.com).
2. This catalyst has shown to effect the highly enantioselective hydrogenation of functionalized
ketones where the substituents are dialkylamino, hydoxy, siloxy, carbonyl, ester, amide or thioester.

O O O Cat. O OH O
Tech. Note (2)
MeO NHt-Bu MeO NHt-Bu Ref. (1)

O O OH O Tech. Note (2)

Cat. Ref. (2)
Me Me
Me O Me O
References:
1. Tetrahedron Lett., 2008, 49, 4836.
2. Appl. Catal. A., 2009, 366, 160.
44-0086 Chloro[(S)-(-)-2,2'-bis(diphenylphosphino)-1,1'-binaphthyl] 250mg
(p-cymene)ruthenium(II) chloride 1g
[RuCl(p-cymene)((S)-binap)]Cl [130004-33-0] 5g
[C54H46ClP2Ru]+Cl-; FW: 928.87; orange pwdr.; m.p. >100 dec.
air sensitive
Note: Manufactured under license of Takasago patent. Takasago
BINAP Ru Cymene Catalyst Kit component. See (page 274).
Technical Note:
1. See 44-0084 (page 183).
44-6057 Chloro[(R)-2,2'-bis(diphenylphosphino)- 100mg
1,1'-binaphthyl][(1R,2R)-2-(diphenyl- H H 500mg
phosphino)-1,2-diphenylethanamine] Cl N
ruthenium(II) tetrafluoroborate, P
Ru BF4-
min. 97% [1150112-54-1] P +
P
C70H56BClF4NP3Ru; FW: 1227.45; Ph Ph
orange to brown solid
air sensitive
Note: Sold under license from Kanata for research purposes only.
WO 2009055912.
44-6070 Chloro[(R)-2,2'-bis(diphenyl- 100mg
phosphino)-1,1'-binaphthyl)] 500mg
H H
[(1R,2R)-2-(diphenylphosphino)- Cl N
1,2-diphenylethanamine] P
Ru [B(C6F5)4]-
ruthenium(II) , tetrakis P + P
(pentafluorophenyl)borate,
min. 97% [1150112-53-0] Ph Ph
C94H56BClF20NP3Ru; FW: 1819.68;
orange to brown solid
air sensitive
Note: Sold under license from Kanata for research purposes only.
WO 2009055912.
[email protected] [email protected] [email protected] [email protected] 183
 Metal Catalyts for Organic Synthesis including Organocatalysts - RUTHENIUM
44-6056 Chloro[(R)-2,2'-bis(diphenylphosphino)- 100mg
1,1'-binaphthyl][2-(diphenylphosphino) 500mg
H H
ethanamine]ruthenium(II) Cl
tetrafluoroborate, min. 97% P N
[1150112-44-9] Ru BF4-
P + P
C58H48BClF4NP3Ru; FW: 1075.26;
yellow solid Ph Ph
air sensitive
Note: Sold under license from Kanata for
research purposes only. WO 2009055912.
44-0109 Chloro{(R)-(-)-1,13-bis(diphenylphosphino)- 100mg
H 3C
7,8-dihydro-6H-dibenzo[f,h][1,5]dioxonin} 500mg
(p-cymene)ruthenium(II) chloride
(R)-C3-TUNEPHOS-Ru
O P
[RuCl(C39H32O2P2)(C10H14)]+Cl-; Ru+ CH(CH3)2
Cl
FW: 900.81; orange to brown pwdr. O P
air sensitive
Note: Sold in collaboration with Chiral
Quest for research purposes only.
Patent US 6,521,769. Chiral Quest Catalyst and
Ligand Toolbox Kit component. See (page 263).
Technical Notes:
1. New generation of chiral biaryl phosphine ligands with tunable dihedral angles. The ability to
modify the dihedral angle allows for the fine tuning of the catalyst system and optimization of
enantioselectivity. See 15-0175 (Visit strem.com).
2. Ru-C3-TUNEPHOS complexes are used for asymmetric hydrogenation of -ketoesters1, enol
acetates2, cyclic -amino acids3, -phthalimide ketones4, and -keto esters5.

O O Ru, L, H2 OH O Tech. Note (2)

Ref. (1)
R OR' R OR'

Ru, L
OAc OAc
R R Tech. Note (2)
Ref. (2)

References:
1. J. Org. Chem., 2000, 65, 6223.
2. Org. Lett., 2002, 4, 4495.
3. J. Am. Chem. Soc., 2003, 125, 9570.
4. J. Am. Chem. Soc., 2004, 126, 1626.
5. Synlett., 2006, 126, 1169.
44-6060 Chlorobis[2-(diphenylphosphino) 100mg
ethanamine]ruthenium(II) tetrafluoro- 500mg
borate, min. 97% [1150112-46-1]
C28H32BClF4N2P2Ru; FW: 681.84; yellow solid Cl
air sensitive P P
Note: Sold under license from Kanata for Ru BF4-
research purposes only. WO 2009055912. +
N N
H H
H H
44-0094 Chloro[(R)-(+)-2,2'-bis(diphenyl- 50mg
H3C
phosphino)-5,5',6,6',7,7',8,8'-octahydro-1 250mg
,1'-binaphthyl](p-cymene)ruthenium(II)
chloride [RuCl(p-cymene)((R)-H8-binap)]Cl P +
[944451-26-7] Ru
P Cl
[C54H54ClP2Ru]+Cl-; FW: 936.93; CH(CH3)2
pale yellow pwdr.; m.p. >100 dec.
air sensitive
Note: Manufactured under license of Takasago patent.

184 Visit strem.com for new product announcements.

 Metal Catalyts for Organic Synthesis including Organocatalysts - RUTHENIUM
44-0094 Chloro[(R)-(+)-2,2'-bis(diphenylphosphino)-5,5',6,6',7,7',8,8'-octahydro-1,1'-binaphthyl]
(cont.) (p-cymene)ruthenium(II) chloride [RuCl(p-cymene)((R)-H8-binap)]Cl [944451-26-7]
Technical Notes:
1. Biaryl bisphosphine ligand. The H8-BINAP ligand, as the ruthenium complex, catalyzes hydrogenation of
unsaturated carboxylic acids to a higher ee than does BINAP. (Ref. 1,2)
2. The ruthenium catalyzed hydrogenation of aryl propenoic acid to produce the drug Ibuprofen.

0.5 mol%
[(S)-L]Ru(OAc)2
100 atm H2, MeOH, Tech. Note (1,2)
8 h, rt Ref. (1,2)

COOH COOH
97%, 97%ee
References:
1. J. Org. Chem., 1996, 61, 5510.
2. Topics Organometal. Chem. 2004, 6, 63 (review).
44-0095 Chloro[(S)-(-)-2,2'-bis(diphenylphosphino)-5,5',6,6',7,7',8,8'- 50mg
octahydro-1,1'-binaphthyl](p-cymene)ruthenium(II) chloride 250mg
[RuCl(p-cymene)((S)-H8-binap)]Cl [944451-27-8]
[C54H54ClP2Ru]+Cl-; FW: 936.93; pale yellow pwdr.; m.p. >100 dec.
air sensitive
Note: Manufactured under license of Takasago patent.
Technical Note:
1. See 44-0094 (page 184).
44-6068 Chlorobis[2-(di-i-propylphosphino)ethanamine] 100mg
ruthenium(II) tetrafluoroborate, min. 97% 500mg
Cl
C16H40BClF4N2P2Ru; FW: 546.14; red-brown solid P P
air sensitive
Ru BF4-
Note: Sold under license from Kanata for research +
purposes only. WO 2009055912. N N
H H
Technical Note: H H
1. Excellent catalyst for the hydrogenation of ketones and imines.
O OH
Ru aminophosphine cat.
(H3C)3C (H3C)3C
H2/Base

Reference: 98% d.e.

1. J. Chem. Soc., Dalton Trans., 2009, 8301.
44-0088 Chloro[(R)-(+)-2,2'-bis(di-p-tolyl- 250mg
phosphino)-1,1'-binaphthyl] H3C 1g
(p-cymene)ruthenium(II) chloride 5g
[RuCl(p-cymene)((R)-tolbinap)]Cl
P +
[131614-43-2] Ru
[C58H54ClP2Ru]+Cl-; FW: 984.97; P Cl
CH(CH3)2
brown pwdr.; m.p. >100 dec.
air sensitive
Note: Manufactured under license of
Takasago patent. Takasago BINAP Ru
Cymene Catalyst Kit component. See (page 274).
Technical Note:
1. See 15-0152 (Visit strem.com).
Reference:
1. J. Chem. Soc., Chem. Commun., 1989, 1208.

[email protected] [email protected] [email protected] [email protected] 185

 Metal Catalyts for Organic Synthesis including Organocatalysts - RUTHENIUM
44-0089 Chloro[(S)-(-)-2,2'-bis(di-p-tolylphosphino)-1,1'-binaphthyl] 250mg
(p-cymene)ruthenium(II) chloride 1g
[RuCl(p-cymene)((S)-tolbinap)]Cl [228120-95-4] 5g
[C58H54ClP2Ru]+Cl-; FW: 984.97; brown pwdr.; m.p. >100 dec.
air sensitive
Note: Manufactured under license of Takasago patent. Takasago
BINAP Ru Cymene Catalyst Kit component. See (page 274).
Technical Note:
1. See 15-0153 (Visit strem.com).
Reference:
1. J. Chem. Soc., Chem. Commun., 1989, 1208.
44-0098 Chloro{(R)-(+)-5,5'-bis[di(3,5-xylyl) 250mg
O H3C
phosphino]-4,4'-bi-1,3-benzodioxole} 1g
(p-cymene)ruthenium(II) chloride 5g
[RuCl(p-cymene)((R)-dm-segphos)]Cl O P +
[944451-30-3] Ru
+ -
[C56H58ClO4P2Ru] Cl ; FW: 1028.98; O P Cl
CH(CH3)2
orange to brown pwdr.; m.p. >100 dec.
air sensitive
O
Note: Manufactured under license of

Takasago patent. Takasago SEGPHOS Ru Catalyst Kit component.
See (page 277).

Technical Notes:
1. Biaryl bisphosphine ligand with narrow dihedral angle. The DM-SEGPHOS ligand, as the ruthenium
complex, gives superior enantioselectivity and diastereoselectivity in the asymmetric hydrogenation of -
substituted--ketoesters. See 15-0066 (visit strem.com).
2. Ruthenium catalyzed enantioselective synthesis of amino acids by hydrogenation.
3. Ruthenium catalyzed asymmetric hydrogenation of 3-quinuclidinone.

0.1 mol% [RuCl2(p-cymene)] 2

O O NH2 O Tech. Note (2)
0.2 mol% L, NH4OAc, dioxane,
H2 30 atm. 85 C, 8 h Ref. (1, 2)
OCH3 OCH3
87%, 94% ee
0.1% (LRuCyCl)+Cl-,
O 0.4% (R)-DAIPEN OH Tech. Note (3)
+ H2 Ref. (3)
N IPA/t-BuOK N
30 Atm, 30 C 15 hr
References: 99%, 91% ee
1. WIPO Pat. WO2005028419.
2. J. Am. Chem. Soc., 2009, 131, 11316.
3. U.S. Patent US7462722.
44-0099 Chloro{(S)-(-)-5,5'-bis[di(3,5-xylyl)phosphino]-4,4'-bi-1,3- 250mg
benzodioxole}(p-cymene)ruthenium(II) chloride 1g
[RuCl(p-cymene)((S)-dm-segphos)]Cl [944451-31-4] 5g
[C56H58ClO4P2Ru]+Cl-; FW: 1028.98; orange to brown pwdr.;
m.p. >100 dec.
air sensitive
Note: Manufactured under license of Takasago patent.
Takasago SEGPHOS Ru Catalyst Kit component. See (page 277).
Technical Note:
1. See 44-0098 (page 186).

186 Visit strem.com for new product announcements.

 Metal Catalyts for Organic Synthesis including Organocatalysts - RUTHENIUM
44-0092 Chloro{(R)-(+)-2,2'-bis[di(3,5-xylyl) 250mg
H3C
phosphino]-1,1'-binaphthyl}(p-cymene) 1g
ruthenium(II) chloride 5g
[RuCl(p-cymene)((R)-xylbinap}]Cl P +
[944451-24-5] Ru
P Cl
[C62H62ClP2Ru]+Cl-; FW: 1041.08; CH(CH3)2
orange to brown pwdr.; m.p. >100 dec.
air sensitive
Note: Manufactured under license of Takasago patent.
Takasago BINAP Ru Cymene Catalyst Kit component. See (page 274).
Technical Notes:
1. See 15-0150 (Visit strem.com).
2. Ligand used in the asymmetric hydrogenation of amino ketones.

O catalyst, H2 OH
Tech. Note (1)
NMeR2 * NMeR2 Ref. (1)
R 1 R1

References:
1. J. Am. Chem. Soc., 2000, 122, 6510.
2. World Patent WO2005/028419.
44-0093 Chloro{(S)-(-)-2,2'-bis[di(3,5-xylyl)phosphino]-1,1'-binaphthyl} 250mg
(p-cymene)ruthenium(II) chloride 1g
[RuCl(p-cymene)((S)-xylbinap)]Cl [944451-25-6] 5g
[C62H62ClP2Ru]+Cl-; FW: 1041.08; orange to brown pwdr.;
m.p. >100 dec.
air sensitive
Note: Manufactured under license of Takasago patent. Takasago
BINAP Ru Cymene Catalyst Kit component. See (page 274).
Technical Note:
1. See 44-0092 (page 187).
44-0217 Chloro{(R)-(+)-2,2'-bis[di(3,5-xylyl) 250mg
phosphino]-1,1'-binaphthyl} xyl 1g
OCH3
[(2R)-(-)-1-(4-methoxyphenyl)- xyl Cl H2 5g
1-(4-methoxyphenyl-kC)-3- P N
Ru H2
methyl-1,2-butanediamine] P N
H
ruthenium(II) xyl
CH(CH3)2
(R)-RUCY-XylBINAP xyl
[1384974-38-2] H3CO
C71H73ClN2O2P2Ru; FW: 1184.82;
yellow to dark brown/green solid
air sensitive

Technical Note:
1. Catalyst used for the rapid, and highly selective hydrogenation of ketones.

O OH

Ru cat.
H2, t-BuOK
Tech Note (1)
H2 50 atm, 0.001mol%, 6 min Ref. (1)
H2 7 atm, 0.0001mol%, 15 min
>99% yield
>99% ee
"trans-RuCl2(xylbinap)(daipen) 0.002%, 120 min"

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 Metal Catalyts for Organic Synthesis including Organocatalysts - RUTHENIUM
44-0217 Chloro{(R)-(+)-2,2'-bis[di(3,5-xylyl)phosphino]-1,1'-binaphthyl}[(2R)-(-)-1-(4-methoxyphenyl)-
(cont.) 1-(4-methoxyphenyl-kC)-3-methyl-1,2-butanediamine]ruthenium(II) (R)-RUCY-XylBINAP
[1384974-38-2]

O OH
Ru cat. (0.05mol%)
OH H2 (10 atm), DBU OH

Tech. Note (1)

Ref. (1)
>99% yield
>95% ee

O OH

Ru cat. (0.05mol%)
H2 (10 atm), t-BuOK *
Tech. Note (1)
Ref. (1)

"trans-RuCl2(xylbinap)(daipen) 0.1mole%,
42% yield, 90% ee" >99% yield
97% ee

O Ru cat. (0.002mol%) OH
H2 (10 atm), t-BuOK Tech. Note (1)
* Ref. (1)

N
"trans-RuCl2(xylbinap)(daipen) 0.005mole%, N
50% yield, 86% ee"
>99% yield
Reference: 95% ee
1. Patent Application No. JP2010-104552.
44-0218 Chloro{(S)-(-)-2,2'-bis[di(3,5-xylyl)phosphino]-1,1'-binaphthyl} 250mg
[(2S)-(+)-1-(4-methoxyphenyl)-1-(4-methoxyphenyl-kC)-3-methyl- 1g
1,2-butanediamine]ruthenium(II) (S)-RUCY-XylBINAP 5g
[1312713-89-5]
C71H73ClN2O2P2Ru; FW: 1184.82; yellow to dark brown/green solid
air sensitive
Note: Manufactured under license of Takasago patent application no.
JP2010-104552. Takasago BINAP Ru Diamine Catalyst Kit
component. See (page 275). Takasago ATH Catalyst Kit component.
See (page 273).
Technical Note:
1. See 44-0217 (page 187).
44-0525 Chlorocarbonylhydrido[4,5-bis-(di-i-propyl- 25mg
phosphinomethyl)acridine]ruthenium(II), 100mg
min.98% Milstein Acridine Catalyst [1101230-25-4]
C28H40ClNOP2Ru; FW: 605.09; orange solid i-Pr
HP i-Pr
air sensitive N
Note: Patents: US provisional 61/087,708, Ru
PCT/IL2009/000778. CO
P Cl
i-Pr
Technical Notes: i-Pr
1. Useful ruthenium catalyst for the direct conversion of alcohols to acetals and esters.
O
catalyst, R R
+ H2 + H2O
OH O
Tech. Note (1)
R R
Ref. (1)
O
catalyst/base, R R + 2H2

O
188 Visit strem.com for new product announcements.
 Metal Catalyts for Organic Synthesis including Organocatalysts - RUTHENIUM
44-0525 Chlorocarbonylhydrido[4,5-bis-(di-i-propylphosphinomethyl)acridine]ruthenium(II),
(cont.) min.98% Milstein Acridine Catalyst [1101230-25-4]
Technical Notes (cont.):
2. Useful ruthenium catalyst for the selective synthesis of amines directly from alcohols and ammonia.

OH cat. (0.1 mol%), heat

NH2
+ NH3 (7.5 atm)
Tech. Note (2)
toluene, reflux, -H2O Ref. (2)
References:
1. J. Am. Chem. Soc., 2009, 131, 3146.
2. Angew. Chem. Int. Ed., 2008, 47, 8661.
44-0113 Chloro(1,5-cyclooctadiene)(pentamethyl- CH3 250mg
cyclopentadienyl)ruthenium(II), 98% [92390-26-6] 1g
RuCl(C8H12)(C10H15); FW: 379.93; brown microxtls. H3C CH3
(store cold)
Technical Notes:
H3C Ru CH3
1. Catalyst for regio and stereo-specific ring opening via N-O
bond cleavage. Cl
2. Catalyst for transformation of 1,6-enynes and diazoalkanes into
alkenylbicyclo[3.1.0]hexane derivatives.
3. Catalyst for ring closing enyne metathesis.
4. Catalyst for [2 + 2 + 2] cocyclization of diene-yne, and cyclodimerization of allenynes.
5. Catalyst for hydrovinylation of ynamides with ethylene.
6. Catalyst for CH insertion reactions of carbenes.

Cat., 10 mol%
O EtOH, 18 h 40 C OH Tech. Note (1)
N O(t-Bu) EtO N O(t-Bu) Ref. (1)

O O
85%, 100:0 Trans:cis

Cat., 5 mol%
Et2O, 5 min. rt SiMe3 Tech. Note (2)
TsN + N2CHSiMe3 TsN
Ref. (2)
86%, 80:20 Z/E
Cat., 5 mol%
MeO2C CH2=CH2, Cs2CO3 MeO2C
Tech. Note (3)
Tol., 3 h. rt MeO2C Ref. (3)
MeO2C

85%, 100:0 Z/E

5 mol% Ru cat.
CH2=CH2 (1 atm)
N Tech. Note (5)
N n-Bu Ref. (6)
CH3CN
Ts Ts
n-Bu
H 80% TMS
MeO2C 10 mol% Ru cat. H
MeO2C TMSCHN2 Tech. Note (6)
H O Ref. (7)
MeO2C
O Et2O MeO2C
O O
References:
1. Org. Lett., 2009, 11, 2077. 81%
2. J. Am. Chem. Soc., 2007, 129, 6037.
3. Organometallics, 2008, 27, 6313.
4. J. Am. Chem. Soc., 2007, 129, 7730.
5. Organometallics, 2009, 28, 669.
6. Org. Lett., 2011, 13, 2718.
7. Angew. Chem. Int. Ed., 2012, 51, 723.
[email protected] [email protected] [email protected] [email protected] 189
 Metal Catalyts for Organic Synthesis including Organocatalysts - RUTHENIUM
44-2319 Chloro(p-cymene)[(1R,2R)-(-)-2-amino-1,2- CH3 250mg
diphenylethyl(methylsulfonylamido)] O OH3C 1g
S
ruthenium(II) RuCl(p-cymene)[(R,R)-MsDpen]
[1097730-63-6] N
C25H31ClN2O2RuS; FW: 560.10;
Ru
yellow-orange solid
air sensitive Cl CH(CH3)2
N
Note: Sold in collaboration with JM for H H
research purposes only.
Technical Note:
1. Catalyst used in the asymmetric hydrogenation of N-alkyl and N-aryl ketimines.

Boc alkyl
cat. (0.05 - 1mole%) N
up to >99% ee
H2 , ClCH2CH2Cl, (Boc)2 O
or solvent-free, (Boc)2 O
R1 alkyl
R1 = aryl
or alkyl H alkyl
R2 R2 = alkyl
cat. (2 mole%) N
N up to 99% ee
R1 = aryl H2 , CH2Cl2/MeOH Tech. Note (1)
Ref. (1)
R2 = aryl R1 alkyl
R1 alkyl
H aryl
cat. (1 mole%) N
up to >83% ee
H2 , ClCH2CH2Cl
Ar alkyl

R1 H 2, cat. Boc R1
N (Boc)2O (1.1 equiv) N

ClCH 2CH2Cl or Tech. Note (1)

Ar R2 solvent-free Ar R2 Ref. (2)

R1 = alkyl, R2 = alkyl 84-97% ee

References:
1. Tetrahedron, 2012, 68, 5248.
2. Chem. Eur. J., 2011, 17, 1109.
44-2320 Chloro(p-cymene)[(1S,2S)-(-)-2-amino-1,2-diphenylethyl 250mg
((methylsulfonylamido)]ruthenium(II) 1g
RuCl(p-cymene)[(S,S)-MsDpen] [329371-25-7]
C25H31ClN2O2RuS; FW: 560.10; orange solid
air sensitive
Note: Sold in collaboration with JM for research purposes only.
Technical Note:
1. See 44-2319 (page 190).
44-0128 Chloro(4,4'-dicarboxy-2,2'-bipyridine) H3C 250mg
(p-cymene)ruthenium(II) chloride, min. 98% HOOC 1g
[RuCl(C12H8N2O4)(C10H14)]+Cl-; FW: 550.40;
orange pwdr. N
Ru+ CH(CH3)2
Cl
N

Technical Note: HOOC

1. Product used as a dye to sensitize solar cells.
190 Visit strem.com for new product announcements.
 Metal Catalyts for Organic Synthesis including Organocatalysts - RUTHENIUM
44-0123 Chlorodicarbonyl[1-(i-propylamino)-2,3,4,5- H CH(CH3)2 500mg
tetraphenylcyclopentadienyl]ruthenium(II), N 2g
min. 95% [470688-18-7] H5 C6 C 6H 5
RuCl(CO)2(C32H28N); FW: 619.11; yellow xtl.;
m.p. 197 dec. H5C6 C6 H5
air sensitive Ru
OC CO
Technical Note: Cl
1. Metal catalyst used in conjunction with enzymes for enantioselective transformations
via dynamic kinetic resolution.
References:
1. Angew. Chem. Int. Ed., 2002, 41, 2373.
2. J. Am. Chem. Soc., 2003, 125, 11494.
44-0121 Chloro[(R)-(+)-5,5'-dichloro-6,6'-dimethoxy- Cl 50mg
H3C
2,2'-bis(diphenylphosphino)-1,1'-biphenyl] 250mg
(p-cymene)ruthenium(II) chloride
CH2Cl2 adduct [821793-33-3] CH3O P +
RuCl[(C38H30Cl2O2P2)(C10H14)]+Cl-CH2Cl2; Ru
FW: 957.69 (1042.62); orange-brown pwdr. CH 3O P Cl
CH(CH3)2
air sensitive
Note: Sold in collaboration with Lanxess for
research purposes only. The product and Cl
its uses fall within the scope of US patents
5,710,339 and 5,801,261 and is sold with the right to use such
product for research only.
Technical Notes:
1. Catalyst for asymmetric hydrogenation of and -keto esters.
2. Catalyst for asymmetric hydrogenation of , unsaturated acids.2

P2RuClCy
O O Tech. Note (1)
O H2 150 bar, 24 h HO
Ref. (1)
O O
100% conv
References: 95.8% ee
1. EP1160237 (2001).
2. US5801261 (1998).
44-0122 Chloro[(S)-(-)-5,5'-dichloro-6,6'-dimethoxy-2,2'-bis(diphenyl- 50mg
phosphino)-1,1'-biphenyl](p-cymene)ruthenium(II) chloride 250mg
CH2Cl2 adduct [821793-35-5]
[RuCl(C38H30Cl2O2P2)(C10H14)]+Cl-CH2Cl2; FW: 957.69 (1042.62);
orange-brown pwdr.
air sensitive
Note: Sold in collaboration with Lanxess for research purposes only.
The product and its uses fall within the scope of US patents 5,710,339
and 5,801,261 and is sold with the right to use such product for
research only.
Technical Note:
1. See 44-0121 (page 191).
44-0185 Chloro{N-[(1R,2R)-1,2-diphenyl-2- 250mg
CH3
(2-(4-methylbenzyloxy)ethylamino)-ethyl]- 1g
4-methylbenzene sulfonamide(chloro) O 5g
ruthenium(II) (R,R)-Ts-DENEB Ts Ru
N Cl
[1333981-84-2]
C31H33ClN2O3RuS; FW: 650.19; N
gray to brown pwdr. Ph H
air sensitive Ph
Manufactured under license of Takasago
patent application PCT/JP2011/064490.

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 Metal Catalyts for Organic Synthesis including Organocatalysts - RUTHENIUM
44-0185 Chloro{N-[(1R,2R)-1,2-diphenyl-2-(2-(4-methylbenzyloxy)ethylamino)-ethyl]-
(cont.) 4-methylbenzene sulfonamide(chloro)ruthenium(II) (R,R)-Ts-DENEB [1333981-84-2]
Technical Notes:
1. Catalyst used for asymmetric -transfer hydrogenation.

O OH
(R,R)-Ru-cat
+ HCO2H/Et3N = 5/2
(2M)
R R' 60C R R'

O O O
Cl

Tech. Note (1)

HO Ref. (1)
(S/C=30,000, 96h) (S/C=1,000, 5h) (S/C=500, 24h)
95% conv. 97% ee >99% conv. 97% ee >99% conv. 95% ee
(>95% select.)
O O O
CN OH

OMe

(S/C=1,000, 5h) (S/C=1,000, 24h) (S/C=1,000, 5h)

>99% conv. 95% ee >99% conv. 93% ee 98% conv. 96% ee

2. Catalyst used for asymmetric H2 hydrogenation.

O
OH
H2 (R,R)-Ru-cat
+
(3 MPa)
R R'
MeOH, 60C R R'
Tech. Note (2)
O O Ref. (1)
OH

(S/C=1,000, 20h) (S/C=5,000, 18h)

>99% conv. 99% ee >99% conv. 93% ee

3. Catalyst used for dynamic kinetic resolution.

O OH
(R,R)-Ru-cat
Ph + HCO2H/Et3N = 5/2 Ph
(2M)
Ph DMF, 60C Ph

O OH
(S/C=10,000, 32h)
>99% conv. (dl:meso = 97.2:2.8 Tech. Note (3)
>99% ee (dl) Ref. (1)

Reference:
1. J. Am. Chem.Soc., 2011, 133, 14960.

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 Metal Catalyts for Organic Synthesis including Organocatalysts - RUTHENIUM
44-3020 Chloro{(1R,2R)-1,2-diphenyl-1- 100mg
[(3-(6-phenyl)propyl)amino]-2- 500mg
(methylsulfonylamido)}ruthenium(II)
RuCl[(R,R)teth-MsDpen] [1361415-88-4]
C24H27ClN2O2RuS; FW: 544.07; brown pwdr. O
H
air sensitive
Note: Sold in collaboration with JM for research N N S CH3
purposes only. Ru
Cl O

Technical Note:
1. See 44-0110 (page 218).
44-3021 Chloro{(1S,2S)-1,2-diphenyl-1-[(3-(6-phenyl)propyl)amino]-2- 100mg
(methylsulfonylamido)}ruthenium(II) RuCl[(S,S)teth-MsDpen] 500mg
[1437326-26-5]
C24H27ClN2O2RuS; FW: 544.07; brown pwdr.
air sensitive
Note: Sold in collaboration with JM for research purposes only.
Technical Note:
1. See 44-0110 (page 218).
44-0124 Chloro[hydrotris(pyrazol-1-yl)borato]bis(triphenyl- H 250mg
phosphine)ruthenium(II) ethanol adduct [141686-21-7] 1g
RuCl[(C6H5)3P]2(C9H10BN6)0.5CH3CH2OH; B
FW: 874.12 (897.16); yellow pwdr.
N N
N

N
N N

Ru
Technical Note: P P
1. Catalyst used with hydrazines for the Cl
transformation of terminal alkynes to nitriles.
Reference:
1. Organometallics, 2002, 21, 3845.
44-2325 Chloro(mesitylene)[(1R,2R)-(-)-2-amino-1,2- CH3 250mg
O O
diphenylethyl(methylsulfonylamido)]ruthenium(II) S
1g
H3 C
RuCl(mesitylene)[(R,R)-MsDpen] [1160707-20-9]
C24H29ClN2O2RuS; FW: 546.10; brown pwdr. N
air sensitive Ru
CH3
Note: Sold in collaboration with JM for research H3C
purposes only. N Cl

Technical Note: H H
1. Catalyst used for producing optically active aliphatic
fluoroalcohols.
Reference:
1. Eur. Pat. Appl., 2011 EP2399895 A2 20111228.
44-2326 Chloro(mesitylene)[(1S,2S)-(+)-2-amino-1,2-diphenylethyl 250mg
(methylsulfonylamido)]ruthenium(II) 1g
RuCl(mesitylene)[(S,S)-MsDpen] [865488-44-4]
C24H29ClN2O2RuS; FW: 546.10; brown pwdr.
air sensitive
Note: Sold in collaboration with JM for research purposes only.
Technical Note:
1. See 44-2325 (page 193).
44-0255 Chloro{N-[(1R,2R)-2-[(S)-[2-[[1,2,3,4,5,6-)-4- 250mg
methylphenyl]methoxy]ethyl]amino]-1,2- CH3 1g
diphenylethylmethanesulfonamidato}ruthenium(II) O 5g
Ru-(R,R)-Ms-DENEB [1333981-86-4] Ms Ru
N Cl
C25H29ClN2O3RuS; FW: 574.10;
light to dark brown pwdr. N
Note: Manufactured under license of Takasago Ph H
patent application PCT/JP2011/064490.
Ph

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 Metal Catalyts for Organic Synthesis including Organocatalysts - RUTHENIUM
44-0256 Chloro{N-[(1S,2S)-2-[(R)-[2-[[1,2,3,4,5,6-)-4-methylphenyl] 250mg
methoxy]ethyl]amino]-1,2-diphenylethylmethanesulfonamidato} 1g
ruthenium(II) Ru-(S,S)-Ms-DENEB [1361318-83-3] 5g
C25H29ClN2O3RuS; FW: 574.10; light to dark brown pwdr.
Note: Manufactured under license of Takasago patent application
PCT/JP2011/064490.
44-0117 Chloro(pentamethylcyclopentadienyl)bis CH3 250mg
(triphenylphosphine)ruthenium(II), 99% [92361-49-4] 1g
RuCl(C10H15)[P(C6H5)3]2; FW: 796.32; orange pwdr. H3C CH3
(store cold)
H 3C CH3
Technical Notes: Ru
Ph3P PPh3
1. Effective catalyst for the regioselective cycloaddition of organic Cl
azides and terminal alkynes, producing 1,5-substituted triazoles.
This "click" reaction complements the related copper catalyzed cycloaddition which favors the
1,4 substituted product.
2. One step catalytic alternative to the classic Wittig reaction.
3. Ruthenium catalyzed stereospecific living radical gradient copolymerization of acrylate monomer pairs.

1 mol% cat
N3 benzene
+ N N Tech. Note (1)
2 h, 80 C Ref. (1,2)
N

80%, 100% 1,5 isomer

O 0.6 mol% cat.

Ph
+ PPh3 + N2=CHCO2Et Tech. Note (2)
CHPh THF, 2h, 50C Ref. (3)
CO2Et
96%, 96:4 E:Z
References:
1. J. Am. Chem. Soc., 2005, 127, 15998.
2. J. Am. Chem. Soc., 2008, 130, 8923.
3. Organometallics, 2007, 26, 302.
44-0138 Chloro(1-phenylindenyl)bis(triphenylphosphine) 250mg
ruthenium(II), min. 98% [1360949-97-8] 1g
C51H41ClP2Ru; FW: 852.34; red-brown solid

Ru
Ph2P PPh2
Technical Notes: Cl
1. Efficient, ruthenium-catalyzed S-S, S-Si, and S-B bond forming reactions.
2. Chemoselective oxidation of secondary alcohols to ketones.
3. Ruthenium complex used as an efficient transfer hydrogenation catalyst.
4. Catalyst for the racemization of chiral alcohols.

HSiR13
RS-SR R-SH RS-SiR13
Tech. Note (1)
O
Ref. (1)

H B

RS B

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 Metal Catalyts for Organic Synthesis including Organocatalysts - RUTHENIUM
44-0138 Chloro(1-phenylindenyl)bis(triphenylphosphine)ruthenium(II), min. 98% [1360949-97-8]

(cont.)
OH O

"Ru" catalyst (0.5 mol%)

Base (2.5 mol%)
Tech. Note (2)
Acetone:toluene Ref. (2)
110C, 0.5 h

XH
X

C R1 H
R1 R2 R2
Tech. Note (3)
Ref. (3)
Ru catalyst
+
KHMDS

OH O

C
H

Tech. Note (4)

Ref. (4)

References:
1. Chem. Commun., 2013, 49, 5829.
2. Organometallics, 2013, 32, 660.
3. Adv. Synth. Catal., 2012, 354, 3036.
4. Angew. Chem. Int. Ed., 2012, 51, 1042.
44-0180 Diacetato{(R)-(-)-5,5'-bis[di(3,5-di-t-butyl-4- OCH3 250mg
methoxyphenyl)phosphino]-4,4'-bi-1,3- t-Bu t-Bu 1g
t-Bu
benzodioxole}ruthenium(II) O 5g
OCH3 CH3
Ru(OAc)2[(R)-dtbm-segphos]
[1025477-38-6] t-BuO
O P
C78H106O12P2Ru; FW: 1398.69; O
Ru O
dark brown pwdr. P
air sensitive O t-BuO
Note: Manufactured under license of CH3
OCH3
Takasago patent. Takasago SEGPHOS O t-Bu
Ru Catalyst Kit component. See (page 277). t-Bu t-Bu
OCH3
Technical Notes:
1. Biaryl bisphosphine ligand with narrow dihedral angle. The DM-SEGPHOS ligand,
as the ruthenium complex, gives superior enantioselectivity and diastereoselectivity
in the asymmetric hydrogenation of -substituted--ketoesters. See 15-0066 (Visit strem.com).
2. Ruthenium catalyzed enantioselective synthesis of amino acids by hydrogenation.
3. Ruthenium catalyzed asymmetric hydrogenation of 3-quinuclidinone. See 44-0098 (page186)
for Ru catalyst.

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 Metal Catalyts for Organic Synthesis including Organocatalysts - RUTHENIUM
44-0180 Diacetato{(R)-(-)-5,5'-bis[di(3,5-di-t-butyl-4-methoxyphenyl)phosphino]-4,4'-bi-1,3-
(cont.) benzodioxole}ruthenium(II) Ru(OAc)2[(R)-dtbm-segphos] [1025477-38-6]

O O 0.1 mol% [RuCl2(p-cymene)]2 NH2 O

0.2 mol% L, NH4OAc, dioxane, Tech. Note (2)
H2 30 atm. 85 C, 8 hr Ref. (1)
OCH3 OCH3
87%, 94% ee

0.1% (LRuCyCl)+Cl-,
O 0.4% (R)-DAIPEN Tech. Note (3)
OH
Ref. (2)
+ H2
N IPA/t-BuOK N
30 Atm, 30 C 15 hr
99%, 91% ee
References:
1. WIPO Pat. WO2005028419.
2. U.S. Pat. App. 2006047122.
44-0181 Diacetato{(S)-(+)-5,5'-bis[di(3,5-di-t-butyl-4-methoxyphenyl) 250mg
phosphino]-4,4'-bi-1,3-benzodioxole}ruthenium(II) 1g
Ru(OAc)2[(S)-dtbm-segphos] [1025476-84-9] 5g
C78H106O12P2Ru; FW: 1398.69; ocher to green pwdr.
air sensitive
Note: Manufactured under license of Takasago patent. Takasago
SEGPHOS Ru Catalyst Kit component. See (page 277).
Technical Note:
1. See 44-0180 (page 195).
44-0168 Diacetato[(R)-(+)-5,5'-bis(diphenylphosphino)- 250mg
O
4,4'-bi-1,3-benzodioxole]ruthenium(II) CH3 1g
Ru(OAc)2[(R)-segphos] [944450-48-0] 5g
O
C42H34O8P2Ru; FW: 829.73; dark yellow pwdr.; O P O
m.p. >100 dec. Ru
O
air sensitive O P
O
Note: Manufactured under license of
Takasago patent. Takasago SEGPHOS CH3
O
Ru Catalyst Kit component. See (page 277).

Technical Notes:
1. Highly active highly enantioselective catalyst for hydrogenation of functionalized ketones. The
acetate salts are frequently used for hydrogenation of allyl alcohols, unsaturated carboxylic
acids and reductive amination. See 15-0136 (Visit strem.com).
2. Asymmetric hydrogenation of substituted allyl alcohols.

Tech. Note (1)

Ref. (1)
(S)-cat.
OH + H2 OH

33%, 81% ee

Reference:
1. U.S. Pat. 6342644.
44-0169 Diacetato[(S)-(-)-5,5'-bis(diphenylphosphino)-4,4'-bi-1,3- 250mg
benzodioxole]ruthenium(II) Ru(OAc)2[(S)-segphos] [373650-12-5] 1g
C42H34O8P2Ru; FW: 829.73; dark yellow pwdr.; m.p. >100 dec. 5g
air sensitive
Note: Manufactured under license of Takasago patent. Takasago
SEGPHOS Ru Catalyst Kit component. See (page 277).
Technical Note:
1. See 44-0168 (page 196).

196 Visit strem.com for new product announcements.

 Metal Catalyts for Organic Synthesis including Organocatalysts - RUTHENIUM
44-0152 Diacetato[(R)-(+)-2,2'-bis(diphenylphosphino)- 250mg
1,1'-binaphthyl]ruthenium(II) CH3 1g
Ru(OAc)2[(R)-binap] [325146-81-4] O 5g
C48H38O4P2Ru; FW: 841.83; pale yellow pwdr.; P O
m.p. >100 dec. Ru O
P
air sensitive O
Note: Manufactured under license of CH3
Takasago patent. Takasago BINAP Ru
Acetate Catalyst Kit component. See (page 274).
Technical Notes:
1. Catalyst system that exhibits very high catalytic activity and enantioselectivity in the hydrogenation of a
wide range of substrates.
2. Catalyst used in the synthesis of -amino acids by hydrogenation.

O O O OH
catalyst, H2 Tech. Note (1)
1
R O R 2
R O1 * R2 Ref. (2)

O O 0.2 mol% LRu(OAc)2 O NH2

NH4OAc, MeOH, Tech. Note (2)
H3CO CH3 H3CO * CH3 Ref. (5)
30 Atm H2, MeOH,
15 h, 80 C
References:
1. Asymmetric Catalysis in Organic Synthesis, 1993, 61.
2. J. Am. Chem. Soc., 1988, 110, 629.
3. Science, 1990, 248, 1194.
4. Encyclopedia of Reagents for Organic Synthesis, 1995, Vol. 1, 509.
5. World Patent WO2005/028419.
44-0153 Diacetato[(S)-(-)-2,2'-bis(diphenylphosphino)-1,1'-binaphthyl] 250mg
ruthenium(II) Ru(OAc)2[(S)-binap] [261948-85-0] 1g
C48H38O4P2Ru; FW: 841.83; pale yellow pwdr.; m.p. >100 dec. 5g
air sensitive
Note: Manufactured under license of Takasago patent. Takasago
BINAP Ru Acetate Catalyst Kit component. See (page 274).
Technical Note:
1. See 44-0152 (page 197).
44-0166 Diacetato[(R)-(+)-2,2'-bis(diphenylphosphino)- 50mg
5,5',6,6',7,7',8,8'-octahydro-1,1'-binaphthyl] CH3 250mg
ruthenium(II) Ru(OAc)2[(R)-H8-binap] O
[374067-51-3] P
Ru O
C48H46O4P2Ru; FW: 849.89; pale orange pwdr.; P O
m.p. >100 dec. O
air sensitive CH3
Note: Manufactured under license of
Takasago patent.
Technical Notes:
1. Biaryl bisphosphine ligand. The H8-BINAP ligand, as the ruthenium complex, catalyzes hydrogenation of
unsaturated carboxylic acids to a higher ee than does BINAP. (Ref. 1,2)
2. The ruthenium catalyzed hydrogenation of aryl propenoic acid to produce the drug Ibuprofen.

0.5 mol%
[(S)-L]Ru(OAc)2 Tech. Note (1,2)
100 atm H 2, MeOH, Ref. (1,2)
8 h, rt

COOH COOH
97%, 97%ee
References:
1. J. Org. Chem., 1996, 61, 5510.
2. Topics Organometal. Chem. 2004, 6, 63 (review).

[email protected] [email protected] [email protected] [email protected] 197

 Metal Catalyts for Organic Synthesis including Organocatalysts - RUTHENIUM
44-0167 Diacetato[(S)-(-)-2,2'-bis(diphenylphosphino)-5,5',6,6',7,7',8,8'- 50mg
octahydro-1,1'-binaphthyl]ruthenium(II) Ru(OAc)2[(S)-H8-binap] 250mg
[142962-95-6]
C48H46O4P2Ru; FW: 849.89; ocher to green pwdr.; m.p. >100 dec.
air sensitive
Note: Manufactured under license of Takasago patent.
Technical Note:
1. See 44-0166 (page 197).
44-0162 Diacetato[(R)-(+)-2,2'-bis(di-p-tolylphosphino)- 250mg
1,1'-binaphthyl]ruthenium(II) 1g
Ru(OAc)2[(R)-tolbinap] [116128-29-1] CH3 5g
C52H46O4P2Ru; FW: 897.94; brown pwdr.; O
m.p. >100 dec. P
Ru OO
air sensitive P
Note: Manufactured under license of O
Takasago patent. Takasago BINAP Ru CH3
Acetate Catalyst Kit component. See (page 274).
Technical Note:
1. Catalyst system that exhibits high catalytic activity and enantioselectivity in the hydrogenation
of enamines.

R4 R4
0.5 mol% LRu(OAc)2
NCOR 1-4 Atm H2, 30 C NCOR
R3 R3 *
1
R MeOH, DCM R1

OCH3 OCH3
R2 R2
Reference:
1. J. Org. Chem., 1994, 59, 297.
44-0163 Diacetato[(S)-(-)-2,2'-bis(di-p-tolylphosphino)-1,1'-binaphthyl] 250mg
ruthenium(II) Ru(OAc)2[(S)-tolbinap] [106681-15-6] 1g
C52H46O4P2Ru; FW: 897.94; brown pwdr.; m.p. >100 dec. 5g
air sensitive
Note: Manufactured under license of Takasago patent. Takasago
BINAP Ru Acetate Catalyst Kit component. See (page 274).
Technical Note:
1. See 44-0162 (page 198).
44-0174 Diacetato{(R)-(+)-5,5'-bis[di(3,5-xylyl) 250mg
O
phosphino]-4,4'-bi-1,3-benzodioxole} CH3 1g

ruthenium(II) Ru(OAc)2[(R)-dm-segphos ] O 5g
[944450-49-1] O P O
C50H50O8P2Ru; FW: 941.95; Ru
P O
O
ocher to green pwdr.; m.p. >100 dec. O
air sensitive CH3
Note: Manufactured under license of O
Takasago patent. Takasago SEGPHOS
Ru Catalyst Kit component. See (page 277).
Technical Notes:
1. Biaryl bisphosphine ligand with narrow dihedral angle. The DM-SEGPHOS ligand,
as the ruthenium complex, gives superior enantioselectivity and diastereoselectivity
in the asymmetric hydrogenation of -substituted--ketoesters. See 15-0066 (visit strem.com).
2. Ruthenium catalyzed enantioselective synthesis of amino acids by hydrogenation.
3. Ruthenium catalyzed asymmetric hydrogenation of 3-quinuclidinone. See 44-0098 (page 186) for Ru
catalyst.

O O 0.1 mol% Ruthenium complex NH2 O

0.2 mol% L, NH4OAc, dioxane, Tech. Note (2)
H2 30 atm. 85 C, 8 hr Ref. (1)
OCH3 OCH3
87%, 94% ee

198 Visit strem.com for new product announcements.

 Metal Catalyts for Organic Synthesis including Organocatalysts - RUTHENIUM
44-0174 Diacetato{(R)-(+)-5,5'-bis[di(3,5-xylyl)phosphino]-4,4'-bi-1,3-benzodioxole}
(cont.) ruthenium(II) Ru(OAc)2[(R)-dm-segphos] [944450-49-1]

0.1% (LRuCyCl)+Cl-,
0.4% (R)-DAIPEN Tech. Note (3)
O OH
Ref. (2)
+ H2
N IPA/t-BuOK N
30 Atm, 30 C 15 hr
99%, 91% ee
References:
1. WIPO Pat. WO2005028419.
2. U.S. Pat. App. 2006047122.
44-0176 Diacetato{(S)-(-)-5,5'-bis[di(3,5-xylyl)phosphino]-4,4'-bi-1,3- 250mg
benzodioxole}ruthenium(II) Ru(OAc)2[(S)-dm-segphos] 1g
[944450-50-4] 5g
C50H50O8P2Ru; FW: 941.95; dark brown pwdr.; m.p. >100 dec.
air sensitive
Note: Manufactured under license of Takasago patent.
Takasago SEGPHOS Ru Catalyst Kit component. See (page 277).
Technical Note:
1. See 44-0174 (page 198).
44-0164 Diacetato{(R)-(+)-2,2'-bis[di(3,5-xylyl) 250mg
phosphino]-1,1'-binaphthyl}ruthenium(II) CH3 1g
Ru(OAc)2[(R)-xylbinap] [374067-50-2] O 5g
C56H54O4P2Ru; FW: 954.04; dark brown pwdr.; P O
Ru
m.p. >100 dec. P O
air sensitive O
Note: Manufactured under license of Takasago CH3
patent. Takasago BINAP Ru Acetate Catalyst
Kit component. See (page 274).
Technical Note:
1. Catalyst system used for asymmetric hydrogenation.

H2, catalyst *

O O

Reference:
1. European Patent EP1153908A2, 11/14/2001.
44-0165 Diacetato{(S)-(-)-2,2'-bis[di(3,5-xylyl)phosphino]-1,1'-binaphthyl} 250mg
ruthenium(II) Ru(OAc)2[(S)-xylbinap] [374067-49-9] 1g
C56H54O4P2Ru; FW: 954.04; dark brown pwdr.; m.p. >100 dec. 5g
air sensitive
Note: Manufactured under license of Takasago patent. Takasago
BINAP Ru Acetate Catalyst Kit component. See (page 274).
Technical Note:
1. See 44-0164 (page 199).
44-0232 Dichloro{(R)-2,2'-bis[bis(4-methylphenyl)]-1,1'-binaphthyl} 100mg
[(1R,2R)-2-amino-1-phenylpropyldiphenylphosphine]ruthenium(II), 500mg
min. 97% [1150113-55-5]
C69H62Cl2NP3Ru; FW: 1170.13; orange solid
air sensitive
Note: Sold under license from Kanata for research purposes only.
US Patents 7,579,295 and 7,317,131.
Technical Note:
1. Precursor to cationic hydrogenation catalyst for synthesis of chiral alcohols from ketones.
Reference:
1. WO2009055912 A1.

[email protected] [email protected] [email protected] [email protected] 199

 Metal Catalyts for Organic Synthesis including Organocatalysts - RUTHENIUM
44-0260 Dichlorobis[2-(di-t-butylphosphino)ethylamine] 250mg
ruthenium(II), min. 97% [1092372-91-2] 1g
RuCl2(C10H24NP)2; FW: 550.53; orange pwdr. Cl
Note: Sold under license from Kanata for research P P
purposes only. Patent WO0222526, Ru
EP1366004, US2004063966. N N
H Cl H
Technical Note: H H
1. Exceptionally active catalyst for the hydrogenation of ketones and imines under mild
conditions. Selective hydrogenation of C = O bonds over C = C bonds.

Reference:
1. Adv. Synth. Catal., 2005, 347, 571.
44-6050 Dichlorobis[3-(di-t-butylphosphino) 250mg
propylamine]ruthenium(II), min. 97% 1g
[1196147-60-0] Cl
C22H52Cl2N2P2Ru; FW: 578.58; brown solid P P
air sensitive Ru
Note: Sold under license from Kanata for N N
research purposes only. US 7317131 and US 7579295. H Cl H
H H

44-6015 Dichloro{1,2-bis[(2R,5R)-2,5 dimethyl- 100mg

phospholanobenzene]}[2-(diphenylphosphino) Ph Ph 500mg
ethylamine]ruthenium(II), min. 97% P P
Cl
C32H44Cl2NP3Ru; FW: 707.60; yellow solid
air sensitive Ru
Note: Sold under license from Kanata for
Cl
research purposes only. P N
H H

44-6018 Dichloro{(1R,2R)-N,N-bis[2-(diphenylphosphino) 100mg

benzyl]cyclohexane-1,2-diamine}ruthenium(II), 500mg
min. 97% [429678-11-5] H H
C44H44Cl2N2P2Ru; FW: 834.76; orange solid Cl
N N
air sensitive
Ru
P Cl P
Ph Ph Ph Ph

44-6019 Dichloro{(1S,2S)-N,N-bis[2-(diphenylphosphino)benzyl] 100mg

cyclohexane-1,2-diamine}ruthenium(II), min. 97% [302924-37-4] 500mg
C44H44Cl2N2P2Ru; FW: 834.76; orange solid
air sensitive
44-6022 Dichloro[(R)-bis(diphenylphosphino)- 100mg
1,1-binaphthyl][(1R,2R)-2-amino-1- 500mg
phenylpropyldiphenylphosphine] H H
ruthenium(II), Cl N CH3
P
min. 97% Ru
C65H54Cl2NP3Ru; FW: 1114.03; yellow solid P
Cl P
air sensitive Ph Ph
Note: Sold under license from Kanata
for research purposes only. US 7317131
and US 7579295.
44-6023 Dichloro[(R)-bis(diphenylphosphino)-1,1-binaphthyl][1S,2S)-2- 100mg
amino-1-phenylpropyldiphenylphosphine]ruthenium(II), min. 97% 500mg
C65H54Cl2NP3Ru; FW: 1114.03; yellow solid
air sensitive
Note: Sold under license from Kanata for research purposes only.
US 7317131 and US 7579295.

200 Visit strem.com for new product announcements.

 Metal Catalyts for Organic Synthesis including Organocatalysts - RUTHENIUM
44-0210 Dichloro[(R)-(+)-2,2'-bis(diphenyl- 10mg
phosphino)-1,1'-binaphthyl] H H
50mg
[(2R)-(-)-1,1-bis(4-methoxyphenyl)- Cl H CH(CH3)2 250mg
P N C
3-methyl-1,2-butanediamine] OCH3
Ru
ruthenium(II) dichloromethane P
Cl N C
adduct, min. 97% [329735-86-6]
C63H58Cl2N2O2P2Ru; FW: 1109.10; H H
white to pale yellow pwdr.; OCH3
m.p. >100 dec.
air sensitive, (store cold)
Technical Note:
1. The NOYORI catalysts are a ruthenium-based system containing a phosphine and 1,2-diamine ligand.
The catalysts are used in the highly-efficient, enantio and diastereoselective hydrogenation of simple
ketones, usually under the mild conditions of room temperature and 1-10 atm of hydrogen pressure.
O OH
Ru cat
H2 Ref. (1)

(R,S) (1R,2S)

O Ru cat OH
C* Ref. (2,3)
M R' H2 M R'

M= , , R R' = -CH3, -C2H5

O OH
Ru cat
+ H2
KOH (0.8% mol%) Ref. (4)
2-propanol
References:
1. J. Org. Chem., 1996, 61, 4872.
2. Angew. Chem. Int. Ed., 2001, 40, 40 (review article).
3. J. Am. Chem. Soc., 1998, 120, 13529.
4. Angew. Chem. Int. Ed., 1999, 38, 495.
44-0211 Dichloro[(S)-(-)-2,2'-bis(diphenylphosphino)-1,1'-binaphthyl] 10mg
[(2S)-(+)-1,1-bis(4-methoxyphenyl)-3-methyl-1,2- 50mg
butanediamine]ruthenium(II) dichloromethane adduct, min. 97% 250mg
[212143-24-3]
C63H58Cl2N2O2P2Ru; FW: 1109.10; white to pale yellow pwdr.;
m.p. >100 dec.
air sensitive, (store cold)
Technical Note:
1. See 44-0210 (page 201).
44-0925 Dichloro[(S)-(-)-2,2'-bis(diphenyl- 100mg
phosphino)-1,1'-binaphthyl] H H 500mg
[(S)-(-)-2-(-(t-butyl)methanamine)- Cl N C(CH3)3
1H-benzimidazole]ruthenium(II), min. 95% P
C56H49Cl2N3P2Ru; FW: 997.93; Ru
P
yellow-brown pwdr. Cl N N H
air sensitive
Note: Sold under license from Enantiotech
for research purposes only.
PCT/CN2008/073648, CN 200810038929.
Enantiotech BIMAH Ru BINAP Catalyst Kit component.
See (page 265).
Technical Note:
1. See 44-0910 (page 203).

[email protected] [email protected] [email protected] [email protected] 201

 Metal Catalyts for Organic Synthesis including Organocatalysts - RUTHENIUM
44-0221 Dichloro[(R)-(+)-2,2'-bis(diphenylphosphino)-1,1'-binaphthyl] 10mg
[(1S,2S)-(-)-1,2-diphenylethylenediamine]ruthenium(II), min. 90% 50mg
[212210-87-2] 250mg
C58H48Cl2N2P2Ru; FW: 1006.96; white to pale yellow pwdr.;
m.p. >100 dec.
air sensitive, (store cold)
Technical Note:
1. See 44-0210 (page 201).
44-0222 Dichloro[(S)-(-)-2,2'-bis(diphenylphosphino)-1,1'-binaphthyl] 10mg
[(1R,2R)-(+)-1,2-diphenylethylenediamine]ruthenium(II), min. 98% 50mg
[329735-87-7] 250mg
C58H48Cl2N2P2Ru; FW: 1006.96; white to pale yellow pwdr.;
m.p. >100 dec.
air sensitive, (store cold)
Technical Note:
1. See 44-0210 (page 201).
44-0220 Dichloro[(R)-(+)-2,2'-bis(diphenyl- 10mg
phosphino)-1,1'-binaphthyl] 50mg
[(1R,2R)-(+)-1,2-diphenylethylene- H H 250mg
Cl
diamine]ruthenium(II), min. 90% P N
[212143-23-2] Ru
C58H48Cl2N2P2Ru; FW: 1006.96; P
Cl N
white to pale yellow pwdr.; H H
m.p. >100 dec.
air sensitive, (store cold)
Technical Notes:
1. See 44-0210 (page 201).
2. Sequential asymmetric hydrogenation reactions with solution or polymer-bound BINAP/Diamine
complexes.
3. Asymmetic hydrogenation of imines.
4. Catalysts for deracemization of benzylic alcohols.

O Me HO Me
Polymer-bound Tech. Note (2)
or solution Ref. (1,2)

N H2, [Ru], H
t-BuOK N Tech. Note (3)
Ref. (3)
N N
H

OH OH Tech. Note (4)

Ref. (4)
Ar R Ar R

References:
1. Angew Chem. Int. Ed., 2001, 40, 40. (review)
2. Adv. Synth. Catal., 2001, 343, 369.
3. Adv. Synth. Catal., 2003, 345, 195.
4. Chem. Commun., 2007, 2608.
44-0223 Dichloro[(S)-(-)-2,2'-bis(diphenylphosphino)-1,1'- 10mg
binaphthyl][(1S,2S)-(-)-1,2-diphenylethylenediamine] 50mg
ruthenium(II), min. 98% [329736-05-2] 250mg
C58H48Cl2N2P2Ru; FW: 1006.96; white to pale yellow pwdr.;
m.p. >100 dec.
air sensitive, (store cold)
Technical Note:
1. See 44-0210 (page 201).

202 Visit strem.com for new product announcements.

 Metal Catalyts for Organic Synthesis including Organocatalysts - RUTHENIUM
44-6025 Dichloro[(R)-bis(diphenylphosphino)- 100mg
1,1-binaphthyl][2-(diphenylphosphino) 500mg
Ph Ph
ethylamine]ruthenium(II), min. 97% Cl P
[1097731-98-0] P
C58H48Cl2NP3Ru; FW: 1023.91; yellow solid Ru
P
air sensitive Cl N
Note: Sold under license from Kanata H H
for research purposes only. US 7317131
and US 7579295.
44-6026 Dichloro[(S)-bis(diphenylphosphino)-1,1-binaphthyl] 100mg
[2-(diphenylphosphino)ethylamine]ruthenium(II), min. 97% 500mg
C58H48Cl2NP3Ru; FW: 1023.91; yellow solid
air sensitive
Note: Sold under license from Kanata for research purposes only.
US 7317131 and US 7579295.
44-0910 Dichloro[(R)-(+)-2,2'-bis(diphenyl- 100mg
phosphino)-1,1'-binaphthyl] H H 500mg
[(S)-(+)-2-(-methylmethanamine)-
1H-benzimidazole]ruthenium(II), Cl N CH3
P
min. 95% Ru
C53H43Cl2N3P2Ru; FW: 955.85; P
yellow-brown pwdr.
Cl N N H
air sensitive
Note: Sold under license from Enantiotech
for research purposes only. PCT/CN2008/073648, CN
200810038929. Enantiotech BIMAH Ru BINAP Catalyst Kit
component. See (page 265).

Technical Note:
1. Efficient ruthenium catalyst for asymmetric hydrogenation of aryl ketones.

O OH
Ru catalyst, H2 (8 atms)
Tech. Note (1)
R Ref. (1,2)
R
KO-t-Bu, solvent, 25C

References:
1. Adv. Synth. Catal., 2011, 353, 495.
2. Org. Lett., 2009, 11, 907.
44-0905 Dichloro[(S)-(-)-2,2'-bis(diphenylphosphino)-1,1'-binaphthyl] 100mg
[(S)-(-)-2-(-methylmethanamine)-1H-benzimidazole]ruthenium(II), 500mg
min. 95% [1443051-87-3]
C53H43Cl2N3P2Ru; FW: 955.85; yellow-brown pwdr.
air sensitive
Note: Sold under license from Enantiotech for research purposes only.
PCT/CN2008/073648, CN 200810038929. Enantiotech BIMAH Ru
BINAP Catalyst Kit component. See (page 265).
Technical Note:
1. See 44-0910 (page 203).
44-0920 Dichloro[(R)-(+)-2,2'-bis(diphenyl- 100mg
phosphino)-1,1'-binaphthyl] H H 500mg
[(R)-(+)-2-(-(i-propyl)methanamine)-
Cl N CH(CH3)2
1H-benzimidazole]ruthenium(II), P
min. 95% Ru
C55H47Cl2N3P2Ru; FW: 983.90; P
yellow-brown pwdr.
Cl N N H
air sensitive
Note: Sold under license from Enantiotech
for research purposes only. PCT/CN2008/073648,
CN 200810038929. Enantiotech BIMAH Ru BINAP Catalyst Kit
component. See (page 265).
Technical Note:
1. See 44-0910 (page 203).
[email protected] [email protected] [email protected] [email protected] 203
 Metal Catalyts for Organic Synthesis including Organocatalysts - RUTHENIUM
44-0915 Dichloro[(S)-(-)-2,2'-bis(diphenylphosphino)-1,1'-binaphthyl] 100mg
[(S)-(-)-2-(-(i-propyl)methanamine)-1H- 500mg
benzimidazole]ruthenium(II), min. 95%
C55H47Cl2N3P2Ru; FW: 983.90; yellow-brown pwdr.
air sensitive
Note: Sold under license from Enantiotech for research purposes only.
PCT/CN2008/073648, CN 200810038929. Enantiotech BIMAH Ru
BINAP Catalyst Kit component. See (page 265).
Technical Note:
1. See 44-0910 (page 203).
44-0248 Dichloro[(R)-(+)-2,2'-bis(diphenylphosphino)-1,1'-binaphthyl] 100mg
ruthenium(II), min. 95% [132071-87-5] 500mg
[RuCl2(C44H32P2)]x; FW: 794.67; orange pwdr. 2g
air sensitive
Technical Note:
1. See 44-0249 (page 204).
44-0249 Dichloro[(S)-(-)-2,2'-bis(diphenylphosphino)- 100mg
1,1'-binaphthyl]ruthenium(II), min. 95% 500mg
[134524-84-8] 2g
[RuCl2(C44H32P2)]x; FW: 794.67; orange pwdr. P Cl
air sensitive Ru
Technical Notes: P Cl
1. Enantioselective catalyst for the asymmetric
hydrogenation of ,-unsaturated olefins.
2. Efficient catalyst for the asymmetric reduction of
carbonyl groups, such as -ketoesters.
[RuCl2(S-BINAP)]n
CO2H CO2H
NEt3, H2 (150 atms)
MeO MeO Tech. Note (1)
Ref. (1)
O O [RuCl2(S-BINAP)]n OH O
Tech. Note (2)
R OR' NEt3, H2 (150 atms) R OR' Ref. (2)

References:
1. U.S. Patent 5,198,561.
2. Tetrahedron Asymm., 1997, 8, 3327.
44-0263 Dichlorobis[2-(diphenylphosphino)ethylamine] 250mg
ruthenium(II), min. 95% (mixture of isomers) 1g
[506417-41-0]
RuCl2(C14H32NP)2; FW: 630.49; yellow pwdr. Cl
Note: Sold under license from Kanata for P P
research purposes only. Patent WO0222526, Ru
EP1366004, US2004063966. N N
H Cl H
H H
Technical Note:
1. Efficient catalyst for the dihydrogen reduction of carboxylic esters and amides to alcohols.
O

OMe Ru cat. NaOMe OH

Tech. Note (1)
H2, THF Ref. (1)
88% yield
References:
1. Angew. Chem. Int. Ed., 2007, 46, 7473.
2. Angew. Chem. Int. Ed., 2011, 50, 10377.

204 Visit strem.com for new product announcements.

 Metal Catalyts for Organic Synthesis including Organocatalysts - RUTHENIUM
44-2310 Dichloro[1,1-bis(diphenylphosphino) 250mg
ferrocene](2-aminomethylpyridine)ruthenium(II) 1g
RuCl2(AMPY)(DPPF) H H
[1287255-62-2] P
C40H36Cl2FeN2P2Ru; FW: 834.49; yellow pwdr. Cl N
air sensitive Fe Ru
Note: Sold in collaboration with JM for research
purposes only. P Cl N
Technical Note:
1. Efficient catalyst used in the dehydrogenation of alcohols to ketones.

OH O
KOtBu, cat.
Tech. Note (1)
C C + H2
Ref. (1)
tBuOH
R R' R R'
H
Reference:
1. Chem. Eur. J., 2011, 17(12), 3474.
44-0975 Dichloro[(4S,5S)-(+)-4,5-bis(diphenyl- 100mg
phosphinomethyl)-2,2-dimethyl-1,3- H H 500mg
dioxolane][(S)-(-)-2-(i-butyl) H
Cl N CH2CH(CH3)2
methanamine)-1H-benzimidazole] H3C O P
ruthenium(II), min. 95% Ru
[1574321-76-8] H 3C O P
C43H48Cl2N3O2P2Ru; FW: 873.79;
Cl N N H
H
yellow-brown pwdr.
air sensitive
Note: Sold under license from Enantiotech
for research purposes only. PCT/CN2008/073648,
CN 200810038929. Enantiotech BIMAH Ru DIOP Catalyst Kit
component. See (page 266).
Technical Note:
1. See 44-0910 (page 203).
44-0980 Dichloro[(4S,5S)-(+)-4,5-bis(diphenyl- 100mg
phosphinomethyl)-2,2-dimethyl- H H 500mg
1,3-dioxolane][(S)-(-)-2-(t-butyl) H
methanamine)-1H-benzimidazole] O Cl N C(CH3)3
H3C P
ruthenium(II), min. 97% Ru
[1443051-98-6] H3C O P
C43H48Cl2N3O2P2Ru; FW: 873.79; Cl N N H
H
yellow-brown pwdr.
air sensitive
Note: Sold under license from Enantiotech for
research purposes only. PCT/CN2008/073648, CN 200810038929.
Enantiotech BIMAH Ru DIOP Catalyst Kit component. See (page 266).
Technical Note:
1. See 44-0910 (page 203).
44-0960 Dichloro[(4R,5R)-(-)-4,5-bis(diphenyl- 100mg
phosphinomethyl)-2,2-dimethyl-1,3- H H 500mg
dioxolane][(R)-(+)-2-(-methyl- H
methanamine)-1H-benzimidazole] O Cl N CH3
H3C P
ruthenium(II), min. 95% [1280732-29-7] Ru
C40H43Cl2N3O2P2Ru; FW: 831.71; H3C P
O Cl H
yellow-brown pwdr. N N
H
air sensitive
Note: Sold under license from Enantiotech for
research purposes only. PCT/CN2008/073648,
CN 200810038929. Enantiotech BIMAH Ru DIOP Catalyst Kit
component. See (page 266).
Technical Note:
1. See 44-0910 (page 203).

[email protected] [email protected] [email protected] [email protected] 205

 Metal Catalyts for Organic Synthesis including Organocatalysts - RUTHENIUM
44-0955 Dichloro[(4S,5S)-(+)-4,5-bis(diphenylphosphinomethyl)-2,2- 100mg
dimethyl-1,3-dioxolane][(S)-(-)-2-(-methylmethanamine)-1H- 500mg
benzimidazole]ruthenium(II), min. 98% [1280730-21-3]
C40H43Cl2N3O2P2Ru; FW: 831.71; yellow-brown pwdr.
air sensitive
Note: Sold under license from Enantiotech for research purposes only.
PCT/CN2008/073648, CN 200810038929.
Enantiotech BIMAH Ru DIOP Catalyst Kit component. See (page 266).
Technical Note:
1. See 44-0910 (page 203).
44-0970 Dichloro[(4R,5R)-(-)-4,5-bis(diphenyl- 100mg
phosphinomethyl)-2,2-dimethyl- H H 500mg
1,3-dioxolane][(R)-(+)-2-(i-propyl) H
Cl N CH(CH3)2
methanamine)-1H-benzimidazole] H3C O P
ruthenium(II), min. 95% Ru
H C P
C42H47Cl2N3O2P2Ru; FW: 859.76; 3 O Cl N N H
yellow-brown pwdr. H
air sensitive
Note: Sold under license from Enantiotech for
research purposes only. PCT/CN2008/073648,
CN 200810038929. Enantiotech BIMAH Ru DIOP Catalyst Kit
component. See (page 266).
Technical Note:
1. See 44-0910 (page 203).
44-0965 Dichloro[(4S,5S)-(+)-4,5-bis(diphenylphosphinomethyl)-2,2- 100mg
dimethyl-1,3-dioxolane][(S)-(-)-2-(i-propyl)methanamine)-1H- 500mg
benzimidazole]ruthenium(II), min. 95% [1443051-97-5]
C42H47Cl2N3O2P2Ru; FW: 859.76; yellow-brown pwdr.
air sensitive
Note: Sold under license from Enantiotech for research purposes only.
PCT/CN2008/073648, CN 200810038929. Enantiotech BIMAH Ru
DIOP Catalyst Kit component. See (page 266).
Technical Note:
1. See 44-0910 (page 203).
44-6040 Dichlorobis[3-(diphenylphosphino] 250mg
propylamine]ruthenium(II), min. 97% 1g
[1196467-26-1]
C30H36Cl2N2P2Ru; FW: 658.54; yellow-brown solid Cl
air sensitive P P
Note: Sold under license from Kanata for research Ru
purposes only. US 7317131 and US 7579295. N N
H Cl H
H H

44-0265 Dichlorobis[2-(di-i-propylphosphino)ethylamine] 250mg

ruthenium(II), min. 97% [1092372-90-1] 1g
RuCl2(C8H20NP)2; FW: 494.43; orange pwdr. Cl
Note: Sold under license from Kanata for research P P
purposes only. Patent WO0222526, EP1366004, Ru
US2004063966. N N
H H
Technical Note: H Cl H
1. See 44-0260 (page 200).
44-6043 Dichlorobis[3-(di-i-propylphosphino) 250mg
propylamine]ruthenium(II), min. 97% 1g
Cl
[1196147-57-5] P P
C18H44Cl2N2P2Ru; FW: 522.48; yellow-orange solid
Ru
air sensitive
Note: Sold under license from Kanata for N N
H Cl H
research purposes only. US 7317131 and US 7579295. H H

206 Visit strem.com for new product announcements.

 Metal Catalyts for Organic Synthesis including Organocatalysts - RUTHENIUM
44-2314 Dichloro[(R)-(+)-2,2-bis(di-p-tolylphosphino)- 250mg
1,1-binaphthyl](2-aminomethylpyridine) 1g
ruthenium(II) RuCl2(AMPY)[(R)Tol-Binap] H H
[858116-31-1] Cl N
P
C54H48Cl2N2P2Ru; FW: 958.89; yellow pwdr. Ru
air sensitive P
Cl N
Note: Sold in collaboration with JM for
research purposes only.
Technical Note:
1. Efficient catalyst used in the asymmetric hydrogenation of tert-alkyl ketones

O OH
H2, cat.
Tech. Note (1)
C C Ref. (1)
(H3C)3 C R ethanol
(H3C)3 C R
H

up to 100,000 TON
Reference: up to 98% ee
1. J. Am. Chem. Soc., 2005, 127, 8288.
44-2315 Dichloro[(S)-(-)-2,2-bis(di-p-tolylphosphino)-1,1-binaphthyl] 250mg
(2-aminomethylpyridine)ruthenium(II) 1g
RuCl2(AMPY)[(S)-Tol-Binap] [857678-55-8]
C54H48Cl2N2P2Ru; FW: 958.89; yellow pwdr.
air sensitive
Note: Sold in collaboration with JM for research purposes only.
Technical Note:
1. See 44-2314 (page 207).
44-0950 Dichloro[(S)-(-)-2,2'-bis(di-p-tolylphosphino)-1,1'-binaphthyl] 100mg
[(S)-(-)-2-(-(t-butyl) methanamine)-1H-benzimidazole] 500mg
ruthenium(II), min. 97%
C60H57Cl2N3P2Ru; FW: 1054.04; yellow-brown pwdr.
air sensitive
Note: Sold under license from Enantiotech for research purposes only.
PCT/CN2008/073648, CN 200810038929. Enantiotech BIMAH Ru
Tol-BINAP Catalyst Kit component. See (page 267).
Technical Note:
1. See 44-0910 (page 203).
44-0935 Dichloro[(R)-(+)-2,2'-bis(di-p-tolyl- 100mg
phosphino)-1,1'-binaphthyl] 500mg
[(R)-(+)-2-(-methylmethanamine)- H H
1H-benzimidazole]ruthenium(II), Cl N CH3
min. 95% P
C57H51Cl2N3P2Ru; FW: 1011.96; Ru
P
yellow-brown pwdr. Cl N N H
air sensitive
Note: Sold under license from Enantiotech
for research purposes only. PCT/CN2008/073648,
CN 200810038929. Enantiotech BIMAH
Ru Tol-BINAP Catalyst Kit component. See (page 267).
Technical Note:
1. See 44-0910 (page 203).
44-0930 Dichloro[(S)-(-)-2,2'-bis(di-p-tolylphosphino)-1,1'-binaphthyl] 100mg
[(S)-(-)-2-(-methylmethanamine)-1H-benzimidazole]ruthenium(II), 500mg
min. 97%
C57H51Cl2N3P2Ru; FW: 1011.96; yellow-brown pwdr.
air sensitive
Note: Sold under license from Enantiotech for research purposes only.
PCT/CN2008/073648, CN 200810038929. Enantiotech BIMAH
Ru Tol-BINAP Catalyst Kit component. See (page 267).
Technical Note:
1. See 44-0910 (page 203).

[email protected] [email protected] [email protected] [email protected] 207

 Metal Catalyts for Organic Synthesis including Organocatalysts - RUTHENIUM
44-0940 Dichloro[(S)-(-)-2,2'-bis(di-p-tolylphosphino)-1,1'-binaphthyl] 100mg
[(S)-(-)-2-(-(i-propyl) methanamine)-1H-benzimidazole] 500mg
ruthenium(II), min. 95%
C59H55Cl2N3P2Ru; FW: 1040.01; yellow-brown pwdr.
air sensitive
Note: Sold under license from Enantiotech for research purposes only.
PCT/CN2008/073648, CN 200810038929. Enantiotech BIMAH
Ru Tol-BINAP Catalyst Kit component. See (page 267).
Technical Note:
1. See 44-0910 (page 203).
44-0945 Dichloro[(R)-(+)-2,2'-bis(di-p-tolyl- 100mg
phosphino)-1,1'-binaphthyl] 500mg
[(R)-(+)-2-(-(i-propyl)methanamine)- H H
1H-benzimidazole]ruthenium(II), Cl N CH(CH3)2
min. 95% P
Ru
C59H55Cl2N3P2Ru; FW: 1040.01; P
yellow-brown pwdr. Cl N N H
air sensitive
Note: Sold under license from Enantiotech
for research purposes only. PCT/CN2008/073648,
CN 200810038929. Enantiotech BIMAH Ru Tol-BINAP
Catalyst Kit component. See (page 267).
Technical Note:
1. See 44-0910 (page 203).
44-0214 Dichloro{(R)-(+)-5,5'-bis[di(3,5-xylyl) O 250mg
phosphino]-4,4'-bi-1,3-benzodioxole} H H 1g
[(2R)-(-)-1,1-bis(4-methoxyphenyl)- Cl CH(CH3)2 5g
O P N
3-methyl-1,2-butanediamine] Ru

ruthenium(II) RuCl2[(R)-dm-segphos ] O P OCH3
[(R)-daipen] [944450-43-5] Cl N
C65H70Cl2N2O6P2Ru; FW: 1209.18; H H
O
yellow pwdr.
air sensitive OCH3
Note: Manufactured under license of Takasago patent.
Takasago SEGPHOS Ru Catalyst Kit component. See (page 277).
Technical Note:
1. See 44-0180 (page 195).
44-0215 Dichloro{(S)-(-)-5,5'-bis[di(3,5-xylyl)phosphino]-4,4'-bi-1,3- 250mg
benzodioxole}[(2S)-(+)-1,1-bis(4-methoxyphenyl)-3-methyl-1,2- 1g
butanediamine]ruthenium(II) RuCl2[(S)-dm-segphos] 5g
[(S)-daipen] [944450-44-6]
C65H70Cl2N2O6P2Ru; FW: 1209.18; yellow pwdr.
air sensitive
Note: Manufactured under license of Takasago patent. Takasago
SEGPHOS Ru Catalyst Kit component. See (page 277).
Technical Note:
1. See 44-0180 (page 195).
44-0228 Dichloro{(R)-(+)-5,5'-bis[di(3,5-xylyl) 250mg
O
phosphino]-4,4'-bi-1,3-benzodioxole} 1g
H H
[(1R,2R)-(+)-1,2-diphenylethylene- Cl 5g
diamine]ruthenium(II) O P N
RuCl2[(R)-dm-segphos][(R,R)-dpen] Ru
O P
[944450-45-7] Cl N
C60H60Cl2N2O4P2Ru; FW: 1075.04; H H
yellow pwdr. O
air sensitive
Note: Manufactured under license of Takasago patent. Takasago
SEGPHOS Ru Catalyst Kit component. See (page 277).
Technical Note:
1. See 44-0180 (page 195).

208 Visit strem.com for new product announcements.

 Metal Catalyts for Organic Synthesis including Organocatalysts - RUTHENIUM
44-0229 Dichloro{(S)-(-)-5,5'-bis[di(3,5-xylyl)phosphino]-4,4'-bi-1,3- 250mg
benzodioxole}[(1S,2S)-(-)-1,2-diphenylethylenediamine] 1g
ruthenium(II) RuCl2[(S)-dm-segphos][(S,S)-dpen] [944450-46-8] 5g
C60H60Cl2N2O4P2Ru; FW: 1075.04; yellow pwdr.
air sensitive
Note: Manufactured under license of Takasago patent. Takasago
SEGPHOS Ru Catalyst Kit component. See (page 277).
Technical Note:
1. See 44-0180 (page 195).
44-0212 Dichloro{(R)-(+)-2,2'-bis[di(3,5-xylyl) 250mg
phosphino]-1,1'-binaphthyl} 1g
H H
[(2R)-(-)-1,1-bis(4-methoxyphenyl)- Cl CH(CH3)2 5g
3-methyl-1,2-butanediamine] P N
ruthenium(II) RuCl2[(R)-xylbinap] Ru
P OCH3
[(R)-daipen] [220114-32-9] Cl N
C71H74Cl2N2O2P2Ru; FW: 1221.28; H H
orange pwdr.
air sensitive OCH3
Note: Manufactured under license of Takasago patent. Takasago
BINAP Ru Diamine Catalyst Kit component. See (page 275).
Technical Notes:
1. Highly active catalyst for hydrogenation of simple ketones giving high enantioselectivity when
sterically unsymmetrical ketones such as acetophenone, heteroaryl ketones, benzophenones,
cyclopropyl ketones, and cyclohexyl ketones are substrates. Ee's are enhanced with XylBINAP
relative to BINAP. The otherwise poorly bonded ketone is held in the transition state by hydrogen
bonding to the protic bidentate amine.
2. Carbonyl groups are selectively reduced even when olefins exist in the same molecule.
3. In the presence of strong base, and catalyst, simple ketones, having substituents at the
-position, may be induced to undergo dynamic kinectic resolution during their hydrogenation to
produce two chiral carbon centers in high yield.

O 0.001 mol% (S,S)-cat., OH

IPA, KOC(CH3)3 Tech. Note (1)
+ H2 Ref. (1-4)
Ph 8 atm, rt 60 hr Ph
97%, 99% ee

O 0.001 mol% (S,S)-cat., OH

IPA, K2CO3
+ H2 Tech. Note (2)
8 atm, rt 15 hr Ref. (4)
98%, 97% ee
O OH

NHCO2C(CH3)3 0.30 mol% (R,S)cat., NHCO2C(CH3)3

KOH, i-PrOH Tech. Note (3)
Ref. (5)
H2 8 Atm, rt 5 hr

98%, 82% ee
References:
1. Angew Chem. Int. Ed., 2001, 40, 40. (review article)
2. Org. Lett., 2000, 2, 1749.
3. Org. Lett., 2000, 2, 659.
4. J. Am. Chem. Soc., 1998, 120, 13529.
5. J. Am. Chem. Soc., 2000, 122, 6510.
44-0213 Dichloro{(S)-(-)-2,2'-bis[di(3,5-xylyl)phosphino]-1,1'- 250mg
binaphthyl}[(2S)-(+)-1,1-bis(4-methoxyphenyl)-3-methyl-1,2- 1g
butanediamine]ruthenium(II) RuCl2[(S)-xylbinap][(S)-daipen] 5g
[220114-01-2]
C71H74Cl2N2O2P2Ru; FW: 1221.28; orange pwdr.
air sensitive
Note: Manufactured under license of Takasago patent. Takasago
BINAP Ru Diamine Catalyst Kit component. See (page 275).
Technical Note:
1. See 44-0212 (page 209).

[email protected] [email protected] [email protected] [email protected] 209

 Metal Catalyts for Organic Synthesis including Organocatalysts - RUTHENIUM
44-0226 Dichloro{(R)-(+)-2,2'-bis[di(3,5-xylyl) 250mg
phosphino]-1,1'-binaphthyl} 1g
H H
[(1R,2R)-(+)-1,2-diphenylethylene- Cl
5g
diamine]ruthenium(II) P N
RuCl2[(R)-xylbinap][(R,R)-dpen] Ru
[220114-38-5] P
Cl N
C66H64Cl2N2P2Ru; FW: 1119.15; H H
yellow pwdr.
air sensitive
Note: Manufactured under license of Takasago patent. Takasago
BINAP Ru Diamine Catalyst Kit component. See (page 275).
Technical Note:
1. See 44-0220 (page 202).
44-0224 Dichloro{(S)-(-)-2,2'-bis[di(3,5-xylyl)phosphino]-1,1'-binaphthyl} 250mg
[(1S,2S)-(-)-1,2-diphenylethylenediamine]ruthenium(II) 1g
RuCl2[(S)-xylbinap][(S,S)-dpen] [220114-03-4] 5g
C66H64Cl2N2P2Ru; FW: 1119.15; yellow pwdr.
air sensitive
Note: Manufactured under license of Takasago patent. Takasago
BINAP Ru Diamine Catalyst Kit component. See (page 275).
Technical Note:
1. See 44-0226 (page 210).
44-0380 Dichloro[(R)-(-)-4,12-bis(di(3,5-xylyl) CH3H3C 10mg
phosphino)-[2.2]-paracyclophane] 50mg
[(1S,2S)-(-)-1,2-diphenylethylenediamine] H3C CH3 250mg
ruthenium(II), min. 95% [325150-57-0]
P H H
RuCl2[C48H50P2][C14H16N2]; FW: 1073.12; Cl
cream colored pwdr. N
air sensitive Ru
Note: Sold in collaboration with Chirotech Cl N
for research purposes only. US Patent P H H
nos. 5874629 and 6486337.
H3C CH3
Technical Notes:
1. The Noyori [(diphosphine) RuCl2 (diamine)] catalysts
containing the chiral ligand Xylyl-Phanephos display CH3H3C
exceptional activity and enantioselectivity in the asymmetric hydrogenation of a wide range of aromatic,
heteroaromatic and ,-unsaturated ketones.
2. Reactions are performed under mild conditions at room temperature and typically at low H2 pressures of
2-10 bar. High substrate concentrations of up to 40% w/v are tolerated.
3. Molar substrate/catalyst ratios of up to 100,000/1 are achieved with excellent reactivity and
enantioselectivity using commercial grade substrates and solvents.
O OH
X ([Xyl-Phanephos)RuCl2(DPEN)] X
t-BuOK, i-PrOH, H2, RT

X = p-CF3, p-Br, p-F, p-OMe, m-CF3

o-CF3, o-CH3, o-Br, o-OMe, p-NH2

N O Fe
O S O
Ar =
Ar
98-99% ee 78-99% ee 96-98% ee 96% ee 97% ee 92%ee

Other Examples

OH OH OH OH OH
Et n-Bu

97% ee 94% ee 98% ee 96% ee 98% ee

References:
1. Org. Lett., 2000, 2, 4173.
2. Burk, M.J.; Hems, W.; Zanotti-Gerosa, A. PCT WO/0174829 A1, 2001.
3. Org. Proc. Res. Dev., 2003, 7, 89.
210 Visit strem.com for new product announcements.
 Metal Catalyts for Organic Synthesis including Organocatalysts - RUTHENIUM
44-0381 Dichloro[(S)-(+)-4,12-bis(di(3,5-xylyl)phosphino)-[2.2]- 10mg
paracyclophane][(1R,2R)-(+)-1,2-diphenylethylenediamine] 50mg
ruthenium(II), min. 95% [364795-64-2] 250mg
RuCl2[C48H50P2][C14H16N2]; FW: 1073.12; cream colored pwdr.
air sensitive
Note: Sold in collaboration with Chirotech for research purposes only.
US Patent nos. 5874629 and 6486337.
Technical Note:
1. See 44-0380 (page 210).
44-0645 Dichlorobis(-methanethioato) CH3 100mg
bis(pentamethylcyclopentadienyl) H3C
500mg
diruthenium(III), 99% CH3 CH3 2g
(minimum 90% syn isomer) S Cl
[216064-20-9] H3 C CH3
H3C CH3 Ru Ru
C22H36Cl2Ru2S2; FW: 637.70; black xtl. S
Cl
CH3H3C CH3
Technical Notes:
1. Ruthenium-catalyzed vinylic substitution reactions. H3C
2. Ruthenium-catalyzed oxypropargylation of alkenes.
Ar

Tech. Note (1)

Ar O O O O Ref. (1)
Ru cat.
+
rt, 30 min
ClCH2CH2Cl
n n
OH
R R R R
isomer ratio(E/Z)
>99/<1

OH

Tech. Note (2)

3 mole% Ru cat. Ref. (2)
+ EtOH +
0C, 2 h

Ph OEt
EtO Ph
Ph

References:
1. J. Am. Chem. Soc., 2008, 130, 2908.
2. Organometallics, 2009, 28, 48.
44-0430 Dichloro(p-cymene)tricyclohexylphosphine- CH3 250mg
ruthenium(II), min. 97% [145381-23-3] 1g
RuCl2(C10H14)P(C6H11)3; FW: 586.62; H 3 C C H
orange pwdr. CH3
Technical Notes: Ru
1. Noels metathesis catalyst component with Cl Cl
(trimethylsilyl)diazomethane for ring opening PCy3
polymerization reactions (Ref. 1,2).
2. Catalyst for the controlled atom transfer radical polymerization of acrylates (Ref. 3).

References:
1. Macromolecules, 1997, 30, 3127.
2. Adv. Synth. & Cat., 2007, 349, 1587.
3. Angew. Chem., Int. Ed., 1999, 38, 538.

[email protected] [email protected] [email protected] [email protected] 211

 Metal Catalyts for Organic Synthesis including Organocatalysts - RUTHENIUM
44-0433 Dichloro(p-cymene)triphenylphosphine- CH3 250mg
ruthenium(II) dichloromethane adduct, H 3C C H 1g
min. 98% [52490-94-5] 5g
C28H29Cl2PRuCH2Cl2; CH3
Ru
FW: 568.48 (653.41); orange to red pwdr. Cl Cl
Technical Notes: PPh3
1. Ruthenium catalyst used for the hydrogenation of carbon dioxide.
2, Ruthenium catalyst used for a selective monoarylation reaction in water.

ruthenium catalyst
CO2 + H2 HCOOH Tech. Note (1)
KHCO3 Ref. (1)

Y
FG FG
Tech. Note (2)
+ Cl Y Ref. (2)

References:
1. Organometallics, 2013, 32, 6891.
2. Green Chem., 2013, 15, 67.
44-0172 Dichloro(2,6,10-dodecatriene-1,12-diyl)ruthenium(IV), 99% 250mg
[12170-97-7] 1g
RuCl2(C12H18); FW: 334.24; orange xtl.; m.p. 192 (dec.) Cl
Technical Notes: Ru
1. An efficient catalyst used for the isomerization of
allylic alcohols into carbonyl compounds in Cl
organic or aqueous media.
2. An efficient catalyst used for the deprotection of N-allylic amines.

References:
1. Chemical Commun., 2004, 232.
2. Chemical Commun., 2005, 4086.
44-0442 (+)-Dichloro[(4R)-4-(i-propyl)-2-{(R)-2-(diphenylphosphino) 100mg
ferrocenyl}oxazoline](triphenylphosphine)ruthenium(II) 500mg
[849921-25-1] 2g
RuCl2[(C6H5)3P](C28H28FeNOP); FW: 915.70; orange-brown pwdr.; 10g
[]D +1127 (c 0.1, CHCl3)
Note: Sold in collaboration with Solvias for research purposes only.
Technical Notes:
1. Catalyst used for the oxidative kinetic resolution of racemic alcohols.
2. Catalyst used for the extremely high enantioselective transfer hydrogenation of ketones and
the oxidative kinetic resolution of alcohols.
3. Catalyst used for the asymmetric hydrosilylation of ketones and imine.

References:
1. J. Org. Chem., 2003, 68, 5875.
2. Organometallics, 1999, 18, 2291.
3. Organometallics, 1998, 17, 3420.
44-0443 (-)-Dichloro[(4S)-4-(i-propyl)-2- O 100mg
{(S)-2-(diphenylphosphino)ferrocenyl} 500mg
CH(CH3)2
oxazoline](triphenylphosphine)ruthenium(II) N 2g
[212133-11-4] Fe P Ph Cl 10g
RuCl2[(C6H5)3P](C28H28FeNOP); FW: 915.70; Ph
orange-brown pwdr.; []D -1127 (c 0.1, CHCl3) Ru Ph
Note: Sold in collaboration with Solvias for Cl P
Ph
research purposes only. Ph
Technical Note:
1. See 44-0442 (page 212).

212 Visit strem.com for new product announcements.

 Metal Catalyts for Organic Synthesis including Organocatalysts - RUTHENIUM
44-0385 Dichloro[(R)-(+)-2,2',6,6'-tetramethoxy-4,4'- OCH3 100mg
bis(diphenylphosphino)-3,3'-bipyridine] 500mg
[(1R,2R)-(+)-1,2-diphenylethylenediamine] N Ph Ph
H H
ruthenium(II), min. 95% [478308-91-7] P Cl N
RuCl2[C38H34N2O4P2][C14H16N2]; CH3O
Ru
FW: 1028.90; yellow solid CH3O N
air sensitive P Cl
H H
Note: Sold in collaboration with Johnson
N Ph Ph
Matthey for research purposes only.
US patent Application No US Patent 5 886 182,
OCH3
1999 and patents arising therefrom.
PCT/JP96/03573.
Technical Note:
1. See 44-0390 (page 213).
44-0386 Dichloro[(S)-(-)-2,2',6,6'-tetramethoxy-4,4'-bis(diphenyl- 100mg
phosphino)-3,3'-bipyridine][(1S,2S)-(-)-1,2-diphenylethylene- 500mg
diamine]ruthenium(II), min. 95% [821793-36-6]
RuCl2[C38H34N2O4P2][C14H16N2]; FW: 1028.90; yellow solid
air sensitive
Note: Sold in collaboration with Johnson Matthey for research
purposes only. US patent Application No US Patent 5 886 182, 1999
and patents arising therefrom. PCT/JP96/03573.
Technical Note:
1. See 44-0390 (page 213).
44-0390 Dichloro[(R)-(+)-2,2',6,6'-tetramethoxy- OCH3 100mg
4,4'-bis(di(3,5-xylyl)phosphino)-3,3'- 500mg
xyl xyl
bipyridine][(1R,2R)-(+)-1,2-diphenyl- N
H H
ethylenediamine]ruthenium(II), min. 95% P Cl N
[478308-93-9] CH3O
Ru
RuCl2[C46H50N2O4P2][C14H16N2]; CH3O
Cl N
FW: 1141.11; yellow solid P
H H
air sensitive N
Note: Sold in collaboration with Johnson xyl xyl
Matthey for research purposes only.
OCH3
US patent Application No US Patent
5 886 182, 1999 and patents arising therefrom.
Technical Note:
1. Effective catalyst for the highly enantioselective hydrogenation of a diverse range of simple aromatic
ketones.

O catalyst OH Tech. Note (1)

(CH3)3COK * Ref. (1)
R R
2-propanol, H2
References:
1. J. Org. Chem., 2002, 67, 7908.
2. Chem. Eur. J., 2003, 9, 2963.
44-0391 Dichloro[(S)-(-)-2,2',6,6'-tetramethoxy-4,4'-bis(di(3,5-xylyl) 100mg
phosphino)-3,3'-bipyridine][(1S,2S)-(-)-1,2-diphenylethylene- 500mg
diamine]ruthenium(II), min. 95% [821793-37-7]
RuCl2[C46H50N2O4P2][C14H16N2]; FW: 1141.11; yellow solid
air sensitive
Note: Sold in collaboration with Johnson Matthey for research
purposes only. US patent Application No US Patent 5 886 182, 1999
and patents arising therefrom.
Technical Note:
1. See 44-0390 (page 213).

[email protected] [email protected] [email protected] [email protected] 213

 Metal Catalyts for Organic Synthesis including Organocatalysts - RUTHENIUM
44-0518 Dimethylammonium dichlorotri(-chloro)bis[(R)-(+)-5,5'- 250mg
bis(diphenylphosphino)-4,4'-bi-1,3-benzodioxole]diruthenate(II) 1g
[NH2Me2][{RuCl((R)-segphos)}2(-Cl)3] [346457-41-8] 5g
(CH3)2NH2+[C76H48Cl5O8P4Ru2]-; FW: 1637.57; light brown pwdr.;
m.p. >100 dec.
air sensitive
-1

O O

Cl Cl
O P P O
Ru Cl Ru
O P P O
Cl Cl

O O

Note: Manufactured under license of Takasago patent. Takasago

SEGPHOS Ru Catalyst Kit component. See (page 277).

Technical Notes:
1. Highly enantioselective, highly active catalyst for hydrogenation of functionalized ketones. The
chlororuthenate salts show catalytic activity at relatively low temperature. See 15-0136
(Visit strem.com).
2. Catalyst for enantioselective hydrogenation of enamines.

O OH
Ru, H2 Tech. Note (1)
OEt OEt
Ph Ph Ref. (1)
O O
CO2Me CO2Me
Ru, H2 Tech. Note (2)
Ar Ar Ref. (2)
N R N R
H H

References:
1. Adv. Synth. Catal., 2001, 343, 264.
2. U.S. Pat. App., 2006,122225.
44-0519 Dimethylammonium dichlorotri(-chloro)bis[(S)-(-)-5,5'- 250mg
bis(diphenylphosphino)-4,4'-bi-1,3-benzodioxole]diruthenate(II) 1g
[NH2Me2][{RuCl((S)-segphos)}2(-Cl)3] [488809-34-3] 5g
(CH3)2NH2+[C76H48Cl5O8P4Ru2]-; FW: 1637.57; light brown pwdr.;
m.p. >100 dec.
air sensitive
Note: Manufactured under license of Takasago patent. Takasago
SEGPHOS Ru Catalyst Kit component. See (page 277).
Technical Note:
1. See 44-0518 (page 214).

214 Visit strem.com for new product announcements.

 Metal Catalyts for Organic Synthesis including Organocatalysts - RUTHENIUM
44-0510 Dimethylammonium dichlorotri(-chloro)bis[(R)-(+)-2,2'- 250mg
bis(diphenylphosphino)-1,1'-binaphthyl]diruthenate(II) 1g
[NH2Me2][{RuCl((R)-binap)}2(-Cl)3] [199684-47-4] 5g
(CH3)2NH2+[C88H64Cl5P4Ru2]-; FW: 1669.83; orange pwdr.;
m.p. >100 dec.
air sensitive
-1

Cl Cl
P P
Ru Cl Ru
P P
Cl Cl

Note: Manufactured under license of Takasago patent. Takasago

BINAP Ru Dimer Catalyst Kit component. See (page 276).
Technical Note:
1. See 15-0150 (Visit strem.com).
44-0511 Dimethylammonium dichlorotri(-chloro)bis[(S)-(-)-2,2'- 250mg
bis(diphenylphosphino)-1,1'-binaphthyl]diruthenate(II) 1g
[NH2Me2][{RuCl((S)-binap)}2(-Cl)3] [199541-17-8] 5g
(CH3)2NH2+[C88H64Cl5P4Ru2]-; FW: 1669.83; orange pwdr.;
m.p. >100 dec.
air sensitive
Note: Manufactured under license of Takasago patent. Takasago
BINAP Ru Dimer Catalyst Kit component. See (page 276).
Technical Note:
1. See 44-0510 (page 215).
44-0516 Dimethylammonium dichlorotri(-chloro)bis[(R)-(+)-2,2'- 50mg
bis(diphenylphosphino)-5,5',6,6',7,7',8,8'-octahydro-1,1'- 250mg
binaphthyl]diruthenate(II) [NH2Me2][{RuCl((R)-H8-binap)}2(-Cl)3]
[204933-84-6]
(CH3)2NH2+[C88H80Cl5P4Ru2]-; FW: 1685.96; red-brown pwdr.;
m.p. >100 dec.
air sensitive
-1

Cl Cl
P P
Ru Cl Ru
P P
Cl Cl

Note: Manufactured under license of Takasago patent.

Technical Note:
1. See 44-0166 (page 197).
44-0517 Dimethylammonium dichlorotri(-chloro)bis[(S)-(-)-2,2'- 50mg
bis(diphenylphosphino)-5,5',6,6',7,7',8,8'-octahydro-1,1'- 250mg
binaphthyl]diruthenate(II) [NH2Me2][{RuCl((S)-H8-binap)}2(-Cl)3]
[944451-12-1]
(CH3)2NH2+[C88H80Cl5P4Ru2]-; FW: 1685.96; red-brown pwdr.;
m.p. >100 dec.
air sensitive
Note: Manufactured under license of Takasago patent.
Technical Note:
1. Catalyst system for asymmetric hydrogenation.

Reference:
1. World Patent WO2003/0307676.

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 Metal Catalyts for Organic Synthesis including Organocatalysts - RUTHENIUM
44-0512 Dimethylammonium dichlorotri(-chloro)bis[(R)-(+)-2,2'- 250mg
bis(di-p-tolylphosphino)-1,1'-binaphthyl]diruthenate(II) 1g
[NH2Me2][{RuCl((R)-tolbinap)}2(-Cl)3] [749935-02-2] 5g
(CH3)2NH2+[C96H80Cl5P4Ru2]-; FW: 1782.05; brown pwdr.;
m.p. >100 dec.
air sensitive
-1

Cl Cl
P P
Ru Cl Ru
P P
Cl Cl

Note: Manufactured under license of Takasago patent. Takasago

BINAP Ru Dimer Catalyst Kit component. See (page 276).
Technical Note:
1. Catalyst system for asymmetric hydrogenation.

Reference:
1. World Patent WO2004/074255.
44-0513 Dimethylammonium dichlorotri(-chloro)bis[(S)-(-)-2,2'-bis 250mg
(di-p-tolylphosphino)-1,1'-binaphthyl]diruthenate(II) 1g
[NH2Me2][{RuCl((S)-tolbinap)}2(-Cl)3] [309735-86-2] 5g
(CH3)2NH2+[C96H80Cl5P4Ru2]-; FW: 1782.05; brown pwdr.;
m.p. >100 dec.
air sensitive
Note: Manufactured under license of Takasago patent. Takasago
BINAP Ru Dimer Catalyst Kit component. See (page 276).
Technical Note:
1. See 44-0512 (page 216).
44-0520 Dimethylammonium dichlorotri(-chloro)bis{(R)-(+)-5,5'- 250mg
bis[di(3,5-xylyl)phosphino]-4,4'-bi-1,3-benzodioxole} 1g
diruthenate(II) [NH2Me2][{RuCl((R)-dm-segphos)}2(-Cl)3] 5g
[935449-46-0]
(CH3)2NH2+[C92H88Cl5O8P4Ru2]-; FW: 1870.06; light brown pwdr.;
m.p. >100 dec.
air sensitive
Note: Manufactured under license of Takasago patent. Takasago
SEGPHOS Ru Catalyst Kit component. See (page 277).
-1
O O
Cl Cl
O P P O
Ru Cl Ru
O P P O
Cl Cl
O O

Technical Note:
1. See 44-0180 (page 195).
44-0521 Dimethylammonium dichlorotri(-chloro)bis{(S)-(-)-5,5'- 250mg
bis[di(3,5-xylyl)phosphino]-4,4'-bi-1,3-benzodioxole} 1g
diruthenate(II) [NH2Me2][{RuCl((S)-dm-segphos)}2(-Cl)3] 5g
[944451-14-3]
(CH3)2NH2+[C92H88Cl5O8P4Ru2]-; FW: 1870.06; light brown pwdr.;
m.p. >100 dec.
air sensitive
Note: Manufactured under license of Takasago patent. Takasago
SEGPHOS Ru Catalyst Kit component. See (page 277).
Technical Note:
1. See 44-0520 (page 216).

216 Visit strem.com for new product announcements.

 Metal Catalyts for Organic Synthesis including Organocatalysts - RUTHENIUM
44-0514 Dimethylammonium dichlorotri(-chloro)bis{(R)-(+)-2,2'- 250mg
bis[di(3,5-xylyl)phosphino]-1,1'-binaphthyl}diruthenate(II) 1g
[NH2Me2][{RuCl((R)-xylbinap)}2(-Cl)3] [944451-08-5] 5g
(CH3)2NH2+[C104H96Cl5P4Ru2]-; FW: 1894.26; red-brown pwdr.;
m.p. >100 dec.
air sensitive
-1

Cl Cl
P P
Ru Cl Ru
P P
Cl Cl

Note: Manufactured under license of Takasago patent. Takasago

BINAP Ru Dimer Catalyst Kit component. See (page 276).
Technical Note:
1. Catalyst system for asymmetric hydrogenation.
Reference:
1. Eur. Pat. Appl. 1998, EP 831099 A2 19980325.
44-0515 Dimethylammonium dichlorotri(-chloro)bis{(S)-(-)-2,2'- 250mg
bis[di(3,5-xylyl)phosphino]-1,1'-binaphthyl}diruthenate(II) 1g
[NH2Me2][{RuCl((S)-xylbinap)}2(-Cl)3] [944451-10-9] 5g
(CH3)2NH2+[C104H96Cl5P4Ru2]-; FW: 1894.26; red-brown pwdr.;
m.p. >100 dec.
air sensitive
Note: Manufactured under license of Takasago patent.
Takasago BINAP Ru Dimer Catalyst Kit component. See (page 276).
Technical Note:
1. See 44-0514 (page 217).
44-0186 N-[(1S,2S)-1,2-Diphenyl-2-(2-(4-methylbenzyloxy)ethylamino)- 250mg
ethyl]-4-methylbenzene sulfonamide(chloro)ruthenium(II) 1g
(S,S)-Ts-DENEB [1384974-37-1] 5g
C31H33ClN2O3RuS; FW: 650.19; gray to brown pwdr.
air sensitive
Note: Manufactured under license of Takasago patent application
PCT/JP2011/064490.
Technical Note:
1. See 44-0185 (page 191).
44-0780 1-Hydroxytetraphenylcyclopentadienyl H 100mg
Ph O O Ph
(tetraphenyl-2,4-cyclopentadien-1-one)-- 500mg
hydrotetracarbonyldiruthenium(II), 98% 2g
SHVO'S CATALYST [104439-77-2] Ph Ph
C62H42O6Ru2; FW: 1085.13; orange pwdr. Ph H Ph
Ru Ru
Ph OC CO Ph
Technical Notes: OC CO
1. In conjugation with lipase, ruthenium catalyst used
in the asymmetric transformation of ketones and enol acetates into chiral acetates.
2. Dynamic kinetic resolution resulting from the ruthenium catalyzed racemization of enzymatically- resolved
substrates.
3. Conversion of secondary amines to primary amines in the presence of ammonia.
4. Co-catalyt for aerobic lactonization of diols.

H2 (1 atm) H2 (1 atm)
O CH3CO2CH2CH3 OAc toluene OAc
R2 Tech. Note (1)
R lipase R lipase R1 Ref. (1)
Ru(II) catalyst Ru(II) catalyst
71-91%
47-99% ee

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 Metal Catalyts for Organic Synthesis including Organocatalysts - RUTHENIUM
44-0780 1-Hydroxytetraphenylcyclopentadienyl(tetraphenyl-2,4-cyclopentadien-1-one)--
(cont.) hydrotetracarbonyldiruthenium(II), 98% SHVO'S CATALYST [104439-77-2]

Ru-catalyst
Enzyme
O base Acyl donor OAc O
O OH O Tech. Note (2)
+
R H OR' R OR' R OR' Ref. (2)
up to 99% ee
racemic

H Ru catalyst (1 mol%)
N NH3 NH2 Tech. Note (3)
Ref. (3)
t-amyl alcohol/t-BuOMe

Ru catalyst
OH Co(II) catalyst O
Tech. Note (4)
OH 2,6-dimethoxybenzoquinone O Ref. (4)
air

References:
1. Org. Lett., 2000, 2, 2487.
2. Org. Lett., 2001, 3, 1209.
3. Chem. Eur. J., 2011, 17, 4705.
4. Chem. Eur. J., 2011, 17, 12596.
44-7778 3-Phenyl-1H-inden-1-ylidene[bis(i-butylphoban)] 250mg
ruthenium(II) dichloride [894423-99-5] 1g
C39H56Cl2P2Ru; FW: 758.78; red pwdr. Ph
Note: Sold in collaboration with Umicore for P
research purposes only. Patent US 10,518,716. Cl
Technical Note: Ru
1. This catalyst exhibits high selectivity as a general purpose Cl
metathesis catalyst for applications other than polymerization. P
It has improved air, moisture and heat resistance.

EtO2C CO2Et EtO2C CO2Et

2 mol% Ru cat.

2 hr., rt, CH2Cl2

[98%]

Reference:
1. J. Org. Chem., 2008, 73, 259.
44-0111 {N-[3-(6-phenyl)propyl]-[(1R-2R)-1,2-diphenyl-1-4-methyl- 100mg
benzenesulfonylamidato(kN')-ethyl-2-amino-(kN)]} 500mg
ruthenium(II) (R,R)-Teth-TsDpen RuCl WILLS CATALYST
[1192620-83-9]
C30H31ClN2O2RuS; FW: 620.17; orange pwdr.
air sensitive
Note: Sold in collaboration with JM for research purposes only.
Technical Note:
1. See 44-0110 (page 218) .
44-0110 {N-[3-(6-phenyl)propyl]-[(1S-2S)- 100mg
1,2-diphenyl-1-4-methylbenzene- 500mg
sulfonylamidato(kN)-ethyl-2-amino-
(kN)]}ruthenium(II)
O
(S,S)-Teth-TsDpen RuCl WILLS CATALYST H
[851051-43-9] N N S CH3
C30H31ClN2O2RuS; FW: 620.17; orange pwdr. Ru
air sensitive Cl O
Note: Sold in collaboration with JM for
research purposes only.

218 Visit strem.com for new product announcements.

 Metal Catalyts for Organic Synthesis including Organocatalysts - RUTHENIUM
44-0110 {N-[3-(6-phenyl)propyl]-[(1S-2S)-1,2-diphenyl-1-4-methylbenzene-sulfonylamidato(kN)-
(cont.) ethyl-2-amino-(kN)]}ruthenium(II) (S,S)-Teth-TsDpen RuCl WILLS CATALYST
[851051-43-9]
Techncial Note:
1. Catalyst used for asymmetric -transfer hydrogenation.

Tech. Note (1)

Ref. (1)

O O OH O Tech. Note (1)

ruthenium catalyst Ref. (2)
C C CH C
OR' 5:2 HCOOH:Et3N OR'
DCM, rt, 48 h
R R'' R R''

O O OH OH
ruthenium catalyst Tech. Note (1)
C C CH CH Ref. (2)
5:2 HCOOH:Et3N
n n
DCM, rt, S/C 200 48 h
R R R R

References:
1. J. Org. Chem., 2006, 71, 7035.
2. J. Org. Chem., 2013, 78, 8594.
44-0078 {[2-(i-propoxy)-5-(N,N-dimethyl-aminosulfonyl) 500mg
phenyl]methylene}(tricyclohexylphosphine) 2g
ruthenium(II) dichloride Zhan Catalyst -1C
[918871-44-0]
C30H50Cl2NO3PRuS; FW: 707.74; brown solid P
Note: Sold under license from Zannan for
research purposes only. Patents CN1907992A, Cl
Ru C H
US 2007/0043180 A1, PCT WO 2007/003135 A1. Cl
O
(H3C)2HC
N
S
Technical Note:
O O
1. See 44-0082 (page 169).
44-1850 Ruthenium carbonyl, 99% [15243-33-1 O
O 1g
Ru3(CO)12; FW: 639.34; orange xtl.; m.p. 150 dec. O C 5g
C
C 25g
OC CO
Ru Ru
OC Ru CO
Technical Notes:
1. Catalyst for the conversion of enynes to catechol derivatives. OC CO
2. Catalyst for the intermolecular [2+2+1] cycloaddition of ketones, C C C
CO and alkenes or alkynes. O O O
3. 3-Component couplings.
4. Reaction of ,-unsaturated imines with carbon monoxide
and alkenes to form ,-unsaturated -butyroactams.
5. Ester decarboxylation.
6. Catalyst for hydroamination and C-H bond activation.
7. Used in sp3 C-H bond arylation7 and carbonylation.
8. Ru/halide catalytic system for C-C bond forming reaction between alkynes and unsaturated carbonyl
compounds.
9. Amination of -hydroxy amides.

[email protected] [email protected] [email protected] [email protected] 219

 Metal Catalyts for Organic Synthesis including Organocatalysts - RUTHENIUM
44-1850 Ruthenium carbonyl, 99% [15243-33-1
(cont.)
Me
E Me Ru3(CO)12 OTBS Tech. Note (1)
E
Ref. (1)
E HSi(t-Bu)Me2
E OTBS
2
R1 R R3
O Ru3(CO)12, PR3, CO Tech. Note (2)
1 O R4 Ref. (2)
R R2 3 4
R3 R4 or R R
O
Ru3(CO)12, CO O Tech. Note (3)
ROH + Me Ref. (3)
OR

R2
1 2 Ru3(CO)12, CO Tech. Note (4)
+ R R Ref. (4)
R N tBu 1 N t-Bu
R
R
O
O Ru3(CO)12 Tech. Note (5)
R H Ref. (5)
1
R OR HCOO- NH4+
R Me
H Ru3(CO)12 Tech. Note (6)
N R
+ H R N Ref. (6)
NH4PF6

R N O Ru3(CO)12 R Ar
N
+ B Ar Tech. Note (7)
N O N Ref. (7)

R Ru3(CO)12 Ph O
Ph + Tech. Note (8)
O halide Ref. (8)
R

O
O Ru catalyst (2 mol%)
H2 N bis(phosphine) ligand NHPh
NHPh Tech. Note (9)
HN Ref. (10)
OH t-amyl alcohol, 160 C
References:
1. J. Am. Chem. Soc., 1993, 115, 11614.
2. J. Am. Chem. Soc., 2000, 122, 12663.
3. Chem. Commun., 2002, 2868.
4. J. Org. Chem., 2002, 67, 7014.
5. J. Am. Chem. Soc., 2001, 123, 4849.
6. J. Am. Chem. Soc., 2005, 127, 5782.
7. J. Am. Chem. Soc., 2006, 128, 14220.
8. Adv. Synth. Catal., 2007, 349, 2563.
9. J. Am. Chem. Soc., 2011, 133, 8070.
10. Angew. Chem. Int. Ed., 2011, 50, 11197.
44-7780 Tricyclohexylphosphine[1,3-bis 100mg
(2,4,6-trimethylphenyl)-4,5-dihydro- 500mg
imidazol-2-ylidene][(phenylthio) N N
methylene]ruthenium(II) dichloride
[1155422-69-7] H
RuCl2[C21H26N2][C7H6S][P(C6H11)3]; FW: 881.04; Cl
Ru C
purple-brown solid Cl
Note: Sold in collaboration with BASF for research S
PCy3
purposes only. Patents US 6,407,190 and EP 993,465.
Technical Note:
1. See 44-0073 (page 169).

220 Visit strem.com for new product announcements.

 Metal Catalyts for Organic Synthesis including Organocatalysts - RUTHENIUM
44-7775 Tricyclohexylphosphine[1,3-bis 100mg
(2,4,6-trimethylphenyl)imidazol-2-ylidene] 500mg
[3-phenyl-1H-inden-1-ylidene]ruthenium(II) N N 2g
dichloride, min. 95% [catMETium RF1]
[254972-49-1] Ph
Cl
RuCl2[C21H24N2][C15H10][P(C6H11)3]; FW: 947.07; Ru
orange to brown pwdr. Cl
Note: Sold in collaboration with Evonik for research PCy3
purposes only. Patent US 6635768. For use in pharmaceutical
applications only. Other uses are unauthorized.
Technical Note:
1. Efficient catalyst for ring-closing metathesis.

EtO2C CO2Et
R R
EtO2C CO2Et
cat
Ref. (1)

R R
R=H 88% (25 C, 25 mins)
R = CH3 20% (80 C, 120 mins)

Ts 0.5 mol% [Ru]

Ref. (2)
N N Ts
70oC, toluene

References:
1. Organometallics, 1999, 18, 5416.
2. ChemistryToday, 2009, 27, 24.
44-7785 Tricyclohexylphosphine[1,3-bis 100mg
(2,4,6-trimethylphenyl)imidazol-2-ylidene] 500mg
[2-thienylmethylene]ruthenium(II) dichloride, N N 2g
min. 95% [catMETium RF 2] [1190427-49-6]
C44H61Cl2N2PRuS; FW: 852.98; brown pwdr. Cl
Note: Sold in collaboration with Evonik for Ru
Cl
research purposes only. Patent US 6635768. S
PCy3
Technical Note:
1. See 44-7775 (page 221).
44-7795 Tricyclohexylphosphine[2,4-dihydro-2,4,5- 100mg
triphenyl-3H-1,2,4-triazol-3-ylidene] 500mg
[2-thienylmethylene]ruthenium(II) 2g
dichloride, min. 95% [catMETium RF 4] N
[1190427-51-0]
C43H52Cl2N3PRuS; FW: 845.91; violet to brown pwdr. N N
Note: Sold in collaboration with Evonik for research
purposes only. Patent US 6635768. Cl
Ru
Technical Note: Cl
S
1. See 44-7775 (page 221). P
cy cy
cy

44-7790 Tricyclohexylphosphine[4,5-dimethyl-1,3-bis H3C CH3 100mg

(2,4,6-trimethylphenyl)imidazol-2-ylidene] 500mg
[2-thienylmethylene]ruthenium(II) dichloride, 2g
min. 95% [catMETium RF 3] [1190427-50-9] N N
C46H65Cl2N2PRuS; FW: 881.04;
violet to brown pwdr. Cl
Note: Sold in collaboration with Evonik for Ru
research purposes only. Patent US 6635768.
Cl
S
Technical Note: PCy3
1. See 44-7775 (page 221).

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 Metal Catalyts for Organic Synthesis including Organocatalysts - RUTHENIUM
44-7777 Tricyclohexylphosphine[3-phenyl-1H-inden- 100mg
1-ylidene][1,3-bis(2,4,6-trimethylphenyl)-4,5- N N 500mg
dihydroimidazol-2-ylidene]ruthenium(II)
dichloride, min. 95% [536724-67-1]
C54H69Cl2N2PRu; FW: 949.09; dark red pwdr. Ph
Cl
Note: Sold in collaboration with Umicore for research Ru
Cl
purposes only. For use in lifescience applications and
research purposes only. PCy3
Technical Note:
1. Catalyst used for the Atom Transfer Radical Polymerization (ATRP) of vinyl monomers.
R' R'
+ R''X X
R'' R n
R

Reference:
1. New J. Chem., 2003, 27, 257.
44-7712 Trifluoroacetato[4,5-dihydro-1,3-bis + 100mg
(2,4,6-trimethylphenyl)imidazol-2-ylidene] 500mg
tetra(2,2-dimethylpropanenitrile)ruthenium(II) N N
trifluoroacetate [1034198-65-6]
C45H62F6N6O4Ru; FW: 966.08; yellow xtl. (H3C)3CCN NCC(CH3)3
air sensitive Ru
(H3C)3CCN NCC(CH3)3 F3CCOO-
Note: Sold under license from
ITCF for research purposes only. OCOCF3
DE 102008008299, US 12/866.806.
Technical Note:
1. Cationic ruthenium(II) complex useful for UV-induced, ring-opening metathesis
polymerization.

Reference:
1. Angew. Chem. Int. Ed., 2008, 47, 3267.

222 Visit strem.com for new product announcements.

 Metal Catalyts for Organic Synthesis including Organocatalysts - RUTHENIUM
44-7783 Tri(i-propoxy)phosphine(3-phenyl-1H- 50mg
inden-1-ylidene)[1,3-bis(2,4,6-trimethyl- 250mg
phenyl)-4,5-dihydroimidazol-2-ylidene] N N
ruthenium (II) dichloride, min. 95% cis-Caz-1
C45H57Cl2N2O3 PRu; FW: 876.89; brown pwdr.
(P(OiPr)3 Ph
Technical Note: Ru
1. Efficient catalyst for ring-closing metathesis.
Cl
Cl

X
R1 R2 cis-Caz-1 (0.1-0.02 mol%)
n
X toluene (0.5M), reflux
n (or neat), 120C

R1 R2

Ts
EtOOC COOEt EtOOC COOEt
N

15h, 0.02 mol% 15h, 0.05 mol% 15h, 0.05 mol%

84% 91% 93%
Ts Ts
EtOOC COOEt EtOOC COOEt
N N

15h, 0.075 mol% 8h, 0.1 mol% 8h, 0.1 mol% 24h, 0.5 mol%
>99% 94% 98% 74%
Reference:
1. Chem. Commun, 2010, 7115.
44-7870 Tris(acetonitrile)cyclopentadienylruthenium(II) 250mg
hexafluorophosphate, min. 98% [80049-61-2] 1g
C5H5Ru(CH3CN)3+PF6-; FW: 434.30; + 5g
yellow to orange pwdr.; m.p. 117-118 (dec.) Ru
air sensitive, (store cold) H3CCN NCCH3
NCCH3

Technical Notes:
1. Catalyst used for the coupling of allene with activated olefines to form 1,3-diene.
2. Catalyst used for the dimerization of propargyl alcohols.
3. Catalyst used in the Trost's ruthenium-catalyzed ene-yne cross-coupling reaction.
4. Catalyst for asymmetric cyclization of -hydroxy allyl alcohols to give -alkenyl
cyclic ethers.
5. Catalyst for synthesis of furans from bis(alkynes) and DMSO.

[email protected] [email protected] [email protected] [email protected] 223

 Metal Catalyts for Organic Synthesis including Organocatalysts - RUTHENIUM
44-7870 Tris(acetonitrile)cyclopentadienylruthenium(II) hexafluorophosphate, min. 98% [80049-61-2]
(cont.)

H H
C
HO OH
C Tech. Note (1)
C Me [Ru] 10% Me Me
+ + Ref. (1)
O 15% CeCl37H2O Me Me
HO DMF, 60 C
61% O O
Me

R O R Tech. Note (2)

[Ru]
HO C C C H R Ref. (2)
C R'
R' HO
R'
H

[Ru] 10% Ts N Tech. Note (3)

Ref. (3)
Ts N 0.2 M acetone
Me rt Me
Me

[Ru] 0.1% = L*
OH L* 0.1% O Cl Tech. Note (4)
Me Ref. (4)
OH DMA, 100 C N
H
90% yield
94% ee O

[Ru] (5 mol%) Ph
Ph DMSO
TsN TsN O Tech. Note (5)
Ph DMF, 140 C Ref. (5)
Ph
References:
1. J. Am. Chem. Soc., 2001, 123, 12466.
2. J. Am. Chem. Soc., 2001, 123, 8862.
3. J. Am. Chem. Soc., 2000, 122, 714.
4. Angew. Chem. Int. Ed., 2009, 48, 8948.
5. J. Am. Chem. Soc., 2012, 134, 7660.
44-7880 Tris(acetonitrile)pentamethylcyclopentadienyl- CH3 50mg
ruthenium(II) hexafluorophosphate, min. 98% 250mg
H3C CH3
[99604-67-8] 1g
[Ru(C10H15)(CH3CN)3]+PF6-; FW: 504.42;
yellow orange pwdr. H3C + CH3
Ru
air sensitive, (store cold) NCCH3
H3CCN
NCCH3
Technical Notes:
1. Useful catalyst for the hydrosilylation of internal and terminal alkynes. The reaction has also
been extended to intramolecular hydrosilylation.
2. Catalyst for the cycloisomerization of diynes.
3. Catalyst for synthesis of furans from bis(alkynes) and DMSO.

(EtO)3SiH
EtO2C EtO2C
catalyst Si(OEt)3 Ref. (1)

yield 99%
major/minor product 5:1

224 Visit strem.com for new product announcements.

 Metal Catalyts for Organic Synthesis including Organocatalysts - RUTHENIUM
44-7880 Tris(acetonitrile)pentamethylcyclopentadienylruthenium(II) hexafluorophosphate, min. 98%
(cont.) [99604-67-8]

OH (Me2HSi)2NH Si
O Ref. (2)
catalyst

yield 79% O

R
[CpRu] R Tech. Note (2)
X R' X Ref. (3)
n OH n
R''

R' R''

Ru catalyst (5 mol%)
DMSO
TsN TsN O Tech. Note (3)
THF, 70 C Ref. (4)

References:
1. J. Am. Chem. Soc., 2001, 123, 12726.
2. J. Am. Chem. Soc., 2003, 125, 30.
3. J. Am. Chem. Soc., 2005, 127, 4763.
4. J. Am. Chem. Soc., 2012, 134, 7660.
44-7890 Tris(acetonitrile)pentamethylcyclopentadienylruthenium(II) 250mg
trifluoromethanesulfonate, min. 98% [113860-02-9] 1g
[Ru(C10H15)(CH3CN)3]+CF3SO3-; FW: 508.52; orange pwdr.
air sensitive, (store cold)
Technical Note:
1. See 44-7870 (page 223).

Metal Catalyts for Organic Synthesis including Organocatalysts - SAMARIUM

62-3100 Samarium(II) iodide, 0.1M in THF [32248-43-4] 50ml
HAZ SmI2; FW: 404.21; liq. stabilized with Sm pwdr.; d. 0.922 g/ml 250ml
air sensitive, moisture sensitive
Note: Free rubber septum included.
Technical Note:
1. SmI2 has been used extensively in literature due to its large reduction potential. Known as a
single-electron transfer reagent.

SmI2 SmI2
R X R R SmI2 further chemistry

O SmI2 SmI2 SmI2 SmI2

O O
further chemistry
R1 R2 R1 R2 R1 R2

References:
1. Chem. Rev., 1996, 96, 307. (review)
2. Tetrahedron, 1998, 54, 3321.
3. Org. React., 1994, 46, 211.
4. Tetrahedron, 2003, 59, 10351. (review)
5. Chem. Rev., 2004, 104, 3371. (review)
6. Angew. Chem. Int. Ed., 2009, 48, 7140. (review)
7. Chem. Soc. Rev., 2004, 33, 599. (review)

[email protected] [email protected] [email protected] [email protected] 225

 Metal Catalyts for Organic Synthesis including Organocatalysts - SCANDIUM
21-2000 Scandium(III) trifluoromethanesulfonate, min. 98% 250mg
(Scandium triflate) [144026-79-9] 1g
Sc(SO3CF3)3; FW: 492.17; white pwdr. 5g
hygroscopic
Technical Note:
1. Water tolerant Lewis acid.
2. Commonly used in a range of Lewis acid catalyzed reactions.
3. Efficient metal source for Lewis acid catalyzed asymmetric reactions.
4. Catalyzes Friedel-Crafts alkylation, acylation and related reactions.
5. Catalyzes various domino- and multi-component processes.
Aldol-type reactions
OSiMe3 OH O
O
Sc(OTf)3
Ph
Ph H DCM, rt

Michael Reactions
O OSiMe3 Sc(OTf)3 O R2 O
R3
R1 R2 R5 DCM, rt R1 R5
R3 R4
R4
Hydride transfer
MeO2C CO2Me
Sc(OTf)3 CO2Me
R1 CO2Me
R1 DCM, 80oC
O R
O R
Enantioselective Aldol
O O
HO R1 O
MeO Sc(OTf)3, L*
R1 OR2 MeO
OR2
O N2 DCM, 30 oC
O N2
Enantioselective Mannich
OH
O OH OSiMe3 Sc(OTf)3, L*
R H NH O
OnBu DCM, 4A MS
NH2
40 oC R OnBu
Enantioselective Ene Reaction

Me O Sc(OTf)3, L*
H OH
N H
Ph H Ph N
Ph Ph
Friedel-Crafts O O
Me O Me
Sc(OTf)3
Me
LiClO4
Me Me
Multi-component
R2 O
OSiMe3 SbCl5-Sc(OTf)3
O R1
SEt
SEt R4N CHR3 Sc(OTf)3
EtS R2
R1 DCM, -78 oC O N R3
R4
Domino reactions
X X
Sc(OTf)3

DCE, 60 oC
Me
TsO
Me

226 Visit strem.com for new product announcements.

 Metal Catalyts for Organic Synthesis including Organocatalysts - SCANDIUM
21-2000 Scandium(III) trifluoromethanesulfonate, min. 98% (Scandium triflate) [144026-79-9]
(cont.)
References:
1. Synlett, 1993, 7, 472.
2. Synlett, 1994, 9, 689.
3. Org. Lett., 2009, 11, 2972.
4. Chem. Comm., 2009, 7297.
5. Chem. Eur. J., 2009, 15, 5884.
6. J. Am. Chem. Soc., 2005, 127, 8006.
7. Chem. Comm., 1996, 183.
8. Tetrahedron Lett., 1997, 38, 4819.
9. Angew. Chemie. Int. Ed., 2009, 48, 7857.
21-2004 Scandium(III) trifluoromethanesulfonate (Scandium triflate), 500mg
Microencapsulated in a Styrene Polymer [~13% Sc(SO3CF3)3]
Sc(SO3CF3)3; white solid
Technical Note:
1. Microencapsulated Scandium triflate is a useful Lewis acid catalyst which can be applied to various
synthetic procedures such as the aldol, Michael, alkylation, Friedel-Crafts acylation, Mannich and Strecher
type reactions. The encapsulated Sc(SO3CF3)3 has a higher activity than the free monomer, can easily be
separated from the reaction mixture, and is reusable.
Imino Aldol Reaction (Flow System)
Ph Ph
N OSiMe3 MC Sc(OTf)3 NH O
+
Ph H Ph CH3CN, rt, 3h Ph Ph

Quinoline Synthesis (Flow System)

H
O
MC Sc(OTf)3
+ PhCHO + PhNH2 H
O CH3CN, rt, 3h N Ph
H
Friedel-Crafts Acylation (Batch System)

O
MC Sc(OTf)3
OMe + Ac2O
CH3NO2, LiClO4,
50o C, 6h MeO
References:
1. J. Am. Chem. Soc., 1998, 120, 2985.
2. Eur. J. Org. Chem., 1999, 15.

Metal Catalyts for Organic Synthesis including Organocatalysts - SILICON

14-1815 (4S,5S)-2-Allyl-2-chloro-3,4-dimethyl-5-phenyl- 1g
1-oxa-3-aza-2-silacyclopentane, min. 98% 5g
(~2:1 mixture of diastereomers) [447440-43-9]
C13H18ClNOSi; FW: 267.83; colorless oil O
moisture sensitive, (store cold) Si
Note: Patent WO 03/074534, WO 06/062901.
N Cl
Technical Note: H3 C
1. Useful reagent for enantioselective arylation and allylation reactions. CH3
See www.strem.com for specific reactions and references.
14-1810 (4S,5S)-2-Chloro-3,4-dimethyl-2,5-diphenyl-1- 1g
oxa-3-aza-2-silacyclopentane, min. 98% 5g
(~2:1 mixture of diastereomers) [680592-40-9]
C16H18ClNOSi; FW: 303.86; colorless oil O
moisture sensitive, (store cold) Si
Note: Patent WO 03/074534, WO 06/062901. Cl
N
H3 C
CH3

[email protected] [email protected] [email protected] [email protected] 227

 Metal Catalyts for Organic Synthesis including Organocatalysts - SILICON
14-1810 (4S,5S)-2-Chloro-3,4-dimethyl-2,5-diphenyl-1-oxa-3-aza-2-silacyclopentane, min. 98%
(cont.) (~2:1 mixture of diastereomers) [680592-40-9]
Technical Notes:
1. Reagent used in the enantioselective Friedel-Crafts alkylations with benzoylhydrazones.
2. Reagent used in highly enantioselective [3+2] acylhydrazone-enol ether cycloadditions.
ROOC NHNHBz

Ph NHBz
O Ph N PhNMe2 Tech. Note (1)
Si + Ref. (1)

N Cl ROOC H
Me
Me
NMe2 O

Ph NHBz H Ph
O Ph N 1.5 equiv. N N
Si + + O-t-Bu
N Cl R Ot-Bu
Me R H 3.0 equiv. Toluene, 23oC, 24 h
Me
Tech. Note (2)
Ref. (2)
References:
1. J. Am. Chem. Soc., 2005, 127, 2858.
2. J. Am. Chem. Soc., 2005, 127, 9974.
14-1880 (1R,2R)-[1,2-Cyclohexanediamino-N,N'-bis(4-bromobenzyl) Br 250mg
allylchlorosilane, min. 98% [546084-25-7] 1g
C23H27Br2ClN2Si; FW: 554.82; white solid
moisture sensitive, (store cold) N
Note: Patent WO 3/074534, WO 06/062901.
Si
Technical Note: Cl
1. Useful reagent for enantioselective arylation N
and allylation reactions. See www.strem.com
for specific reactions and references.
Br

Metal Catalyts for Organic Synthesis including Organocatalysts - SODIUM

11-1007 Sodium oxide/sodium on alumina, Olefin Isomerization Catalyst 10g
HAZ (Na2O 11.5-13.5%, Na 1.8-3.0%) 50g
Na2O/Na; white solid
moisture sensitive

R4 R4
Na2O/Al2O3 Catalyst
(CH2)n (CH2)n

C C R3 C C R3

R1 R2 R1 R2
Catalyst benefits:
Very active and highly selective olefin isomerization catalyst
Highly resistant to catalyst poisons (tetrahydroindene, cyclopentadiene, etc.)

Uses:
Diene monomer in the production of EPDM rubber.
Scent carrier for flavors and fragrances.

Metal Catalyts for Organic Synthesis including Organocatalysts - SULFUR

07-0215 (2S)-(-)-2-{[[[3,5-Bis(tifluoromethyl)phenyl]amino]thioxomethyl]amino}-N-(diphenylmethyl)-
N,3,3-trimethylbutanamide, 95%
SEE NITROGEN SECTION (page 73)
228 Visit strem.com for new product announcements.
 Metal Catalyts for Organic Synthesis including Organocatalysts - SULFUR
07-0283 1-[3,5-Bis(trifluoromethyl)phenyl]-3-[(1R,2R)-(-)-2-(dimethylamino)cyclohexyl]thiourea
(R,R-TUC)
SEE NITROGEN SECTION (page 74)
07-0284 1-[3,5-Bis(trifluoromethyl)phenyl]-3-[(1S,2S)-(+)-2-(dimethylamino)cyclohexyl]thiourea
(S,S-TUC)
SEE NITROGEN SECTION (page 75)
16-0760 Phenyl sulfonic acid ethyl sulfide Silica S 10g
(PhosphonicS SPhSA) 50g
white to cream solid; S.A. 380 m2/g
Note: Sold in collaboration with SO3H
PhosphonicS Ltd. for research purposes only.
Also see 15-0011 (Visit strem.com).
Particle size range: 315-700 microns
Average pore size: 60
Functional group loading : 0.5 to 0.8 mmol/g

Technical Note:
1. Applications include esterification, trans-esterification, hydrolysis, rearrangements,
dehydration, protection and de-protection, cyclizations, etherifications. At the end of the
reaction the solid silica catalyst can simply be filtered from the reaction mixture and reused.

Reference:
1. Manufacturing Chemist, 2007, July/August Ed., 27.
16-2230 3,4,5-Trimethylthiazolium iodide, 99% [62993-85-5] H3C CH3 1g
C6H10INS; FW: 255.12; white solid 5g
+
N I-
moisture sensitive
Technical Notes:
1. Reagent used for the synthesis of highly substituted 4-aminofurans. H3 C S
2. N-Heterocyclic carbene precursor used for the catalytic hydroacylation
of activated ketones.
3. N-Heterocyclic carbene precursor used for the catalytic addition of acylsilanes.

COOCH3
S H3C(H)N COOCH3 Tech. Note (1)
H 3C
C Ref. (1)
+ + ArCHO
N+ C
H3 C CH3 Ar O COOCH3
COOCH3

O O O
10 mole% "carbene" H Tech. Note (2)
+ R O Ref. (2)
OMe
R H Ph DBU, CH2Cl2 OMe

O O Ph
Ph O
O O 1. 30 mole% "carbene", DBU O Tech. Note (3)
i-PrOH, THF, 70C
Ref. (3)
+
Ph Si(CH3)3 Ph Ph 2. H2O
Ph Ph

References:
1. J. Org. Chem., 2005, 70, 8919.
2. J. Am. Chem. Soc., 2006, 128, 4558.
3. J. Org. Chem., 2006, 71, 5715.

[email protected] [email protected] [email protected] [email protected] 229

 Metal Catalyts for Organic Synthesis including Organocatalysts - TITANIUM
22-0180 Bis(cyclopentadienyl)dicarbonyl titanium(II), min. 98% 1g
amp [12129-51-0] 5g
HAZ (C5H5)2Ti(CO)2; FW: 234.09; red xtl. CO
air sensitive Ti
Technical Note: CO
1. Catalyst for the Pauson-Khand like conversion of enynes to
cyclopentenones.
R
R 5-20 mol% Cp2Ti(CO)2
X X O
toluene, 90 C, 18 psig CO

References:
1. J. Am. Chem. Soc., 1996, 118, 9450.
2. Encyclopedia of Reagents for Organic Synthesis, 1995, Vol. 3, 1632.
22-0200 Bis(cyclopentadienyl)titanium dichloride, 99+% 25g
(Titanocene dichloride) [1271-19-8] 100g
(C5H5)2TiCl2; FW: 249.00; red xtl.; m.p. 289-291 Cl
air sensitive, moisture sensitive Ti
Technical Notes: Cl
1. Precatalyst for reduction of esters and ,-unsaturated ketones.
2. Catalyzes reductive deoxygenation of alcohols and hydroxylamines.
3. Catalyst for the radical cyclization of epoxides.
4. Reagent for the conversion of enynes to bicyclic cyclopentenones.
5. Catalyzes silylation of alkenes and alkynes.

Cp2TiCl2
RCO2R' RCH2OH Tech. Note (1)
BuLi, PHMS Ref. (1)
THF, -78 oC
O O
Cp2TiCl2
Tech. Note (1)
R1 R2 Zn, NEt3 R1 R2 Ref. (2)

OH Cp2TiCl2
Tech. Note (2)
Mn, THF Ref. (3)

OH H
N R2 Cp2TiCl2 N R2
R1 R1 Tech. Note (2)
Zn, THF Ref. (4)
O MeOH O

Me
OAc Me Tech. Note (3)
Cp2TiCl2 Ref. (5)
Me
Me3SiCl
Me Mn, THF HO
O
Me Me
OH
O Me Tech. Note (3)
Cp2TiCl2 Ref. (6)
Me
Mn, THF
N N
Cbz
Cbz

Me Me
CO2tBu
Cp2TiCl2 CO2tBu Tech. Note (4)
CO2tBu O Ref. (7)
Me3SiCN CO2tBu

230 Visit strem.com for new product announcements.

 Metal Catalyts for Organic Synthesis including Organocatalysts - TITANIUM
22-0200 Bis(cyclopentadienyl)titanium dichloride, 99+% (Titanocene dichloride) [1271-19-8]
(cont.)

Cp2TiCl2 SiHPh2 Tech. Note (5)

Et Et Et Ref. (8)
nBuLi, THF
Et
References:
1. J. Org. Chem., 1994, 59, 4323.
2. Org. Lett., 2010, 12, 44.
3. J. Am. Chem. Soc., 2010, 132, 254.
4. J. Org. Chem., 2009, 74, 448.
5. J. Am. Chem. Soc., 2005, 127, 14911.
6. Org. Lett., 2008, 10, 4383.
7. J. Am. Chem. Soc., 1994, 116, 8593.
8. Org. Lett., 2003, 5, 3479.
22-0761 (4R,5R)-(-)-2,2-Dimethyl-,,','-tetra(1-naphthyl)- 250mg
1,3-dioxolane-4,5-dimethanolatotitanium(IV) 1g
dichloride acetonitrile adduct [197389-47-2]
[C47H36O4]TiCl2CH3CN; FW: 783.58 (824.63); C
O
yellow pwdr. H3 C O Cl
Ti
air sensitive, moisture sensitive H3 C O Cl
O C

Technical Note:
1. See 22-0780 (page 231).
22-0780 (4R,5R)-(-)-2,2-Dimethyl--,,','-tetraphenyl- 250mg
1,3-dioxolane-4,5-dimethanolato[1,2-bis 1g
(dimethoxy)ethane]titanium(IV) dichloride C CH3
O Cl
acetonitrile adduct [328123-04-2] H 3C O O
[C31H28O4][C4H10O2]TiCl2CH3CN; Ti
H 3C O Cl O
FW: 673.45 (714.50); white xtl. O C CH3
air sensitive, moisture sensitive
Technical Notes:
1. Catalyst used in the enantioselective fluorination of -ketoesters.
2. Versatile catalyst used in the enantioselective 1,2 and 1,4 additions to carbonyl compounds, transfer of
allyl groups to aldehydes, cycloadditions and others. See reference (2).

CH2Cl cat. CH2Cl

N O O (5 mol%) N O O
2BF4- + Ph 2BF4- + Tech. Note (1)
OEt Ph OEt Ref. (1)
N MeCN N F CH3
CH3 RT
F H

References:
1. Angew. Chem. Int. Ed., 2000, 39, 4359.
2. Angew. Chem. Int. Ed., 2001, 40, 92-138. (review article)

[email protected] [email protected] [email protected] [email protected] 231

 Metal Catalyts for Organic Synthesis including Organocatalysts - TITANIUM
93-2216 Titanium(IV) i-propoxide, min. 98% [546-68-9] 250g
HAZ Ti[OCH(CH3)2]4; FW: 284.25; colorless to pale yellow liq.; m.p. 20; 1kg
b.p. 58/1 mm; f.p. 81F; d. 0.9550
moisture sensitive
Note: Available prepacked in ALD cylinder- see 98-4030.
Technical Notes:
1. Catalyst for the synthesis of acyclic epoxy alcohols and allylic epoxy alcohols.
2. Useful for diastereoselective reduction of alpha-fluoroketones.
3. Catalyzes the asymmetric allylation of ketones.
4. Reagent for the synthesis of cyclopropylamines from aryl and alkenyl nitriles.
5. Useful for racemic and/or enantioselective addition of nucleophiles to aldehydes,6 ketones,7 and
imines.8
6. Catalytic intramolecular formal [3+2] cycloaddition.
7. Catalyst for the synthesis of cyclopropanols from esters and organomagnesium reagents.
O OH
(-)-MIB, Ti(OiPr)4, O2 Me
H + ZnEt2 Tech. Note (1)
O Ref. (1)
Me Me
O OH
Me LiBH4, Ti(OiPr)4 Me Tech. Note (2)
Ref. (2)
F F

O HO
Me Sn BINOL, Ti(OiPr)4 Me Tech. Note (3)
Me + 4 Me Ref. (3)

N
MeO EtMgBr, Ti(OiPr)4 MeO
NH2 Tech. Note (4)
Ref. (4)

O Ti(OiPr)4, L OH
+ AlAr3(THF) Tech. Note (5)
R H R Ar Ref. (5)

CO2Me
MeO2C
H
PR3, Ti
BocO X Tech. Note (6)
X
MeO2C Ref. (9)
H
CO2Me

O EtMgBr, Ti(OiPr)4
Tech. Note (7)
OMe OH Ref. (10)

References:
1. J. Am. Chem. Soc., 2005, 127, 14668.
2. J. Am. Chem. Soc., 2005, 127, 11896.
3. J. Am. Chem. Soc., 2004, 126, 12580.
4. J. Org. Chem., 2003, 68, 7133.
5. J. Am. Chem. Soc., 2006, 128, 14808.
6. Org. Lett., 2009, 11, 5578.
7. Org. Lett., 2009, 11, 499.
8. Org. Lett., 2009, 11, 4596.
9. J. Org. Chem., 2009, 74, 3394.
10. Synthesis, 1991, 234.

232 Visit strem.com for new product announcements.

 Metal Catalyts for Organic Synthesis including Organocatalysts - TUNGSTEN
74-1800 Tris(t-butoxy)(2,2-dimethylpropylidyne) (CH3)3CO 100mg
amp tungsten(VI), 98% 500mg
(CH3)3CO W C C(CH3)3
Schrock Alkyne Metathesis Catalyst
[78234-36-3] (CH3)3CO
(C4H9O)3WCC(CH3)3; FW: 472.31;
off-white to tan pwdr.
air sensitive, moisture sensitive, (store cold)
Technical Notes:
1. A well-defined tungsten-based alkyne metathesis catalyst first prepared by Professor Richard Schrock.
The catalyst has been used to prepare a variety of products through alkyne metathesis, including natural
products that contain large rings.
2. Catalyst for living polymerization of strained alkynes.

O
RO O
RO Tungsten complex
O
78%

OR O OR O
Ref. (3)
OO
RO
1. Ac2O, H+
2. deprotection O
OR

Ciltreofuran
References:
1. Acc. Chem. Res., 1986, 19, 342. (review article)
2. Angew. Chem. Int. Ed., 2000, 39, 3012. (review article)
3. J. Org. Chem., 2003, 68, 1521.
4. Angew. Chem., Int. Ed., 2010, 49, 7257.

Metal Catalyts for Organic Synthesis including Organocatalysts - VANADIUM

96-6770 PhosphonicS Metal Oxidation Catalyst Kit
See (page 271).
23-2250 Vanadium(III) acetylacetonate, 98% [13476-99-8] 25g
HAZ V(CH3COCHCOCH3)3; FW: 348.27; brown xtl.; m.p. 178; 100g
b.p. subl. (170/0.05mm)
air sensitive, moisture sensitive
23-2202 Vanadium(IV) bis(acetylacetonato)oxide, 98% 50g
(Vanadyl acetylacetonate) [3153-26-2] 250g
VO(C5H7O2)2; FW: 265.16; bluish green pwdr.; m.p. 250 dec.
Technical Notes:
1. Catalyst for the hydroxyl-directed epoxidation of olefins.
2. Catalyst for the asymmetric oxidation of disulfides.
3. Catalyst for the Mannich reaction.
4. Catalyst for sulfoxidation of alkanes.

Me Me VO(acac)2 Me Me Me
+
Me OH tBuOOH Me OH Me OH
O O
Tech. Note (1)
O O 49:1
O Me
OH VO(acac)2
O N O
R tBuOOH Tech. Note (1)
HO R
Me Me Me Ref. (2)
OH
Ph R1 R1

VO(acac)2 O
Me Me
Me S S Me Me S S Me Tech. Note (2)
L*, H2O2 Ref. (3)
Me
Me Me Me Me Me 91%ee

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 Metal Catalyts for Organic Synthesis including Organocatalysts - VANADIUM
23-2202 Vanadium(IV) bis(acetylacetonato)oxide, 98% (Vanadyl acetylacetonate) [3153-26-2]
(cont.)

R1 VO(acac)2 R
R OH Tech. Note (3)
R2 N OH
DCM, reflux Ref. (4)
OH R1
R3 R3 N
R2

O N
VO(acac)2 Ph Tech. Note (3)
N Me R O Ref. (5)
Ph tBuOOH
R

VO(acac)2 SO3H Tech. Note (4)

Ref. (6,7)
SO2/O2

References:
1. Chem. Rev., 1993, 93, 1307.
2. Org. Lett., 2009, 11, 2896.
3. J. Am. Chem. Soc., 1998, 120, 8011.
4. Org. Lett., 2002, 4, 463.
5. Chem. Comm., 2009, 3169.
6. J. Am. Chem. Soc., 2000, 122, 7390.
7. J. Am. Chem. Soc., 2001, 123, 1545.
23-4350 Vanadium(III) chloride tetrahydrofuran adduct [19559-06-9] 5g
HAZ VCl3(C4H8O)2-3; FW: 157.30; red xtl. 25g
moisture sensitive, (store cold)
Technical Note:
1. Catalyst used for oxidation of a wide variety allylic alcohols.
R OH
R OH O
V catalyst
R1 R3
R1 R3 t-BuOOH
R2
R2
Reference:
1. Tetrahedron Lett., 2004, 45, 4465.
23-4380 Vanadyl(II) ethyl/butyl phosphonate Silica O 5g
O
(PhosphonicS POVO) P 25g
blue-green solid; S.A. >350 m2/g VO(II)
Note: Sold in collaboration with PhosphonicS O
Ltd. for research purposes only.
PhosphonicS Metal Oxidation Catalyst Kit component.
See (page 271).
Particle size range: 70-200 microns
Average pore size: 60
Effective loadings: 0.3 to 0.5 mmol/g

Technical Note:
1. Catalyst used for oxidation of a wide variety allylic alcohols.
R OH
R OH O
VO catalyst
R1 R3
R1 R3 t-BuOOH
R2
R2
Reference:
1. Tetrahedron Lett., 2004, 45, 4465.
234 Visit strem.com for new product announcements.
 Metal Catalyts for Organic Synthesis including Organocatalysts - YTTRIUM
03-2010 Lithium tris(S-(-)-1,1'-binaphthyl-2,2'-diolato)yttrate(III) tetrahydrofuran adduct, min. 97%
SEE LITHIUM SECTION (page 58)
39-1500 Tris[N,N-bis(trimethylsilyl)amide]yttrium(III), min. 98% (99.9%-Y) 1g
amp (REO) [41836-28-6] 5g
{[(CH3)3Si]2N}3Y; FW: 570.06; white to off-white pwdr.; m.p. 180-184; 25g
b.p. subl. 105/10-4mm
air sensitive, moisture sensitive
Note: Available prepacked in ALD cylinder- see 98-4018.
Technical Note:
1. Catalyst used in intramolecular, alkene hydroaminations.

Y[N(TMS)2]3 Y[N(TMS)2]3
(2.7 mol%) 70oC, 18 h N Tech. Note (1)
NH2 HN
C6D6 CH3 91% H3C CH3 Ref. (1)
10oC, 18 h cis/trans
81% 1/13

References:
1. Tetrahedron Lett., 2001, 42, 2933.
2. Org. Lett., 2005, 7, 1737.

Metal Catalyts for Organic Synthesis including Organocatalysts - ZINC

30-4050 Oxo[hexa(trifluoroacetato)]tetrazinc F3C CF3 5g
O O
trifluoroacetic acid adduct ZnTAC24 Zn 25g
[1299489-47-6] O O O
Zn4(CF3COO)6(O)(CF3COOH)x; FW: 955.65;
white solid Zn O Zn
F3 C
moisture sensitive O O
Note: Manufactured under license of Takasago O O
O
patent. Zn CF3
F3C O O
Technical Notes: CF3
1. Zinc-catalyzed transesterification of various methyl esters under mild conditions
2. Zinc-catalyzed acylation of alcohols in the presence of amines
3. Zinc-catalyzed cycloizomerization. Synthesis of substituted furanes and furopyrimidine
nucleosides
Zn-Cluster
O (1.25 mol%) O
H H Tech. Note (1)
N + HO N Ref. (1)
Cbz OMe PhCl Cbz O
reflux, 18h 99%

Zn-Cluster
(1.25 mol%) Tech. Note (2)
H2N OH + PhCOOMe H2N OCOPh Ref. (2)
PhCl
reflux, 24h

H
O N O O N O
Zn-Cluster
(3.0 mol%) R
N O N O Tech. Note (3)
DCE Ref. (3)
R OAc reflux, 30h OAc
99%
OAc OAc

References:
1. J.Org. Chem., 2008, 73, 5147.
2. J. Am. Chem. Soc., 2008, 130, 2944.
3. J.Org. Chem., 2008, 73, 5881.

[email protected] [email protected] [email protected] [email protected] 235

 Metal Catalyts for Organic Synthesis including Organocatalysts - ZINC
30-1350 Zinc bis(trifluoromethylsulfonyl)imide, min. 97% [168106-25-0] 1g
Zn[(CF3SO2)2N]2; FW: 625.69; white pwdr. 5g
hygroscopic
Technical Notes:
1. Useful catalyst for the Diels-Alder reaction.
2. Excellent catalyst for the Friedel-Crafts acylations in ionic liquids, or solvent free.
3. Active catalyst for the ring-opening of cyclopropanes.
4. Used in the asymmetric Friedel-Crafts reaction of pyrroles and acrylates

O O
Zn(NTf2)2
+ (1 mol %) +
Me
CH2Cl2, 20C
Me
Tech. Note (1)
O Me Ref. (1)
>95% yield
endo:exo = 16:1

O
+ PhCO2H Zn(NTf2)2 (10 mol %)
140C Ph
40%

OMe Tech. Note (2)

OMe
OAc Zn(NTf2)2 Ref. (2)
+ (3 mol %)
neat, 100C 93%
ortho:para = 1:2.8

MeO2C CO2Me
R2
CO2Me Zn(NTf2)2
+ (10 mol %)
CO2Me Ph N
H reflux, benzene R1 N R2
R1
Tech. Note (3)
Ref. (3)
59-99% Ph

R2

O O R1 Zn(NTf2)2 (20 mol%) R1 N

(R,R)-Ph-dbfox (22 mol %) O O Tech. Note (4)
N
R2 * Ref. (4)
O N CF3 4 A MS, CH2Cl2
O N CF3
90-99%

75-99% ee
References:
1. Chem. Lett., 1995, 24, 307.
2. Chem. Commun., 2004, 1368.
3. Org. Lett., 2009, 11, 3770.
4. Org. Lett. 2010, 12, 1136.
30-2700 Zinc oxide, catalyst (85-95% ZnO, 3-7% Al2O3, 0.5-3% CaO) 100g
[1314-13-2] 500g
ZnO; FW: 81.37; 3/16'' extrusions; S.A. ~35 m2/g

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 Metal Catalyts for Organic Synthesis including Organocatalysts - ZINC
30-4000 Zinc trifluoromethanesulfonate, min. 98% (Zinc triflate) 5g
HAZ [54010-75-2] 25g
Zn(SO3CF3)2; FW: 363.54; white pwdr.
hygroscopic
Technical Notes:
1. Catalyst for the addition of acetylenes to carbonyls and nitrones.
2. Claisen rearrangement.
3. Catalyst for the enantioselective Henry and Aza-Henry reactions.
4. Pd-catalyzed hydroalkylation of styrenes with zinc reagents.

O OH
Zn(OTf)2
H + H Ph Tech. Note (1)
(+)-N-methyl ephedrine Ph Ref. (1,2)

HO Bn
O Bn N
N Zn(OTf)2, NEt3
+ H Ph Tech. Note (1)
Ph Ref. (1,2)
Ph

Me R1 NR22
Zn(OTf)2 Tech. Note (2)
R 1
NR22 + Ref. (3)
CO2Bn
Me CO2Bn

X Zn(OTf)2 X
+ CH3NO2
NO2
Tech. Note (3)
R (+)-N-methyl ephedrine R Ref. (4,5)

H
Pd
+ BrZn Tech. Note (4)
Ar Zn(OTf)2 Ref. (6)
Ar

References:
1. Acc. Chem. Res., 2000, 33, 373.
2. J. Am. Chem. Soc., 2001, 123, 9472.
3. J. Am. Chem. Soc., 2002, 124, 13646.
4. Angew. Chem. Int. Ed., 2005, 44, 3881.
5. Angew. Chem. Int. Ed., 2006, 45, 117.
6. J. Am. Chem. Soc., 2009, 131, 18042.

[email protected] [email protected] [email protected] [email protected] 237

 Metal Catalyts for Organic Synthesis including Organocatalysts - ZIRCONIUM
40-1040 Bis(cyclopentadienyl)zirconium chloride hydride 1g
(Schwartz's Reagent), 95% [37342-97-5] 5g
(C5H5)2ZrClH; FW: 257.87; off-white pwdr.; m.p. > 300 Cl 25g
moisture sensitive, light sensitive Zr
Technical Notes: H
1. Reagent for the hydrozirconation of olefins.
2. Reagent for the hydrozirconation of alkynes.
3. Catalyst for the hydroboration of olefins.
4. Mediates the reduction of tertiary amides to aldehydes, without reduction of cyano, nitro, ester, or
,-unsaturated groups.
5. Catalyst for the asymmetric vinylation and dienylation of ketones.
6. Useful reagent for dimethylzinc mediated additions alkenylzirconocenes to aldimines.
7. Useful reagent for the synthesis of oxidized amides from nitriles.
8. Reagent for the hydrozirconation of propargylic alcohols.

Cl
Cp2Zr
Tech. Note (1)

n-Bu H n-Bu H
n-Bu H + Tech. Note (2)
H Zr(Cl)Cp2 Cp2(Cl)Zr H

>98:2

Me
Me O Me Me Tech. Note (3)
n-Bu + B H O Ref. (5)
Me Me
O B
Me Me O n-Bu

O O
Cp2ZrHCl Tech. Note (4)
R'
R N THF R H Ref. (9)
R''

1) Cp2ZrHCl, Me2Zn Me OH
Bu
i Ph Bu
2) Ti(O Pr)4, ZnMe2, L
O Tech. Note (5)
Ref. (10)
Ph Me L=

O2S NH HN SO2
Me Me

Me Me
OH HO

1) Cp2ZrHCl
2) Me2Zn NHP(O)Ph2
Bu Tech. Note (6)
3) NP(O)Ph2 Ph Bu Ref. (11)
Ph H

1) Cp2ZrHCl
2) i-PrC(O)Cl O OMe
N
C 3) MeOH Tech. Note (7)
N
H Ref. (12)

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 Metal Catalyts for Organic Synthesis including Organocatalysts - ZIRCONIUM
40-1040 Bis(cyclopentadienyl)zirconium chloride hydride
(cont.) (Schwartz's Reagent), 95% [37342-97-5]

OH 1) MeLi, Cp2ZrH(Cl), ZnCl2 OH Tech. Note (8)

I Ref. (13)
N 2) I2 N
Me Me

References:
1. Comprehensive Organic Synthesis, 1991, Vol. 8, Chapter 3.9, 667.
2. Organic Syntheses, 1992, 71, 77.
3. Synthesis, 1988, 1.
4. Synthesis, 1993, 537.
5. J. Am. Chem. Soc., 1996, 118, 909.
6. Tetrahedron, 1996, 52, 12853.
7. Encyclopedia of Reagents for Organic Synthesis, 1995, Vol. 2, 1082.
8. Tetrahedron, 1998, 54, 753.
9. J. Am. Chem. Soc., 2007, 129, 3408.
10. J. Am. Chem. Soc., 2005, 127, 8355.
11. J. Am. Chem. Soc., 2003, 125, 761.
12. Org. Lett., 2007, 9, 5385.
13. J. Am. Chem. Soc., 2007, 129, 12088.
93-4002 Bis(cyclopentadienyl)zirconium dichloride, 99% 5g
(Zirconocene dichloride) [1291-32-3] 25g
(C5H5)2ZrCl2; FW: 292.32; white to off-white pwdr. Cl 100g
moisture sensitive Zr
Cl

Technical Notes:
1, Reagent for the conversion of enynes to bicyclic cyclopentenones.
2. Precursor for the cyclization of dienes to cyclopentane and cyclohexane derivatives.
3. Precatalyst for the alkylation of olefins.
4. Precursor to zirconocene complexes of unsaturated organic molecules.
5. Catalyst for the coupling of alkoxymethyl-substituted styrene derivatives.
6. Reagent for the carboalumination-Claisen rearrangement-carbonyl addition cascade reaction.
7. Useful for the preparation of vinyl allenes.
8. Reagent for the alkynylation of epoxides.
9. Catalyst for the formation of carbocycles from cyclic enol ether.
SiMe3 Me
SiMe3 Me H
Me
O Me Tech. Note (1)
Me Me CO2H
Me Ref. (1)
RO RO H
HO H
Pentalenic Acid

R MgX H3O+ Me
R R Tech. Note (2)
R R MgX Ref. (2,3)
R
Me

OH OH OH
Tech. Note (3)
95:5 (diastereomeric ratio) Ref. (4,5)

Me

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 Metal Catalyts for Organic Synthesis including Organocatalysts - ZIRCONIUM
93-4002 Bis(cyclopentadienyl)zirconium dichloride, 99% (Zirconocene dichloride) [1291-32-3]
(cont.)

MeO MeO MeO Me

ZrCp2
MeO MeO MeO Me
Tech. Note (4)
OH OH Ref. (9)
isogalbulin
OMe
Cp2ZrCl2 (5 mol%) OMe
n-C8H17OTs (1 eq.) n-C8H17
n-BuMgCl (2 eq.) Tech. Note (4)
Ref. (10)
55 C

Me Me Me Me
Cp2ZrCl2, n-BuMgCl Tech. Note (5)
OMe
+ Ph Ref. (11)
THF, rt Ph
Me

1) AlMe3, H2O, Cp2ZrCl2

Ph OH Me
2) Ph Tech. Note (6)
Bu O Ref. (12)
Bu
-78 C to rt, 10 min

O H
Bu PPh2 PPh2 1) n-BuLi, Et2O, -78 C
1) Cp2ZrCl2, n-BuMgCl 2) PhCHO, -78 C, 1 h Bu
+ Bu Ph
I Tech. Note (7)
THF, -78 C to 0 C 3) t-BuOK, rt, 0.5 h
Et Et Ref. (13)
2) I2, rt, 1 h Et Et
3) HCl (aq) Et Et

OH
O Ag CO2Me
Ph Tech. Note (8)
Cp2ZrCl2 Ref. (14)
Ph CO2Me
cat. AgOTf

H
1) Cp2ZrCl2 (15 mol%), PPh3 (30 mol%), Tech. Note (9)
PrMgCl (3 equiv) Ref. (15)
O
2) H2O
HO
References:
1. J. Am. Chem. Soc., 1989, 111, 3336.
2. Tetrahedron Lett., 1992, 33, 7735.
3. J. Am. Chem. Soc., 1991, 113, 6268.
4. J. Am. Chem. Soc., 1992, 114, 6692.
5. J. Am. Chem. Soc., 1993, 115, 6614.
6. Encyclopedia of Reagents for Organic Synthesis, 1995, Vol. 3, 1667.
7. Science, 1993, 261, 1696.
8. Acc. Chem. Res., 1994, 27, 124. (review)
9. J. Org. Chem., 2000, 65, 3236.
10. J. Am. Chem. Soc., 2000, 122, 5977.
11. J. Org. Chem., 2005, 70, 4354.
12. J. Org. Chem., 2005, 70, 8096.
13. J. Org. Chem., 2005, 70, 8785.
14. J. Org. Chem., 2008, 73, 1093.
15. Org. Lett., 2007, 9, 3081.

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 Metal Catalyts for Organic Synthesis including Organocatalysts - ZIRCONIUM
40-1056 (+)-Bis[1-{(1'R,2'R,5'R)-2'-i-propyl-5'-methylcyclohexyl}indenyl] 100mg
zirconium(IV) dichloride [148347-90-4] 500mg
(C19H25)2ZrCl2; FW: 668.93; orange pwdr.; []D +71 (c 0.28, toluene)
moisture sensitive
Technical Notes:
1. Catalyst used for the enantioselective carboalumination of unactivated alkenes.
2. Catalyst used for the enantioselective synthesis of methyl-substituted alkanols and their derivatives.
3. Reagent for the synthesis of reduced polypropionates via one pot Zr-catalyzed asymmetric
carboalumination Pd-catalyzed cross-coupling tandem process.
4. Catalyst used for the asymmetric carboalumination of internally hydroxylated terminal alkenes.

AlMe3 (1 equiv) Me
Tech. Note (1)
R AlMe2
cat. (1-8 mol%) R Ref. (1)

cat. Al(i-Bu)2
H3O+ Me
Al(i-Bu)2 +
R Z Z Z
n CH2Cl2 R n R n
isobutylaluminoxane
Tech. Note (2)
Ref. (2)

Me 1) Zn(OTf)2, t-Bu2AlH
AlMe3, (-)-(NMI)2ZrCl2 DMF, 70 C, 2 h Me
Hex AlMe2
Hex Hex
CH2Cl2, rt, 16 h 2) PdCl2(DPEPhos)
THF, rt, 16h Tech. Note (3)
Br Ref. (3)

1) AlMe3, (-)-(NMI)2ZrCl2 Tech. Note (4)

OH
OH Ref. (4)
2) O2 OH
diastereomeric ratio 7.7/1
References:
1. Pure Appl. Chem., 2002, 74(1), 151.
2. Angew. Chem. Int. Ed., 2002, 41, 2141.
3. J. Am. Chem. Soc., 2005, 127, 2838.
4. Org. Lett., 2007, 9, 2771.
40-1142 rac-Dimethylsilylbis(1-indenyl)zirconium dichloride, min. 97% 100mg
[121009-93-6] 500mg
(CH3)2Si(C9H6)2ZrCl2; FW: 448.53; orange pwdr.
moisture sensitive
Technical Note:
1. Chiral, stereorigid metallocene catalyst with co-catalyst methylaluminoxane (MAO)
is a type of Ziegler-Natta catalyst, showing extremely high activity for
polymerization of olefins such as ethylene, propylene, and styrene.

References:
1. Organometallics, 1994, 13, 954.
2. US Patents 5,103,030; 5,017,714.
40-1400 rac-Ethylenebis(4,5,6,7-tetrahydro-1-indenyl)zirconium dichloride 100mg
[100163-29-9] 500mg
C2H4(C9H10)2ZrCl2; FW: 426.54; white to pale yellow pwdr.
moisture sensitive
Technical Note:
1. The Kaminsky catalyst with co-catalyst methylaluminoxane (MAO) is a type of Ziegler-
Natta catalyst, showing extremely high activity for polymerization of olefins such as
ethylene, propylene, and styrene.

References:
1. Journal of Organometallic Chemistry, 1985, 288, 63.
2. Polyhedron, 1988, 7, 2375.
3. US Patent 4,769,510.

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 Index of Kits
Biocatalyst Kits Page #
93-7125 Codex ATA (Amine Transaminase) Screening Kit (100mg, ATASK-210100) ........................................ 244
96-7130 Codex ATA (Amine Transaminase) Screening Kit (250mg, ATASK-210250)......................................... 244
96-7135 Codex ATA (Amine Transaminase) Screening Kit (1g, ATASK-211000)............................................... 244
96-7140 Codex ATA (Amine Transaminase) Screening Kit for Japan (100mg, ATASK-210100JAPAN) ............ 244
96-7145 Codex ATA (Amine Transaminase) Screening Kit for Japan (250mg, ATASK-210250JAPAN) ............ 244
96-7150 Codex ATA (Amine Transaminase) Screening Kit for Japan (1g, ATASK-211000JAPAN) ................... 244

96-7110 Codex KRED (Ketoreductase) Screening Kit (100mg, KREDSK-010100) .............................................. 246
96-7115 Codex KRED (Ketoreductase) Screening Kit (250mg, KREDSK-010250) .............................................. 246
96-7120 Codex KRED (Ketoreductase) Screening Kit (1g, KREDSK-011000) .................................................... 246
96-1580 Provivi Carbene/Nitrene Transferase Screening Kit ................................................................................... 248

Catalyst & Organocatalyst Kits Page #

96-0400 Apeiron Metathesis Catalyst Kit ...................................................................................................................... 252
96-6715 BASF Blocking Group Removal Catalyst Kit ................................................................................................... 253
96-6717 Heterogeneous Catalyst Kit........................................................................................................................ 253
96-6719 Palladium Catalyst Kit ................................................................................................................................ 254
96-6721 Platinum Catalyst Kit ................................................................................................................................. 254
96-3735 [1,1'-Bis(dialkyl/diarylphosphino)ferrocene]palladium(II) dichloro Catalyst Kit................................................. 254
96-5503 Buchwald Palladacycle Precatalyst Kit 1......................................................................................................... 255
96-5505 Palladacycle Precatalyst Kit 2 [Gen. 3 Palladacycles]............................................................................... 256
96-5508 Palladacycle Precatalyst Kit 3 [Gen. 2 Palladacycles] .............................................................................. 258
96-5512 Palladacycle Precatalyst Kit 4 [Gen. 4 Palladacycles]............................................................................... 259
96-7650 CATHy Catalyst Kit...................................................................................................................................... 260
96-3790 CatKits Single Use Vials for Low Catalyst Loading Experiments ................................................................ 261
96-1575 Cinchona Alkaloid-Derived Organocatalyst Kit................................................................................................ 262
96-5900 Chiral Quest Catalyst and Ligand Toolbox Kit ................................................................................................ 263
96-4730 (R,R)-Duphos and BPE Rhodium Catalyst Kit ................................................................................................ 264
96-4731 (S,S)-Duphos and BPE Rhodium Catalyst Kit ........................................................................................... 264
96-3705 Enantiotech BIMAH Ru BINAP Catalyst Kit .................................................................................................... 265
96-3715 BIMAH Ru DIOP Catalyst Kit ..................................................................................................................... 266
96-3710 BIMAH Ru Tol-BINAP Catalyst Kit ............................................................................................................. 267
96-6670 Evonik Heterogeneous Catalyst Kit................................................................................................................. 268
96-6674 Heterogeneous Catalyst Kit for Selective Hydrogenation .......................................................................... 268
96-6672 Heterogeneous Palladium Catalyst Kit ....................................................................................................... 268
96-3745 Iridicycle Catalyst Kit ....................................................................................................................................... 270
96-3750 Maruoka Chiral Phase-Transfer Phosphonium Organocatalyst Kit ................................................................. 270
96-4650 Palladium Catalyst Kit ..................................................................................................................................... 271
96-6770 PhosphonicS Metal Oxidation Catalyst Kit ...................................................................................................... 271
96-7710 SpinPHOX-Ir Catalyst Kit for enantioselective hydrogenation......................................................................... 272
96-6955 Takasago ATH (Asymmetric Transfer Hydrogenation) Catalyst Kit................................................................. 273
96-6953 BINAP Ru Acetate Catalyst Kit................................................................................................................... 274
96-6951 BINAP Ru Cymene Catalyst Kit ................................................................................................................. 274
96-6954 BINAP Ru Diamine Catalyst Kit ................................................................................................................. 275
96-6952 BINAP Ru Dimer Catalyst Kit ..................................................................................................................... 276
277
96-6901 SEGPHOS Ru Catalyst Kit

Ligand Kits Page #

96-3730 1,1'-Bis(dialkyl/diarylphosphino)ferrocene Ligand Kit ...................................................................................... 279
96-5500 Buchwald Biaryl Phosphine Ligand Master Kit ................................................................................................ 280
96-5485 Biaryl Phosphine Ligand Mini Kit 1 (CONTAINS MORE RECENTLY DEVELOPED LIGANDS)................ 282
96-5490 Biaryl Phosphine Ligand Mini Kit 2 (CONTAINS MORE MATURE LIGANDS)........................................... 283
96-5900 Chiral Quest Catalyst and Ligand Toolbox Kit................................................................................................. 263
96-5650 DSM MonoPhos Ligand Kit......................................................................................................................... 284
96-3700 Enantiotech BIMAH Ligand Kit ....................................................................................................................... 285
96-4100 Garphos Ligand Kit...................................................................................................................................... 286
96-3760 NHC Ligand Kit 1: Chiral N-Heterocyclic Carbenes ....................................................................................... 287
96-3765 NHC Ligand Kit 2: Free Carbenes .......................................................................................................... 287
96-3770 NHC Ligand Kit 3: Variety of N-Heterocyclic Carbenes............................................................................. 288
96-3775 NHC Ligand Kit 4: Bis Carbenes ............................................................................................................... 289

242 Visit strem.com for new product announcements.

 Index of Kits (cont.)
Ligand Kits (cont.) Page #
96-3780 PhenCar-Phos Ligand Kit................................................................................................................................ 290
96-1650 Phosphine Ligand Kit ...................................................................................................................................... 290
96-7050 PINAP Ligand Kit (For sale in the USA and Europe only.) ............................................................................. 291
96-2310 SKP Ligand Kit for asymmetric-allylic amination and cyclopropanation .......................................................... 292
96-3655 Solvias (R)-MeO-BIPHEP Ligand Kit .............................................................................................................. 293
96-3656 (S)-MeO-BIPHEP Ligand Kit ....................................................................................................................... 294
96-6651 cataCXium Ligand Kit ................................................................................................................................ 295
96-3650 Josiphos Ligand Kit ..................................................................................................................................... 297
96-3652 Mandyphos Ligand Kit .............................................................................................................................. 298
96-3651 Walphos Ligand Kit ..................................................................................................................................... 299
96-0060 Spiro Bisphosphine Ligand Kit ........................................................................................................................ 300
96-0065 Spiro Monophosphiteand Monophosphoramidite Ligand Kit ........................................................................... 300
96-6950 Takasago BINAP Ligand Kit............................................................................................................................ 301
96-6900 SEGPHOS Ligand Kit................................................................................................................................ 301
96-3740 UREAphos and METAMORPhos Ligand Kit .................................................................................................. 302
New Biocatalyst Kits Coming Soon. 303

[email protected] [email protected] [email protected] [email protected] 243


Biocatalyst Kits - CODEX ATA (Amine Transaminase) SCREENING KITS

96-7125 Codex ATA (Amine Transaminase) Screening Kit
(100mg, ATASK-210100)
96-7130 Codex ATA (Amine Transaminase) Screening Kit
(250mg, ATASK-210250)
96-7135 Codex ATA (Amine Transaminase) Screening Kit
(1g, ATASK-211000)
96-7140 Codex ATA (Amine Transaminase) Screening Kit for Japan (100mg,
ATASK-210100JAPAN)
96-7145 Codex ATA (Amine Transaminase) Screening Kit for Japan (250mg,
ATASK-210250JAPAN)
96-7150 Codex ATA (Amine Transaminase) Screening Kit for Japan
(1g, ATASK-211000JAPAN)

REACTION OF INTEREST
O NH
ATA 2

R1 R2 P LP R1 R2

NH O
2

CODEX ATA SCREENING KIT GENERAL INFORMATION

The Codex ATA Screening Kit contains 24 -transaminase enzymes (ATAs) that have been
selected for their broad substrate range and diverse stereoselectivity for the synthesis of chiral
amines from the corresponding ketone and amine donor. This kit is a useful tool to quickly
determine the feasibility of using an ATA for an asymmetric transamination.
The enzymes included in this kit were developed using Codexis CodeEvolver directed
evolution technology platform and have been engineered for enhanced selectivity, activity,
substrate range, and solvent and temperature stability.
The 250 mg ATA Screening Kit contains sufficient enzyme and Reaction Buffer to perform 25
screens using the protocol given. Alternatively, fewer screens can be performed and the
remaining enzyme and recycle mix can be used for confirmation and optimization reactions.
The 1 g ATA Screening Kit contains sufficient enzyme and recycle mix to perform 50 screens
using the protocol given. Additional enzyme and reagents (PLP, isopropylamine and
triethanolamine) are provided for follow up confirmation and optimization reactions.
Recommended storage temperature for the enzyme powders is 4C when stored for up to 6
months, and -20 C when stored for longer periods.

Sold under license from Codexis, Inc. for research purposes only. US Patent Nos. 8,293,507 and
additional Codexis patents pending and granted worldwide.

244 Visit strem.com for new product announcements.


Biocatalyst Kits - CODEX ATA (Amine Transaminase) SCREENING KITS (cont.)
Contents:
Amount Amount Amount
(100 mg kit) (250 mg kit) (1 g kit)
Enzyme
Strem Cat. Strem Cat. Strem Cat.
#96-7125 #96-7130 #96-7135
1 ATA-007 100 mg 250 mg 1g
2 ATA-013 100 mg 250 mg 1g
3 ATA-025 100 mg 250 mg 1g
4 ATA-113 100 mg 250 mg 1g
5 ATA-117 100 mg 250 mg 1g
6 ATA-200 100 mg 250 mg 1g
7 ATA-217 100 mg 250 mg 1g
8 ATA-234 100 mg 250 mg 1g
9 ATA-237 100 mg 250 mg 1g
10 ATA-238 100 mg 250 mg 1g
11 ATA-251 100 mg 250 mg 1g
12 ATA-254 100 mg 250 mg 1g
13 ATA-256 100 mg 250 mg 1g
14 ATA-260 100 mg 250 mg 1g
15 ATA-301 100 mg 250 mg 1g
16 ATA-303 100 mg 250 mg 1g
17 ATA-412 100 mg 250 mg 1g
18 ATA-415 100 mg 250 mg 1g
19 ATA-P1-B04 100 mg 250 mg 1g
20 ATA-P1-F03 100 mg 250 mg 1g
21 ATA-P1-G05 100 mg 250 mg 1g
22 ATA-P2-A01 100 mg 250 mg 1g
23 ATA-P2-A07 100 mg 250 mg 1g
24 ATA-P2-B01 100 mg 250 mg 1g
25 PLP 150 mg 300 mg 1.2 g

Store at 4C for up to 6 months and -20C for longer periods.

[email protected] [email protected] [email protected] [email protected] 245


Biocatalyst Kits - CODEX KRED (Ketoreductase) SCREENING KITS
96-7110 Codex KRED (Ketoreductase) Screening Kit
(100mg, KREDSK-010100)
96-7115 Codex KRED (Ketoreductase) Screening Kit
(250mg, KREDSK-010250)
96-7120 Codex KRED (Ketoreductase) Screening Kit
(1g, KREDSK-011000)
REACTION OF INTEREST

O KRED OH

R1 R2 R1 R2

NAD(P)H +
NAD(P)
OH O

Or
GDH Spontaneous
Glucose Gluconolactone Gluconic acid
CODEX KRED SCREENING KIT GENERAL INFORMATION
The Codex KRED Screening Kit contains 24 ketoreductases (KREDs) that have been selected
for their high hit rate in ~70 screening projects. This kit is a useful tool to quickly determine the
feasibility of using a KRED for an asymmetric ketone reduction.
Codex KREDs have been engineered for enhanced selectivity, activity, substrate range, and
solvent and temperature stability. Many of them tolerate high concentrations of isopropanol (IPA)
and can use IPA as a substrate. This is advantageous as high concentrations of IPA will assist in
dissolving compounds with poor water solubility and the IPA can act as a substrate for the
recycling of NADPH cofactor as shown in the scheme above. The reaction equilibrium is driven
to product by using high concentrations of IPA and/or stripping off the acetone.
The 5 natural enzymes (KREDs 15: KRED-101, KRED-119, KRED-130, KRED-NADH-101 and
KRED-NADH-110, see table below) use Glucose and Glucose Dehydrogenase (GDH) instead of
isopropanol for cofactor recycling.
KREDs 4 (KRED-NADH-101) and 5 (KRED-NADH-110) are NADH instead of NADPH
dependent.
Recommended storage temperature for the enzyme powders is 4 C when stored for up to 6
months, and -20 C when stored for longer periods.

Sold under license from Codexis, Inc. for research purposes only. US Patent Nos. 7,820,421,
7,977,078, 8,288,131 and 8,288,141 and additional Codexis patents pending and granted
worldwide.

246 Visit strem.com for new product announcements.


Biocatalyst Kits - CODEX KRED (KETOREDUCTASE) SCREENING KITS (cont.)
Contents:
Item Enzyme Amount Amount Amount Protocol Cofactor Recycling
(100mg) (250mg) (1g) system
Strem Strem Cat. Strem
Cat. #96- #96-7115 Cat.
7110 #96-7120
1 KRED-101 100 mg 250 mg 1g N NADPH GDH/glucose

2 KRED-119 100 mg 250 mg 1g N NADPH GDH/glucose

3 KRED-130 100 mg 250 mg 1g N NADPH GDH/glucose

4 KRED-NADH- 100 mg 250 mg 1g N NADH GDH/glucose

101
5 KRED-NADH- 100 mg 250 mg 1g N NADH GDH/glucose
110
6 KRED-P1-A04 100 mg 250 mg 1g P NADPH isopropanol

7 KRED-P1-B02 100 mg 250 mg 1g P NADPH isopropanol

8 KRED-P1-B05 100 mg 250 mg 1g P NADPH isopropanol

9 KRED-P1-B10 100 mg 250 mg 1g P NADPH isopropanol

10 KRED-P1-B12 100 mg 250 mg 1g P NADPH isopropanol

11 KRED-P1-C01 100 mg 250 mg 1g P NADPH isopropanol

12 KRED-P1-H08 100 mg 250 mg 1g P NADPH isopropanol

13 KRED-P1-H10 100 mg 250 mg 1g P NADPH isopropanol

14 KRED-P2-B02 100 mg 250 mg 1g P NADPH isopropanol

15 KRED-P2-C02 100 mg 250 mg 1g P NADPH isopropanol

16 KRED-P2-C11 100 mg 250 mg 1g P NADPH isopropanol

17 KRED-P2-D03 100 mg 250 mg 1g P NADPH isopropanol

18 KRED-P2-D11 100 mg 250 mg 1g P NADPH isopropanol

19 KRED-P2-D12 100 mg 250 mg 1g P NADPH isopropanol

20 KRED-P2-G03 100 mg 250 mg 1g P NADPH isopropanol

21 KRED-P2-H07 100 mg 250 mg 1g P NADPH isopropanol

22 KRED-P3-B03 100 mg 250 mg 1g P NADPH isopropanol

23 KRED-P3-G09 100 mg 250 mg 1g P NADPH isopropanol

24 KRED-P3-H12 100 mg 250 mg 1g P NADPH isopropanol

25 KRED Mix N 32 g 79 g N GDH/glucose

26 KRED Mix P 49 g 122 g P isopropanol

+
27 NAD 4.0 g N
28 NADP+ 4.6 g N/P
29 GDH-105 1.1 g N

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 Biocatalyst Kits - PROVIVI CARBENE/NITRENE TRANSFERASE SCREENING KIT
96-1580 Provivi Carbene/Nitrene Transferase Screening Kit
Sold under license from Provivi for research purposes only.
Contains the following:
REACTIONS OF INTEREST

Synthesis of cyclopropanes via carbene transfer catalyzed by carbene/nitrene transferases.

Synthesis of substituted amines via carbene transfer catalyzed by carbene/nitrene transferases.

Synthesis of substituted benzosultams via nitrene transfer catalyzed by carbene/nitrene transferases.

Synthesis of sulfimides via nitrene transfer catalyzed by carbene/nitrene transferases.

PROVIVI C/N TRANSFERASE SCREENING KIT GENERAL INFORMATION

Natural enzymes have traditionally catalyzed only a small subset of the chemical reactions that are needed for
synthesis of key agrochemicals and pharmaceuticals. To address this challenge, we have engineered heme
enzymes that perform carbene and nitrene transfer, the carbon and nitrogen analogues of cytochrome P450s native
monooxygenation chemistry. Our heme enzymes can efficiently activate diazo and azide compounds to generate
iron-carbenoids and iron-nitrenoids, respectively, through a mode of activation that has never been observed in
nature. These intermediates can react with a variety of substrates such as olefins, N-H bonds, C-H bonds, and
sulfides, offering great synthetic utility. After identifying initial activity on a reaction of interest, these catalysts can be
engineered (e.g. via directed evolution) to achieve high activities and stereoselectivities.
The cyclopropanation instructions described in this technical note can be readily adapted for the other
reactions outlined above. All reactions must be performed under anaerobic conditions. The cyclopropanes are
synthesized by the reaction of a diazo-type carbene precursor (e.g. ethyl diazoacetate) with olefins (e.g. styrene)
using carbene/nitrene transferases as catalyst.

248 Visit strem.com for new product announcements.

Biocatalyst Kits - PROVIVI CARBENE/NITRENE TRANSFERASE SCREENING KIT (cont.)
PROVIVI C/N TRANSFERASE SCREENING KIT CONTENTS
Enzyme Amount (350 L kit)
Strem Cat. #96-1580
PRVV-001 350 L
PRVV-002 350 L
PRVV-003 350 L
PRVV-004 350 L
PRVV-005 350 L
PRVV-006 350 L
PRVV-007 350 L
PRVV-008 350 L
PRVV-009 350 L
PRVV-010 350 L
PRVV-011 350 L
PRVV-012 350 L
PRVV-013 350 L
PRVV-014 350 L
PRVV-015 350 L
PRVV-016 350 L
PRVV-017 350 L
PRVV-018 350 L
PRVV-019 350 L
PRVV-020 350 L
PRVV-021 350 L
PRVV-022 350 L
PRVV-023 350 L
PRVV-024 350 L
PRVV-025 350 L
PRVV-026 350 L
PRVV-027 350 L
PRVV-028 350 L
PRVV-029 350 L
PRVV-030 350 L
PRVV-031 350 L
PRVV-032 350 L
The catalyst should be stored at 20 C in potassium phosphate buffer (100 mM, pH 8.0) as provided. The
catalyst is stable for over 1 year under these conditions.

SCREENING REAGENTS
Provivi C/N transferase( 350L, 133 M), provided in the kit
100 mM Potassium phosphate buffer, pH 8.0
12.5 mM Sodium Dithionite (Na2S2O4)
Solvent: ethanol, methanol or DMSO
400 mM Ethyl Diazoazetate (or another carbene/nitrene precursor)
800 mM Styrene (or another olefin, amine, or sulfide substrate)

ADDITIONAL TOOLS AND EQUIPMENT

In the absence of an anaerobic chamber, the tools and equipment below can be used to implement
anaerobic conditions in small reaction vials.

Tool/Equipment Use

Teflon sealed crimp vials and caps Individual small scaled reactions should be carried out in
Teflon sealed crimp vials.
Argon manifold with multiple ports that Argon line is used to purge the headspace of each individual
can be adapted to needle outlets vial and to degas the sodium dithionite solution through
bubbling.
Shaker Reactions are shaken for 4-12 hours on table top shakers at
room temperature.

[email protected] [email protected] [email protected] [email protected] 249

 Biocatalyst Kits - PROVIVI CARBENE/NITRENE TRANSFERASE SCREENING KIT (cont.)
Experimental set up for degassing buffer and protein.
PROVIVI CARBENE/NITRENE TRANSFERASE SCREENING KIT (cont.)

Bleed needle
argon inlet

vials c
ontain
degassing ing pro
tein
buffer/dithionite
mixture
SCREENING PROCEDURE
Reactions are performed in 1.5 mL crimp vials with Teflon seal caps. Each reaction has a final
volume of approximately 400 L, including 10 L of olefin and 10 L of diazo compound in the
cosolvent of choice (e.g. EtOH, MeOH or DMSO, depending on the solubility of the olefin
substrate), 380 L of sodium dithionite and C/N transferase in potassium phosphate buffer.
Final concentrations are: diazo compound (10 mM), olefin (20 mM), sodium dithionite
(10 mM), C/N transferase (20 M), and cosolvent (5% v/v).
Thaw the provided solutions of C/N transferase on ice.
Prepare the sodium dithionite solution on the day of the experiment.
Prepare the 100 mM potassium phosphate buffer, dissolve 13.6 g of potassium phosphate
monobasic and 1 g of potassium phosphate dibasic in 1 L of ddH2O, adjust the pH to 8.0
using KOH.
In a crimp vial, solid sodium dithionite is massed then dissolved in 100 mM potassium
phosphate buffer, pH 8.0, such that the final concentration of sodium dithionite is 12.5
mM (this is about 2.2 mg of sodium dithionite per mL of potassium phosphate buffer). Seal the
vial with a Teflon cap.
Add 60 L of the C/N transferase solution to a separate crimp vial. The vials are capped and
sealed.
The headspace of the vial containing protein is purged with argon. Do not bubble the proteins
directly. If multiple protein reactions are to be performed in parallel, up to 8 reaction vials can be
connected in series using cannula (20 gauge or higher needle tips). The sodium dithionite
solution is degassed via direct bubbling for 5-10 minutes. At the end of this time, the degassed
dithionite solution (320 L) is added to each reaction vial containing the C/N transferase.
Remove the cannulas, starting from the connections that are furthest from the argon source.
Substrates are added as stock solutions. A 400 mM stock solution of the diazo component (e.g.
EDA) and 800 mM stock solution of the olefin substrate (e.g. styrene) are prepared in a suitable
co-solvent. The olefin stock (10 L) is added to each vial followed by the diazo component
stock (10 L).
The reactions are shaken at room temperature at 30 rpm for at least 4 h.

REACTION WORK UP AND ANALYSIS

The reaction is quenched by the addition of 25 L of 3 M HCl (provided that the desired product
is tolerant of acidic conditions) to each individual reaction via syringe.
The vials are decapped and an internal standard (such as phenethyl alcohol, 20 mM, 20 L) is
added.
Cyclohexane (1ml) is added to each vial and the aqueous/organic mixture is transferred to a

1.8 mL Eppendorf tube.

The tubes are vortexed then centrifuged at 13,000xg for 1 min.
The organics are removed and analyzed by GC, GC-MS, or normal phase HPLC, depending
on the MW and molecular composition of the product.
For reverse phase HPLC, the cyclohexane addition in step 5.3 should be substituted for the addition of
at least 400 L of acetonitrile.
For the reaction of EDA with styrene, the product can be observed by chiral phase GC using a
Cyclosil-B column (30 m x 0.32 mm x 0.25 m): injection temperature = 300 C, oven
temperature = 100 C 5 min, 1 C / min to 135 C, 135 C 10 min, 10 C / min to 200 C, 200 C
5 min, cis-cyclopropanes (39.40 min (1S, 2R) and 40.20 min (1R, 2S)), trans-cyclopropanes
(44.69 min (1R, 2R) and 45.00 min (1S, 2S)).
A positive control can be performed following the procedure above using enzyme PRVV-001,
styrene and EDA. The table below shows typical reaction results.

250 Visit strem.com for new product announcements.

Biocatalyst Kits - PROVIVI CARBENE/NITRENE TRANSFERASE SCREENING KIT (cont.)
vol.
c(olefin) c(EDA) C(cat) c(prod) c(prod) Yield E:Z %eeZ TTN time
productivity
Cat. Olefin Carbene
[mM] [mM] [M] [mM] [g/L] [%] [%] [h] [g/L/h]

PRVV- 250-
Styrene EDA 20 10 20 5-7 0.95-1.33 50-70 29:71 92 4 0.24-0.33
001 350

TROUBLESHOOTING/FAQ
For questions not addressed in the following FAQ, contact us at [email protected]
Problem: low reactivity
Possible causes:
(1) reaction atmosphere contains too much O2
(2) catalyst has decomposed

Solutions:
(1) Check for leaks in the sealed vials. If the sealed vials are not capped tightly, recap with a
Teflon sealed cap and Parafilm over the cap and joint. Do not reuse Teflon seals as repeated
punctures can compromise the integrity of the seal. Ensure that both the headspace of the protein
and the buffer solution has been degassed thoroughly with argon. Argon is preferred over
dinitrogen.
(2) The catalyst should be stored as a frozen solution (as provided) in potassium phosphate buffer
(0.1 M, pH 8.0) at -20 C or below. Catalyst decomposition could be caused by improper
storage of C/N transferase, degradation over time, or repeated freeze-thaw cycles. The catalyst
is stable over at least 6 freeze-thaw cycles without any loss of activity. However, storage of the
catalyst at room temperature for 12h will decrease the activity of the enzyme by up to 50%. To
test for catalyst decomposition, perform a positive control with PRVV-001, styrene and
EDA.
Problem: Substrate decomposition
Possible causes:
(1) shelf age or photolysis of the carbene or nitrene precursor (e.g. EDA or tosyl azide)
(2) decomposition of sodium dithionite
Solutions:
(1) EDA should be refrigerated and protected from ambient light. The compound is usually sold as
a solution in dichloromethane or toluene and is bright yellow in color. Samples that have
decomposed will appear colorless.
(2) Sodium dithionite is a white powder that should be odorless. It is hygroscopic. If clumping or a
strong odor of rotten egg is perceived, discard and use a fresh sample for reaction.
Additionally, sodium dithionite solutions must be made immediately prior to use or kept under a
rigorously anaerobic environment, as sodium dithionite undergoes air oxidation over time.
Problem: increased side product formation
Possible causes: order of addition
Solutions: The olefin partner should be added to the protein solution prior to the addition of
ethyl diazoacetate. Ethyl diazoacetate will form diethyl maleate over time in the
absence of a suitable olefin partner.
Recommended literature
Synthesis of cyclopropanes:
Wang, Z.J., Renata, H., Peck, N.E., Farwell, C.C., Coelho, P.S. & Arnold, F.H., Improved Cyclopropanation Activity of Histidine-
Ligated Cytochrome P450 Enables the Enantioselective Formal Synthesis of Levomilnacipran. Angewandte Chemie 126, 6928-
6931 (2014).

Coelho, P.S., Wang, Z.J., Ener, M.E., Baril, S.A., Kannan, A., Arnold, F.H. & Brustad, E.M., A serine-substituted P450 catalyzes
highly efficient carbene transfer to olefins in vivo. Nature Chemical Biology 9, 485-487 (2013).

Coelho, P.S., Brustad, E.M., Kannan, A. & Arnold, F.H., Olefin Cyclopropanation via Carbene Transfer Catalyzed by Engineered
Cytochrome P450 Enzymes. Science (New York, N.Y.) 339, 307-310 (2013).

Synthesis of substituted amines:

Wang, Z.J., Peck, N.E., Renata, H. & Arnold, F.H., Cytochrome P450-Catalyzed Insertion of Carbenoids into N-H
Bonds. Chemical science (Royal Society of Chemistry : 2010) 5, 598-601 (2014).

Synthesis of substituted benzosultams:

McIntosh J. A., Coelho, P.S., Farwell, C.C., Wang, Z.J., Lewis, J.C., Brown, T.R. & Arnold, F.H., Enantioselective intramolecular
C-H amination catalyzed by engineered cytochrome p450 enzymes in vitro and in vivo. Angewandte Chemie (International ed. in
English) 52, 9309-9312 (2013).

Synthesis of sulfimides:
Farwell, C.C., McIntosh, J.A., Hyster, T.K., Wang, Z.J. & Arnold, F.H., Enantioselective Imidation of Sulfides via Enzyme-
Catalyzed Intermolecular Nitrogen-Atom Transfer Journal of the American Chemical Society 136, 8766-8771 (2014).

[email protected] [email protected] [email protected] [email protected] 251

Catalyst & Organocatalyst Kits - APEIRON METATHESIS CATALYST KIT
96-0400 Apeiron Ruthenium Metathesis Catalyst Kit
Components available for individual sale.
Contains the following:

N N
N N
N N
Cl
Cl
Ru Cl
Ru
Cl Ru
Cl
O O Cy3P
O NO2
H3C O
(H3C)2HC
O N
CH3
CH3

44-0750 100mg 44-0753 100mg 44-0758 100mg

CH2CH3
H3C
N Cl N
Cl

N
N N

Cl Note: Sold in collaboration with

N N
Ru Apeiron Synthesis, Inc.
Cl
Cl
O
Ru
(H3C)2HC
Cl
O
(H3C)2HC
44-0765 100mg 44-0768 100mg
44-0750 [1,3-Bis(2,6-di-i-propylphenyl)imidazolidin-2-ylidene]{2-[[1-(methoxy(methyl) See page 167
amino)-1-oxopropan-2-yl]oxy]benzylidene}ruthenium(VI) dichloride GreenCat
[1448663-06-6]
44-0753 [1,3-Bis(2,4,6-trimethylphenylimidazolidin-2-ylidene)](tricyclohexyl- See page 173
phosphine)-(2-oxobenzylidene)ruthenium(VI) chloride
LatMet [1407229-58-6]
44-0758 [1,3-Bis(2,4,6-trimethylphenylimidazolidin-2-ylidene)]-(2-i-propoxy-5- See page 172
nitrobenzylidene) ruthenium(VI) dichloride nitro-Grela [502964-52-5]
44-0765 [1,3-Bis(2,4,6-trimethylphenyl)-4-[(trimethylammonio)methyl]imidazolidin-2- See page 173
ylidene]-(2-i-propoxybenzylidene)dichlororuthenium(VI) chloride
StickyCat Cl [1452227-72-3]
44-0768 [1,3-Bis(2,4,6-trimethylphenyl)-4-[(4-ethyl-4-methylpiperazin-1-ium-1-yl) See page 170
methyl]imidazolidin-2-ylidene]-(2-i-propoxybenzylidene)
dichlororuthenium(VI) chloride AquaMet [1414707-08-6]

252 Visit strem.com for new product announcements.

Catalyst & Organocatalyst Kits - BASF BLOCKING GROUP REMOVAL CATALYST KIT
96-6715 BASF Blocking Group Removal Catalyst Kit
Sold in collaboration with BASF for research purposes only.
Components available for individual sale.
Contains the following:
46-1905 Palladium, 10% on activated wood carbon, reduced, 10g Visit strem.com
50% water wet (Escat 1931) [7440-05-3]
46-1906 Palladium, 10% on activated wood carbon, unreduced, 10g
50% water wet (Escat 1921) [7440-05-3]
46-1907 Palladium, 3% on activated carbon, reduced, 10g
50% water wet paste (Escat 1911) [7440-05-3]
46-1908 Palladium, 5% on activated carbon, reduced, 50% water wet 10g
paste (Escat 1941) [7440-05-3]
46-1909 Palladium, 5% on activated carbon, reduced, 50% water wet 10g
paste (Escat 1961) [7440-05-3]
46-1911 Palladium, 5% on activated carbon, reduced, 50% water wet 10g
paste (Escat 1971) [7440-05-3]

Catalyst & Organocatalyst Kits - BASF HETEROGENEOUS CATALYST KIT

96-6717 BASF Heterogeneous Catalyst Kit
Sold in collaboration with BASf for research purposes only.
Components available for individual sale.
Contains the following:
44-4065 Ruthenium, 5% on activated carbon, reduced, 5g Visit strem.com
50% water wet paste (Escat 4401) [7440-18-8]
45-1875 Rhodium, 5% on activated wood carbon, reduced, 1g
50% water wet paste (Escat 3401) [7440-16-6]
46-1707 Palladium, 20% on activated carbon (Pearlman's catalyst), 5g
unreduced, 50% water wet paste (Escat 1951) [7440-05-3]
46-1710 Palladium, 0.6% on activated carbon, 50% water-wet paste 5g
(NanoSelect LF 100) [7440-05-3]
46-1901 Palladium, 5% on activated peat carbon, reduced, 10g
50% water wet paste (Escat 1621) [7440-05-3]
46-1902 Palladium, 5% on activated wood carbon, reduced, dry 10g
(Escat 1431) [7440-05-3]
46-1903 Palladium, 5% on activated wood carbon, reduced, 10g
50% water wet paste (Escat 1421) [7440-05-3]
46-1904 Palladium, 5% on activated wood carbon, unreduced, 10g
50% water wet paste (Escat 1471) [7440-05-3]
46-1905 Palladium, 10% on activated wood carbon, reduced, 10g
50% water wet (Escat 1931) [7440-05-3]
46-1951 Palladium, 5% on alumina powder, reduced, dry (Escat 1241) 5g
[7440-05-3]
78-1611 Platinum, 5% on activated wood carbon, reduced, dry 5g
(Escat 2431) [7440-06-4]
78-1612 Platinum, 5% on activated wood carbon, reduced, 5g
50% water wet paste (Escat 2421) [7440-06-4]
78-1613 Platinum, 5% on activated carbon, unreduced, 5g
50% water wet paste (Escat 2441) [7440-06-4]

[email protected] [email protected] [email protected] [email protected] 253

Catalyst & Organocatalyst Kits - BASF PALLADIUM CATALYST KIT
96-6719 BASF Palladium Catalyst Kit
Sold in collaboration with BASF for research purposes only.
Components available for individual sale. Contains the following:
46-1707 Palladium, 20% on activated carbon (Pearlman's catalyst), 5g Visit strem.com
unreduced, 50% water wet paste (Escat 1951) [7440-05-3]
46-1710 Palladium, 0.6% on activated carbon, 50% water-wet paste 5g
(NanoSelect LF 100) [7440-05-3]
46-1901 Palladium, 5% on activated peat carbon, reduced, 10g
50% water wet paste (Escat 1621) [7440-05-3]
46-1902 Palladium, 5% on activated wood carbon, reduced, dry 10g
(Escat 1431) [7440-05-3]
46-1903 Palladium, 5% on activated wood carbon, reduced, 10g
50% water wet paste (Escat 1421) [7440-05-3]
46-1904 Palladium, 5% on activated wood carbon, unreduced, 10g
50% water wet paste (Escat 1471) [7440-05-3]
46-1905 Palladium, 10% on activated wood carbon, reduced, 10g
50% water wet (Escat 1931) [7440-05-3]
46-1906 Palladium, 10% on activated wood carbon, unreduced, 10g
50% water wet (Escat 1921) [7440-05-3]
46-1951 Palladium, 5% on alumina powder, reduced, dry (Escat 1241) 5g
[7440-05-3]

Catalyst & Organocatalyst Kits - BASF PLATINUM CATALYST KIT

96-6721 BASF Platinum Catalyst Kit
Sold in collaboration with BASf for research purposes only.
Components available for individual sale. Contains the following:
78-1611 Platinum, 5% on activated wood carbon, reduced, dry 5g Visit strem.com
(Escat 2431) [7440-06-4]
78-1612 Platinum, 5% on activated wood carbon, reduced, 5g
50% water wet paste (Escat 2421) [7440-06-4]
78-1613 Platinum, 5% on activated carbon, unreduced, 5g
50% water wet paste (Escat 2441) [7440-06-4]
78-1614 Platinum, 3% on activated wood carbon, reduced, 5g
70% water wet paste (Escat 2931) [7440-06-4]

78-1661 Platinum, 5% on alumina powder, reduced, dry (Escat 2941) 5g
[7440-06-4]
78-1892 Platinum(IV) oxide hydrate (~80-82% Pt) (99.95+%-Pt) 1g See page 136
ADAMS' CATALYST [BASF C7018] [52785-06-5]
Catalyst & Organocatalyst Kits - [1,1'-BIS(DIALKYL/DIARYLPHOSPHINO)FERROCENE]
PALLADIUM(II) DICHCLORO CATALYST KIT
96-3735 [1,1'-Bis(dialkyl/diarylphosphino)ferrocene]palladium(II) dichcloro Catalyst Kit
Components available for individual sale.
Contains the following:
t-Bu t-Bu Ph Ph Cy Cy (H3C)2HC CH(CH3)2

P P P P
Cl Cl Cl Cl
Pd Fe Pd Pd Pd
Fe Fe Fe
Cl Cl Cl Cl
P P P P
Ph Ph Cy
t-Bu t-Bu Cy (H3C)2HC CH(CH3)2

46-0445 500mg 46-0450* 1g 46-0455* 250mg 46-0460 500mg

*Note: CH2Cl2 adduct
46-0445 Dichloro[1,1'-bis(di-t-butylphosphino)ferrocene]palladium(II), 500mg Visit strem.com
99% [95408-45-0]
46-0450 Dichloro[1,1'-bis(diphenylphosphino)ferrocene]palladium(II) 1g See page 114
dichloromethane adduct [95464-05-4]
46-0455 Dichloro[1,1'-bis(dicyclohexylphosphino)ferrocene]palladium(II), 250mg See page 112
dichloromethane adduct, 99% [917511-90-1]
46-0460 Dichloro[1,1'-bis(di-i-propylphosphino)ferrocene]palladium(II), 500mg See page 115
99% [215788-65-1]

254 Visit strem.com for new product announcements.

Catalyst & Organocatalyst Kits - Buchwald Palladacycle Precatalyst Kit 1
(Chloro-2-aminoethylphenyl- Palladacycles Gen. 1)
96-5503 Buchwald Palladacycle Precatalyst Kit 1
(Chloro-2-aminoethylphenyl- Palladacycles Gen. 1)
Components available for individual sale.Contains the following:

OCH3

Cy
Cy H3CO P
P cy
Pd P
Pd Cy N Pd
Cy cy
MeO OMe N Cl
N
Cl H H O O Cl
H H H H

250mg 100mg 100mg

46-0269 (from SPhos 15-1143) 46-0267 (from BrettPhos 15-1152) 46-0266 (from RuPhos 15-1146)
[SPhos Palladacycle Gen. 1] [BrettPhos Palladacycle Gen. 1] [RuPhos Palladacycle Gen. 1]

Cy t-Bu
P P
Pd t-Bu Pd
Cy N N Note: Patents:
Cl Cl PCT/US2013/030779,
H H H H
US Serial No. 13/799620.

250mg 100mg
46-0268 (from XPhos 15-1149) 46-0264 (from t-BuXPhos 15-1052)
[XPhos Palladacycle Gen. 1] [t-BuXPhos Palladacycle Gen. 1]
46-0264 Chloro(2-di-t-butylphosphino-2',4',6'-tri-i-propyl-1,1'-biphenyl) 100mg See page 100
[2-(2-aminoethyl)phenyl] palladium(II), min. 98%
[t-BuXPhos Palladacycle] [1142811-12-8]
46-0266 Chloro(2-dicyclohexylphosphino-2',6'-di-i-propoxy-1,1'-biphenyl) 100mg See page 102
[2-(2-aminoethylphenyl)]palladium(II), methyl-t-butylether
adduct, min. 98% [RuPhos Palladacycle] [1028206-60-1]
46-0267 Chloro[2-(dicyclohexylphosphino)-3,6-dimethoxy-2',4',6'-tri-i- 100mg See page 101
propyl-1,1'-biphenyl][2-(2-aminoethyl)phenyl]palladium(II),
min. 98% [BrettPhos Palladacycle] [1148148-01-9]
46-0268 Chloro(2-dicyclohexylphosphino-2',4',6'-tri-i-propyl-1,1'- 250mg See page 104
biphenyl)[2-(2-aminoethyl)phenyl] palladium(II) methyl-t-
butylether adduct, min. 98% [XPhos Palladacycle]
[1028206-56-5]
46-0269 Chloro(2-dicyclohexylphosphino-2',6'-dimethoxy-1,1'-biphenyl) 250mg See page 101
[2-(2-aminoethylphenyl)]palladium(II) methyl-t-butylether
adduct, min. 98% [SPhos Palladacycle] [1028206-58-7]

[email protected] [email protected] [email protected] [email protected] 255

 Catalyst & Organocatalyst Kits - Buchwald Palladacycle Precatalyst Kit 2
(Methanesulfonato-2'-amino-1,1'-biphenyl-2-yl- Palladacycles Gen. 3)
96-5505 Buchwald Palladacycle Precatalyst Kit 2 (Methanesulfonato-2'-amino-1,1'-biphenyl-2-yl-
Palladacycles Gen. 3)
Components available for individual sale.ontains the following:
OCH3

Cy H3CO Cy
P P Cy
P
Pd
Cy Pd Cy
N Cy Pd
H3CO OCH3 N N
O O O O
O O O
H H H H O
S S H H
S
O O
H 3C H3C O
H3C
250mg 100mg 250mg
46-0318 (from SPhos 15-1143) 46-0322 (from BrettPhos 15-1152) 46-0314 (from RuPhos 15-1146)
OCH3

Cy H3CO P R
P t-Bu
P R Pd
Cy Pd Pd N
N t-Bu O
N O
O O H H
O H H O S
H H O CF3
S S H3C
O O
H3C H3 C R=

250mg 250mg CF3 100mg

46-0320 (from XPhos 15-1149) 46-0323 (from t-BuXPhos 15-1052) 46-0340 (from JackiePhos 15-1157)
OCH3 OCH3 CH3

O S O
H3CO t-Bu H3C P t-Bu
P O
t-Bu Pd t-Bu Pd
N N Pd P CH2CH2CH2CH3
O O
O H H
O H H N
S H
S
O
O H3C H
H3C

100mg 100mg 250mg

46-0325 (from t-butylBrettPhos 15-1164) 46-0335 (from RockPhos 15-1168) 46-0278 (from cataCXium A 15-0483)
OCH3
O O
H3CO H3C H3C
P S S
O
O O
O Pd
Pd Pd N
N N (H3C)3C
O (H3C)3C P H H
O H H P H H
S C(CH3)3
H3CH2CH2CH2C C(CH3)3
H3C
O 50mg 250mg (H3C)3C 250mg
46-0480 (from AdBrettPhos 15-1138) 46-0365 (from P(t-Bu)2(n-Bu) 15-1128) 46-0358 (from DTBNpP 15-1017)
H3C
O N
H3C H3C
S
P cy O
O
Pd Pd t-Bu
cy P
(H3C)2N N t-Bu N
O H H t-Bu Pd
O H H Cy P t-Bu N
S O
P Fe C O H H
O CH3
H3 C S
Cy H O
250mg 100mg H3C 250mg
46-0237 (from DavePhos 15-1145) 46-0353 (from Josiphos 26-0975) 46-0345 (from Amphos 15-1248)

cy
cy
H P Note: Patents:
N
Pd
cy Pd PCT/US2013/030779,
H N
O O PPh2 PPh2 O US Serial No. 13/799620.
S O H H
O S
H3C O O
H3C

H3C CH3 500mg 250mg

46-0957 (from XantPhos 15-1242) 46-0239 (from PCy3 15-6150)

256 Visit strem.com for new product announcements.

Catalyst & Organocatalyst Kits - Buchwald Palladacycle Precatalyst Kit 2
(Methanesulfonato-2'-amino-1,1'-biphenyl-2-yl- Palladacycles Gen. 3)
96-5505 Buchwald Palladacycle Precatalyst Kit 2 (Methanesulfonato-2'-amino-1,1'-biphenyl-2-yl-
Palladacycles Gen. 3)
(cont.) Components available for individual sale.ontains the following:
46-0237 Methanesulfonato[2-(dicyclohexylphosphino)-2'-(N,N- 250mg See page 125
dimethylamino)-1,1'-biphenyl](2'-amino-1,1'-biphenyl-2-
yl)palladium(II) CH2Cl2 adduct, min. 98%
[DavePhos Palladacycle Gen. 3] [1445085-87-9]
46-0239 Methanesulfonato(tricyclohexylphosphine)(2'-amino-1,1'-biphenyl- 250mg See page 128
2-yl)palladium(II) dichloromethane adduct, min. 98%
[PCy3 Palladacycle Gen. 3] [1445086-12-3]
46-0314 Methanesulfonato(2-dicyclohexylphosphino-2',6'-di-i-propoxy-1,1'- 250mg See page 125
biphenyl)(2'-amino-1,1'-biphenyl-2-yl)palladium(II), min. 98%
[RuPhos Palladacycle Gen. 3] [1445085-77-7]
46-0318 Methanesulfonato(2-dicyclohexylphosphino-2',6'-dimethoxy-1,1'- 250mg See page 123
biphenyl)(2'-amino-1,1'-biphenyl-2-yl)palladium(II)
dichloromethane adduct min. 98% [SPhos Palladacycle Gen. 3]
[1445085-82-4]
46-0320 Methanesulfonato(2-dicyclohexylphosphino-2',4',6'-tri-i-propyl- 250mg See page 126
1,1'-biphenyl)(2'-amino-1,1'-biphenyl-2-yl)palladium(II), min. 98%
[XPhos Palladacycle Gen. 3] [1445085-55-1]
46-0322 Methanesulfonato(2-dicyclohexylphosphino-3,6-dimethoxy- 100mg See page 123
2',4',6'-tri-i-propyl-1,1'-biphenyl)(2'-amino-1,1'-biphenyl-2-
yl)palladium(II), min. 98% [BrettPhos Palladacycle Gen. 3]
[1470372-59-8]
46-0323 Methanesulfonato(2-di-t-butylphosphino-2',4',6'-tri-i-propyl-1,1'- 250mg See page 122
biphenyl)(2'-amino-1,1'-biphenyl-2-yl)palladium(II), min. 98%
[t-BuXPhos Palladacycle Gen. 3] [1447963-75-8]
46-0325 Methanesulfonato(2-(di-t-butylphosphino)-3,6-dimethoxy-2',4',6'- 100mg See page 120
tri-i-propyl-1,1'-biphenyl)(2'-amino-1,1'-biphenyl-2-yl)palladium(II),
min. 98% [t-BuBrettPhos Palladacycle Gen. 3] [1536473-72-9]
46-0335 Methanesulfonato(2-(di-t-butylphosphino)-3-methoxy-6-methyl- 100mg See page 122
2',4',6'-tri-i-propyl-1,1'-biphenyl)(2'-amino-1,1'-biphenyl-2-
yl)palladium(II), min. 98% [RockPhos Palladacycle Gen. 3]
46-0340 Methanesulfonato[2-bis(3,5-di(trifluoromethyl)phenylphosphino)- 100mg See page 119
3,6-dimethoxy-2',4',6'-tri-i-propyl-1,1'-biphenyl](2'-amino-1,1'-
biphenyl-2-yl)palladium(II), min. 98%
[JackiePhos Palladacycle Gen. 3]
46-0345 Methanesulfonato{[4-(N,N-dimethylamino)phenyl]di-t- 250mg See page 127
butylphosphino}(2'-amino-1,1'-biphenyl-2-yl)palladium(II),
min. 98% [Amphos Palladacycle Gen. 3]
46-0353 Methanesulfonato{(R)-(-)-1-[(S)-2- 100mg See page 126
(dicyclohexylphosphino)ferrocenyl]ethyldi-t-butylphosphine}
(2'-amino-1,1'-biphenyl-2-yl)palladium(II), min. 98%
[Josiphos Palladacycle Gen. 3]
46-0358 Methanesulfonato(di-t-butylneopentylphosphine)(2'-amino-1,1'- 250mg See page 120
biphenyl-2-yl)palladium(II), min. 98%
[DTBNpP Palladacycle Gen. 3]
46-0365 Methanesulfonato[di-t-butyl(n-butyl)phosphine](2'-amino-1,1'- 250mg See page 120
biphenyl-2-yl)palladium(II) dichloromethane adduct, min. 98%
[P(t-Bu)2(n-Bu) Palladacycle Gen. 3]
46-0480 Methanesulfonato[2-(di-1-adamantylphosphino)-3,6-dimethoxy- 50mg See page 120
2',4',6'-tri-i-propyl-1,1'-biphenyl](2'-amino-1,1'-biphenyl-2-yl)
palladium(II), min. 98% [AdBrettPhos Palladacycle Gen. 3]
[1445972-29-1]
Note: Patents: PCT/US2013/030779, US Serial No. 13/799620.

[email protected] [email protected] [email protected] [email protected] 257

BUCHWALD PALLADACYCLE PRECATALYST KIT 3
(CHLORO- 2'-AMINO-1,1'-BIPHENYL-2-YL - PALLADACYCLES GEN. 2)

96-5508 Buchwald Palladacycle Precatalyst Kit 3 (Chloro- 2'-amino-1,1'-biphenyl-2-yl - Palladacycles Gen. 2)

Components available for individual sale.
Contains the following:

Cy
P Cy Cy
P
Pd P
Cy N Pd Cy Pd
Cy N
Cl MeO OMe N O O
Cl Cl
H H
H H H H

250mg 250mg 250mg

46-0281 (from XPhos 15-1149) 46-0283 (from SPhos 15-1143) 46-0286 (from RuPhos 15-1146)

OCH3

P cy
H3CO Cy H
P Pd N
cy
Pd (H3C)2N N Pd
Cy Cl H
N Cl
Cl H H PPh2 PPh2
H H
O

250mg H3C CH3

100mg 500mg
46-0292 (from BrettPhos 15-1152) 46-0232 (from DavePhos 15-1145) 46-0955 (from Xantphos 15-1242)
46-0232 Chloro[2-(dicyclohexylphosphino)-2'-(N,N-dimethylamino)-1,1'- See page 102
biphenyl](2'-amino-1,1'-biphenyl-2-yl)palladium(II), min. 98%
[DavePhos Palladacycle Gen. 2]
46-0281 Chloro(2-dicyclohexylphosphino-2',4',6'-tri-i-propyl-1,1'-biphenyl) See page 103
(2'-amino-1,1'-biphenyl-2-yl) palladium(II), min. 98%
[XPhos Palladacycle Gen. 2] [1310584-14-5]
46-0283 Chloro(2-dicyclohexylphosphino-2',6'-dimethoxy-1,1'-biphenyl) See page 100
(2'-amino-1,1'-biphenyl-2-yl) palladium(II) min. 98%
[SPhos Palladacycle Gen. 2] [1375325-64-6]
46-0286 Chloro(2-dicyclohexylphosphino-2',6'-di-i-propoxy-1,1'-biphenyl) See page 102
(2'-amino-1,1'-biphenyl-2-yl)palladium(II), min. 98%
[RuPhos Palladacycle Gen. 2] [1375325-68-0]
46-0292 Chloro(2-dicyclohexylphosphino-3,6-dimethoxy-2',4',6'-tri-i-propyl-1,1'- See page 101
biphenyl)(2'-amino-1,1'-biphenyl-2-yl)palladium(II), min. 98%
[BrettPhos Palladacycle Gen. 2] [1451002-39-3]
46-0955 Chloro[9,9-dimethyl-4,5-bis(diphenylphosphino)xanthene] See page 105
[2'-amino-1,1'-biphenyl]palladium(II) dichloromethane adduct, min. 98%
[Xantphos Palladacycle Gen. 2] [1375325-77-1]
Note: Patents: PCT/US2013/030779, US Serial No. 13/799620.

258 Visit strem.com for new product announcements.

BUCHWALD PALLADACYCLE PRECATALYST KIT 4
(METHANESULFONATO-2'-METHYLAMINO-1,1'-BIPHENYL-2-YL- PALLADACYCLES GEN. 4)

96-5512 Buchwald Palladacycle Precatalyst Kit 4

(Methanesulfonato-2'-methylamino-1,1'-biphenyl-2-yl- Palladacycles Gen. 4)
Components available for individual sale.
Contains the following:
OCH3

t-Bu Cy H3CO Cy
P P P
t-Bu Pd
Cy Pd Cy Pd
N N N
O H3CO OCH3 O O
O H CH3 O H CH3 O H CH3
S S S
O O O
H3C H3C H3 C

250mg
250mg 250mg
46-0330 (from t-BuXphos 15-1052) 46-0380 (from SPhos 15-1143) 46-0333 (from BrettPhos 15-1152)

Cy Cy
P P CH3
N
Cy Pd Cy Pd O Pd H
N N O
O O O PPh2 PPh2
O S
O H CH3 O H CH3 H3C
S S O O
O O
H3 C H3C

250mg H3 C CH3
250mg 250mg
46-0395 (from RuPhos 15-1146) 46-0327 (from XPhos 15-1149) 46-0388 (from Xantphos 15-1242)

t-Bu t-Bu
P Cy Cy
P Note: Patents:
Pd
t-Bu N Pd
PCT/US2013/030779, US Serial
O Cy No. 13/799620.
O N
H CH3 O
S O H CH3
O S
H3C
O
250mg H3C 250mg
46-0385 (from P(t-Bu)3 15-5810) 46-0379 (from PCy3 15-6150)
46-0327 Methanesulfonato(2-dicyclohexylphosphino-2',4',6'-tri-i-propyl-1,1'- See page 127
biphenyl)(2'-methylamino-1,1'-biphenyl-2-yl)palladium(II), min. 98%
[XPhos Palladacycle Gen. 4] [1599466-81-5]
46-0330 Methanesulfonato(2-di-t-butylphosphino-2',4',6'-tri-i-propyl-1,1'-biphenyl) See page 123
(2'-methylamino-1,1'-biphenyl-2-yl)palladium(II) dichloromethane adduct,
min. 98% [t-BuXphos Palladacycle Gen. 4] [1599466-89-3]
46-0333 Methanesulfonato(2-dicyclohexylphosphino-3,6-dimethoxy-2',4',6'-tri-i-propyl- See page 124
1,1'-biphenyl)(2'-methylamino-1,1'-biphenyl-2-yl)palladium(II), min. 98%
[BrettPhos Palladacycle Gen. 4] [1599466-83-7]
46-0379 Methanesulfonato(tricyclohexylphosphino)(2'-methylamino-1,1'-biphenyl-2- See page 128
yl)palladium(II), 98% [PCy3 Palladacycle Gen. 4]
46-0380 Methanesulfonato(2-dicyclohexylphosphino-2',6'-dimethoxy-1,1'-biphenyl) See page 123
(2'-methylamino-1,1'-biphenyl-2-yl)palladium(II) dichloromethane adduct
min. 98% [SPhos Palladacycle Gen. 4] [1599466-87-1]
46-0385 Methanesulfonato(tri-t-butylphosphino)(2'-methylamino-1,1'-biphenyl-2- See page 128
yl)palladium(II), 98% [P(t-Bu)3 Palladacycle Gen. 4] [1621274-11-0]
46-0388 Methanesulfonato[9,9-dimethyl-4,5-bis(diphenylphosphino)xanthene] See page 127
(2'-methylamino-1,1'-biphenyl-2-yl)palladium(II), 98%
[Xantphos Palladacycle Gen. 4]
46-0395 Methanesulfonato(2-dicyclohexylphosphino-2',6'-di-i-propoxy-1,1'- See page 126
biphenyl)(2'-methylamino-1,1'-biphenyl-2-yl)palladium(II), min. 98%
[RuPhos Palladacycle Gen. 4] [1599466-85-9]
Note: Patents: PCT/US2013/030779, US Serial No. 13/799620.

[email protected] [email protected] [email protected] [email protected] 259


Catalyst & Organocatalyst Kits - CATHY CATALYST KIT
96-7650 CATHy Catalyst Kit
for asymmetric transfer hydrogenation of ketones and imines
Components available for individual sale.
Chiral Bidentate Nitrogen Ligands
07-0200 (1S,2R)-(-)-cis-1-Aminoindan-2-ol, 98% [126456-43-7] 1g
07-0201 (1R,2S)-(+)-cis-1-Aminoindan-2-ol, 98% [136030-00-7] 1g
07-2370 (1S,2S)-(+)-N-(4-toluenesulfonyl)-1,2-diphenylethylenediamine, 98% 500mg
(S,S)-TsDPEN [167316-27-0]
07-2371 (1R,2R)-(-)-N-(4-toluenesulfonyl)-1,2-diphenylethylenediamine, 98% 500mg
(R,R)-TsDPEN [144222-34-4]
Rhodium & Iridium Components
45-0195 Dichloro(pentamethylcyclopentadienyl)rhodium(III) dimer, 99% [12354-85-7] 500mg
77-1060 Dichloro(pentamethylcyclopentadienyl)iridium(III) dimer, 98% [12354-84-6] 500mg
Technical Notes:
1. CATHy catalysts are prepared in-situ by combining a chiral bidentate nitrogen ligand with Rh(III) or Ir(III)
metal complex containing a substitute cyclopentadienyl ligand. Catalysts demonstrate robust stability to air
and moisture. Reaction details are available. Please inquire or visit www.strem.com.
2. CATHy catalysts are highly efficient for the asymmetric transfer hydrogenation of a broad range of
ketones and imines to chiral alcohols and amines in high optical purities. They also provide functional
group tolerance.
3. CATHy catalysts can be used for research without a license.
Catalyst Preparation Example

2 Cl Cl isopropanol
OH Rh Rh o Me5
+ 40 C, 2 hours 2
Cl O
Cl
NH2
Rh
H2N
Cl

Hydrogenation Examples
O OH O OH

Tech. Note (2) Ref. (1,2) Tech. Note (2) Ref. (1,2)

MeO MeO -
N Br N
+
N NH
MeO MeO Ph
Ph

References:
1. Blacker A.J., Mellor B.J. WO9842643A1, filed 26/03/97, Avecia Ltd.
1. Blacker A.J., Conf. Proceedings: The Scale up of Chemical Processes.
2. Campbell L., Conf. Proceedings: Chirasource 99, Philadelphia 1999.

260 Visit strem.com for new product announcements.

Catalyst & Organocatalyst Kits - KIT of CATKITS - SINGLE-USE VIALS
for LOW CATALYST LOADING EXPERIMENTS
96-3790 Kit of CatKits - Single-Use Vials for Low Catalyst Loading Experiments
Components available for individual sale.
Components 46-2040 46-2038 46-2030 46-2033

(C6H5)3P Cl
Metal (C6H11)3P Cl
Pd
Precursor Pd
Cl P(C6H5)3 Pd(OAc)2 Pd(OAc)2
Cl P(C6H11)3

C(CH3)3

P
C(CH3)3 CH3O OCH3
Ligand __ __ Fe
C(CH3)3 P(C6H11)2
P
C(CH3)3

Base K3PO4 K3PO4 K3PO4 K3PO4

This Kit contains 4 different type of Single-Use Vials. Each type has 5 x 1 vials.
Contains the following:
46-2030 Palladium(II) acetate/1,1'-bis(di-t-butylphosphino) 5 x 1vial See page 130
ferrocene/potassium phosphate admixture
[CatKit single-use vials - 2.02 wt% Pd(OAc)2]
46-2033 Palladium(II) acetate/2-dicyclohexylphosphino-2,6- 5 x 1vial See page 130
dimethoxy-1,1'-biphenyl (SPhos)/potassium phosphate
admixture [CatKit single-use vials - 1.96 wt% Pd(OAc)2]
46-2038 trans-Dichlorobis(triphenylphosphine)palladium(II)/ 5 x 1vial See page 118
potassium phosphate admixture
[CatKit single-use vials - 6.32 wt% Pd complex]
[13965-03-2]
46-2040 trans-Dichlorobis(tricyclohexylphosphine)palladium(II)/ 5 x 1vial See page 116
potassium phosphate admixture
[CatKit single-use vials - 6.62 wt% Pd complex]
[29934-17-6]

[email protected] [email protected] [email protected] [email protected] 261

Catalyst & Organocatalyst Kits - CHIRAL QUEST CATALYST and LIGAND TOOLBOX KIT
96-5900 Chiral Quest Catalyst and Ligand Toolbox Kit
Sold in collaboration with Chiral Quest for research purposes only.
Components available for individual sale.
Contains the following:

H3C

P H
O O P
Ru+ CH(CH3)2
Cl
O O P
P P H P
(CH3)3C C(CH3)3

100mg 100mg 100mg

15-0175 (shown) (R)-C3-TUNEPHOS 15-1060 (R,R,S,S)-DUANPHOS 44-0109 (R)-C3-TUNEPHOS-Ru
15-0176 (S)-C3-TUNEPHOS

P H P
(CH3)3C C(CH3)3
Rh+

100mg
45-0663 (R,R,S,S)-DUANPHOS-Rh
15-0175 R-(-)-1,13-Bis(diphenylphosphino)-7,8-dihydro-6H-dibenzo[f,h][1,5]dioxonin, Visit strem.com
97% (R)-C3-TUNEPHOS [301847-89-2]
15-0176 (S)-(+)-1,13-Bis(diphenylphosphino)-7,8-dihydro-6H-dibenzo[f,h][1,5]dioxonin, Visit strem.com
95% (S)-C3-TUNEPHOS [486429-99-6]
15-1060 (1R,1'R,2S,2'S)-(+)-2,2'-Di-t-butyl-2,3,2',3'-tetrahydro-1,1'-bi-1H- Visit strem.com
isophosphindole, min. 98% (R,R,S,S)-DUANPHOS [528814-26-8]
44-0109 Chloro{(R)-(-)-1,13-bis(diphenylphosphino)-7,8-dihydro-6H-dibenzo[f,h][1,5] See page 184
dioxonin}(p-cymene)ruthenium(II) chloride (R)-C3-TUNEPHOS-Ru
45-0663 (1R,1'R,2S,2'S)-(+)-2,2'-Di-t-butyl-2,3,2',3'-tetrahydro-1,1'-bi-1H- See page 156
isophosphindole(1,5-cyclooctadiene)rhodium(I) tetrafluoroborate, min. 98%
(R,R,S,S)-DUANPHOS-Rh

262 Visit strem.com for new product announcements.

Catalyst & Organocatalyst Kits - CINCHONA ALKALOID-DERIVED ORGANOCATALYST KIT -
(enantiopure primary amines)
96-1575 Cinchona Alkaloid-Derived Organocatalyst Kit
(enantiopure primary amines) for Iminium-Enamime Activation
Components available for individual sale.
Contains the following:
OCH3 OCH3

NH2 NH2

N 3HCl 3HCl
N
H H
N N

07-1710 100mg 07-1715 100mg

OCH3 OCH3

NH2 NH2

3HCl
N 3HCl N
H H
N N
07-1718 100mg 07-1722 100mg
07-1710 (8, 9S)-6'-Methoxycinchonan-9-amine trihydrochloride, min. 90% Visit strem.com
[1231763-32-8]
07-1715 (8, 9R)-6'-Methoxycinchonan-9-amine trihydrochloride, min. 90%
07-1718 (8, 9S)-10,11-Dihydro-6'-methoxycinchonan-9-amine trihydrochloride,
min. 90% [852913-53-2]
07-1722 (8, 9R)-10,11-Dihydro-6'-methoxycinchonan-9-amine trihydrochloride,
min. 90% [931098-92-9]

[email protected] [email protected] [email protected] [email protected] 263

Catalyst & Organocatalyst Kits - (R,R)-DUPHOS and BPE RHODIUM CATALYST KIT
96-4730 (R,R)-Duphos and BPE Rhodium Catalyst Kit
Components available for individual sale.
Contains the following:

CH3CH2 CH2CH3 Ph Ph
P
P +
+ Rh
Sample structures shown. Rh
P
P Ph Ph
CH3CH2 CH2CH3

100mg 100mg
45-0150 (R,R)-Et-DUPHOS-Rh 45-0201 (R,R)-Ph-BPE-Rh
45-0148 (-)-1,2-Bis((2R,5R)-2,5-diethylphospholano)benzene(1,5-cycloocta- See page 140
diene)rhodium(I) tetrafluoroborate, 98+% (R,R)-Et-DUPHOS-Rh
[228121-39-9]
45-0150 (-)-1,2-Bis((2R,5R)-2,5-diethylphospholano)benzene(1,5-cycloocta-diene) See page 140
rhodium(I) trifluoromethanesulfonate, 98+% (R,R)-Et-DUPHOS-Rh
[136705-77-6]
45-0158 (-)-1,2-Bis((2R,5R)-2,5-dimethylphospholano)benzene(1,5-cycloocta- See page 142
diene)rhodium(I) tetrafluoroborate, 98+% (R,R)-Me-DUPHOS-Rh
[210057-23-1]
45-0160 (-)-1,2-Bis((2R,5R)-2,5-dimethylphospholano)benzene(1,5-cyclooctadiene) See page 142
rhodium(I)trifluoromethanesulfonate, 98+% (R,R)-Me-DUPHOS-Rh
[187682-63-9]
45-0168 (+)-1,2-Bis((2R,5R)-2,5-dimethylphospholano)ethane(1,5-cyclooctadiene) See page 143
rhodium(I) tetrafluoroborate, 98+% (R,R)-Me-BPE-Rh [305818-67-1]
45-0201 (-)-1,2-Bis((2R,5R)-2,5-diphenylphospholano)ethane(1,5-cyclo- See page 147
octadiene)rhodium(I) tetrafluoroborate, min. 98% (R,R)-Ph-BPE-Rh
[528565-84-6]
45-0210 (+)-1,2-Bis((2R,5R)-2,5-di-i-propylphospholano)benzene(1,5-cyclooctadiene) See page 148
rhodium(I) tetrafluoroborate, min. 98% (R,R)-i-Pr-DUPHOS-Rh
[569650-64-2]

Catalyst & Organocatalyst Kits - (S,S)-DUPHOS and BPE RHODIUM CATALYST KIT
96-4731 (S,S)-Duphos and BPE Rhodium Catalyst Kit
Components available for individual sale.
Contains the following:
45-0149 (+)-1,2-Bis((2S,5S)-2,5-diethylphospholano)benzene(1,5-cyclooctadiene) See page 140
rhodium(I) tetrafluoroborate, 98+% (S,S)-Et-DUPHOS-Rh [213343-64-7]
45-0151 (+)-1,2-Bis((2S,5S)-2,5-diethylphospholano)benzene(1,5-cyclooctadiene) See page 141
rhodium(I) trifluoromethanesulfonate, 98+% (S,S)-Et-DUPHOS-Rh
[142184-30-3]
45-0159 (+)-1,2-Bis((2S,5S)-2,5-dimethylphospholano)benzene(1,5-cyclooctadiene) See page 142
rhodium(I) tetrafluoroborate, 98+% (S,S)-Me-DUPHOS-Rh [205064-10-4]
45-0161 (+)-1,2-Bis((2S,5S)-2,5-dimethylphospholano)benzene(1,5-cyclooctadiene) See page 142
rhodium(I)trifluoromethanesulfonate, 98+% (S,S)-Me-DUPHOS-Rh
[136705-75-4]
45-0169 (-)-1,2-Bis((2S,5S)-2,5-dimethylphospholano)ethane(1,5-cyclooctadiene) See page 143
rhodium(I) tetrafluoroborate, 98+% (S,S)-Me-BPE-Rh [213343-65-8]
45-0202 (+)-1,2-Bis((2S,5S)-2,5-diphenylphospholano)ethane(1,5-cyclooctadiene) See page 147
rhodium(I) tetrafluoroborate, min. 98% (S,S)-Ph-BPE-Rh
45-0211 (-)-1,2-Bis((2S,5S)-2,5-di-i-propylphospholano)benzene(1,5-cyclooctadiene) See page 148
rhodium(I) tetrafluoroborate, min. 98% (S,S)-i-Pr-DUPHOS-Rh

264 Visit strem.com for new product announcements.

Catalyst & Organocatalyst Kits - ENANTIOTECH BIMAH Ru BINAP CATALYST KIT
96-3705 Enantiotech BIMAH Ru BINAP Catalyst Kit
for Asymmetric Hydrogenation
Sold under license from Enantiotech for research purposes only
Contains the following:

H H
Cl N CH3
P
Ru
P
Components available for individual sale. Cl N N H

44-0910 (shown) 100mg

44-0905 100mg

H H H H
Cl N CH(CH3)2 Cl N C(CH3)3
P P
Ru Ru
P P
Cl N N H Cl N N H

44-0915 (shown) 100mg 44-0925 100mg

44-0920 100mg
44-0905 Dichloro[(S)-(-)-2,2'-bis(diphenylphosphino)-1,1'-binaphthyl] See page 203
[(S)-(-)-2-(-methyl-methanamine)-1H-benzimidazole]ruthenium(II),
min. 95% [1443051-87-3]
44-0910 Dichloro[(R)-(+)-2,2'-bis(diphenylphosphino)-1,1'-binaphthyl] See page 203
[(S)-(+)-2-(-methyl-methanamine)-1H-benzimidazole]ruthenium(II),
min. 95%
44-0915 Dichloro[(S)-(-)-2,2'-bis(diphenylphosphino)-1,1'-binaphthyl] See page 204
[(S)-(-)-2-(-(i-propyl)methanamine)-1H-benzimidazole]ruthenium(II),
min. 95%
44-0920 Dichloro[(R)-(+)-2,2'-bis(diphenylphosphino)-1,1'-binaphthyl] See page 203
[(R)-(+)-2-(-(i-propyl)methanamine)-1H-benzimidazole]ruthenium(II),
min. 95%
44-0925 Dichloro[(S)-(-)-2,2'-bis(diphenylphosphino)-1,1'-binaphthyl] See page 201
[(S)-(-)-2-(-(t-butyl)methanamine)-1H-benzimidazole]ruthenium(II),
min. 95%

[email protected] [email protected] [email protected] [email protected] 265

Catalyst & Organocatalyst Kits - ENANTIOTECH BIMAH Ru DIOP CATALYST KIT
96-3715 Enantiotech BIMAH Ru DIOP Catalyst Kit
for Asymmetric Hydrogenation
Sold under license from Enantiotech for research purposes only
Components available for individual sale.
Contains the following:

H H H H
H H
O Cl N CH3 O Cl N CH(CH3)2
H3C P H3C P
Ru Ru
P H3C P
H3C O Cl H O Cl N N H
N N
H H

44-0960 (shown) 100mg 44-0970 (shown) 100mg

44-0955 100mg 44-0965 100mg

H H H H
H H
O Cl N CH2CH(CH3)2 Cl N C(CH3)3
H 3C P H3C O
P
Ru Ru
H 3C P P
O N H H3C O
H
Cl N Cl N N H
H

44-0975 100mg 44-0980 100mg

44-0955 Dichloro[(4S,5S)-(+)-4,5-bis(diphenylphosphinomethyl)-2,2-dimethyl-1,3- See page 206
dioxolane][(S)-(-)-2-(-methylmethanamine)-1H-benzimidazole]
ruthenium(II), min. 98%[1280730-21-3]
44-0960 Dichloro[(4R,5R)-(-)-4,5-bis(diphenylphosphinomethyl)-2,2-dimethyl-1,3- See page 205
dioxolane][(R)-(+)-2-(-methylmethanamine)-1H-benzimidazole]
ruthenium(II), min. 95%[1280732-29-7]
44-0965 Dichloro[(4S,5S)-(+)-4,5-bis(diphenylphosphinomethyl)-2,2-dimethyl-1,3- See page 206
dioxolane][(S)-(-)-2-(i-propyl)methanamine)-1H-benzimidazole]
ruthenium(II), min. 95% [1443051-97-5]
44-0970 Dichloro[(4R,5R)-(-)-4,5-bis(diphenylphosphinomethyl)-2,2-dimethyl-1,3- See page 206
dioxolane][(R)-(+)-2-(i-propyl)methanamine)-1H-benzimidazole]
ruthenium(II), min. 95%
44-0975 Dichloro[(4S,5S)-(+)-4,5-bis(diphenylphosphinomethyl)-2,2-dimethyl-1,3- See page 205
dioxolane][(S)-(-)-2-(i-butyl)methanamine)-1H-benzimidazole]ruthenium(II),
min. 95%[1574321-76-8]
44-0980 Dichloro[(4S,5S)-(+)-4,5-bis(diphenylphosphinomethyl)-2,2-dimethyl-1,3- See page 205
dioxolane][(S)-(-)-2-(t-butyl)methanamine)-1H-benzimidazole]ruthenium(II),
min. 97% [1443051-98-6]

266 Visit strem.com for new product announcements.

Catalyst & Organocatalyst Kits - ENANTIOTECH BIMAH RU Tol-BINAP CATALYST KIT
96-3710 Enantiotech BIMAH Ru Tol-BINAP Catalyst Kit
for Asymmetric Hydrogenation
Sold under license from Enantiotech for research purposes only
Components available for individual sale.
Contains the following:

H H H H
Cl N CH3 Cl N CH(CH3)2
P P
Ru Ru
P P
Cl N N H Cl N N H

44-0935 (shown) 100mg 44-0945 (shown) 100mg

44-0930 100mg 44-0940 100mg

H H
Cl N C(CH3)3
P
Ru
P
Cl N N H

44-0950 100mg
44-0930 Dichloro[(S)-(-)-2,2'-bis(di-p-tolylphosphino)-1,1'-binaphthyl] See page 207
[(S)-(-)-2-(-methyl-methanamine)-1H-benzimidazole]ruthenium(II),
min. 97%
44-0935 Dichloro[(R)-(+)-2,2'-bis(di-p-tolylphosphino)-1,1'-binaphthyl] See page 207
[(R)-(+)-2-(-methyl-methanamine)-1H-benzimidazole]ruthenium(II),
min. 95%
44-0940 Dichloro[(S)-(-)-2,2'-bis(di-p-tolylphosphino)-1,1'-binaphthyl] See page 208
[(S)-(-)-2-(-(i-propyl)methanamine)-1H-benzimidazole]ruthenium(II),
min. 95%
44-0945 Dichloro[(R)-(+)-2,2'-bis(di-p-tolylphosphino)-1,1'-binaphthyl] See page 208
[(R)-(+)-2-(-(i-propyl) methanamine)-1H-benzimidazole]ruthenium(II),
min. 95%
44-0950 Dichloro[(S)-(-)-2,2'-bis(di-p-tolylphosphino)-1,1'-binaphthyl] See page 207
[(S)-(-)-2-(-(t-butyl) methanamine)-1H-benzimidazole]ruthenium(II),
min. 97%

[email protected] [email protected] [email protected] [email protected] 267

Catalyst & Organocatalyst Kits - EVONIK HETEROGENEOUS CATALYST KIT
96-6670 Evonik Heterogeneous Catalyst Kit
Components available for individual sale.
Contains the following:
44-4060 Ruthenium, 5% on activated carbon, (50-70% wetted powder) 10g Visit strem.com
Evonik Noblyst P3060 [7440-18-8]
45-1863 Rhodium, 5% on activated carbon (50-70% wetted powder) 10g
Evonik Noblyst P3053 [7440-16-6]
46-1703 Palladium, 5% on activated carbon (50-70% wetted powder) 10g
Evonik Noblyst P1086 [7440-05-3]
46-1706 Palladium, 10% on activated carbon, Pearlman 10g
(50-70% wetted powder) Evonik Noblyst P1173 [7440-05-3]
46-1740 Palladium, 5% on activated carbon (50-70% wetted powder) 10g
Evonik Noblyst P1090 [7440-05-3]
46-1743 Palladium, 5% on activated carbon (50-70% wetted powder) 10g
Evonik Noblyst P1093 [7440-05-3]
46-1747 Palladium, 5% on activated carbon (50-70% wetted powder) 10g
Evonik Noblyst P1092 [7440-05-3]
46-1750 Palladium, 5% on activated carbon (50-70% wetted powder) 10g
Evonik Noblyst P1109 [7440-05-3]
78-1530 Platinum, 5% on activated carbon (50-70% wetted powder) 10g
Evonik Noblyst P2058 [7440-06-4]
78-1534 Platinum, 5% on activated carbon (50-70% wetted powder) 10g
Evonik Noblyst P2060 [7440-06-4]
78-1536 Platinum 1% and vanadium 2%, on activated carbon 10g
(50-70% wetted powder) Evonik Noblyst P8078 [7440-06-4]
78-1540 Platinum, 3% on activated carbon, sulfided (50-70% wetted 10g
powder) Evonik Noblyst P2065 [7440-06-4]
Catalyst & Organocatalyst Kits - EVONIK HETEROGENEOUS CATALYST KIT
for SELECTIVE HYDROGENATION
96-6674 Evonik Heterogeneous Catalyst Kit for Selective Hydrogenation
Components available for individual sale.
Contains the following:
44-4060 Ruthenium, 5% on activated carbon, (50-70% wetted powder) 10g Visit strem.com
Evonik Noblyst P3060 [7440-18-8]
45-1863 Rhodium, 5% on activated carbon (50-70% wetted powder) 10g
Evonik Noblyst P3053 [7440-16-6]
78-1530 Platinum, 5% on activated carbon (50-70% wetted powder) 10g
Evonik Noblyst P2058 [7440-06-4]
78-1534 Platinum, 5% on activated carbon (50-70% wetted powder) 10g
Evonik Noblyst P2060 [7440-06-4]
78-1536 Platinum 1% and vanadium 2%, on activated carbon 10g
(50-70% wetted powder) Evonik Noblyst P8078 [7440-06-4]
78-1540 Platinum, 3% on activated carbon, sulfided (50-70% wetted 10g
powder) Evonik Noblyst P2065 [7440-06-4]

Catalyst & Organocatalyst Kits - EVONIK HETEROGENEOUS PALLADIUM CATALYST KIT

96-6672 Evonik Heterogeneous Palladium Catalyst Kit
Components available for individual sale.
Contains the following:
46-1703 Palladium, 5% on activated carbon (50-70% wetted powder) 10g Visit strem.com
Evonik Noblyst P1086 [7440-05-3]
46-1706 Palladium, 10% on activated carbon, Pearlman 10g
(50-70% wetted powder) Evonik Noblyst P1173 [7440-05-3]
46-1740 Palladium, 5% on activated carbon (50-70% wetted powder) 10g
Evonik Noblyst P1090 [7440-05-3]
46-1743 Palladium, 5% on activated carbon (50-70% wetted powder) 10g
Evonik Noblyst P1093 [7440-05-3]
46-1747 Palladium, 5% on activated carbon (50-70% wetted powder) 10g
Evonik Noblyst P1092 [7440-05-3]
46-1750 Palladium, 5% on activated carbon (50-70% wetted powder) 10g
Evonik Noblyst P1109 [7440-05-3]

268 Visit strem.com for new product announcements.

Catalyst & Organocatalyst Kits - EVONIK HETEROGENEOUS CATALYST KIT
(Application Sheet)

[email protected] [email protected] [email protected] [email protected] 269

Catalyst & Organocatalyst Kits - IRIDICYCLE CATALYST KIT
96-3745 Iridicycle Catalyst Kit
Components available for individual sale.
Contains the following:
CH3 CH3
H3CO H3 C CH3 H3CO H3C CH3
H3 C CH3 H3C CH3
Ir Cl Ir
N Cl
N

H3 C
H3C
OCH3
Iridicycle-MeO Iridicycle-CN CN
77-0418 100mg 77-0424 100mg
CH3 CH3
H3CO H3C CH3 H3CO H3 C CH3

H3C CH H3 C CH3
Ir Cl 3 Ir
N N Cl

H3C
H3 C

Iridicycle-Naphth NO2
Iridicycle-NO2
77-0428 100mg 77-0430 100mg
77-0418 Chloro(pentamethylcyclopentadienyl){5-methoxy-2-{1-[(4-methoxy-phenyl) See page 47
imino-kN]ethyl}phenyl-kC}iridium(III), 99% Iridicycle-MeO [1258964-48-5]
77-0424 Chloro(pentamethylcyclopentadienyl){5-cyano-2-{1-[(4-methoxy-phenyl) See page 47
imino-kN]ethyl}phenyl-kC}iridium(III), 99% Iridicycle-CN [1258964-46-3]
77-0428 Chloro(pentamethylcyclopentadienyl){2-{1-[(4-methoxyphenyl)imino-kN] See page 47
ethyl}naphthyl-kC}iridium(III), 99% Iridicycle-Naphth [1469467-94-4]
77-0430 Chloro(pentamethylcyclopentadienyl){5-nitro-2-{1-[(4-methoxyphenyl) See page 48
imino-kN]ethyl}phenyl-kC}iridium(III), 99% Iridicycle-NO2 [1439402-25-1]
Sold in collaboration with Yorkshire Process Technology for research purposes only.
Patents GB 1206572.8 and GB 1206573.6

Catalyst & Organocatalyst Kits - MARUOKA CHIRAL PHASE-Transfer Phosphonium Organocatalyst Kit
96-3750 Maruoka Chiral Phase-Transfer Phosphonium Organocatalyst Kit
Components available for individual sale.
Contains the following:
CF3 CF3 CF3 CF3

CF3 CF3 CF3 CF3

+ + + C(CH3)3 + C(CH3)3
P Br- P Br- P Br- P Br-
C(CH3)3 C(CH3)3

CF3 CF3 CF3 CF3

CF3 CF3 CF3 CF3

R-MARUOKA CAT P-NB S-MARUOKA CAT P-NB R-MARUOKA CAT P-TB S-MARUOKA CAT P-TB
15-1457 50mg 15-1458 50mg 15-1464 50mg 15-1465 50mg
15-1457 (11bR)-(+)-4,4-Dibutyl-2,6-bis[3,5-bis(trifluoromethyl)phenyl]-4,5-dihydro- Visit strem.com
3H-dinaphtho[2,1-c:1',2'-e]phosphepinium bromide, 99%
R-MARUOKA CAT P-NB [1110711-01-7]
15-1458 (11bS)-(-)-4,4-Dibutyl-2,6-bis[3,5-bis(trifluoromethyl)phenyl]-4,5-dihydro-
3H-dinaphtho[2,1-c:1',2'-e]phosphepinium bromide, 99%
S-MARUOKA CAT P-NB [1110813-90-5]
15-1464 (11bR)-(+)-4,4-Di-t-butyl-2,6-bis[3,5-bis(trifluoromethyl)phenyl]-4,5-dihydro-
3H-dinaphtho[2,1-c:1',2'-e]phosphepinium bromide, 99%
R-MARUOKA CAT P-TB
15-1465 (11bS)-(-)-4,4-Di-t-butyl-2,6-bis[3,5-bis(trifluoromethyl)phenyl]-4,5-dihydro-
3H-dinaphtho[2,1-c:1',2'-e]phosphepinium bromide, 99%
S-MARUOKA CAT P-TB [1110711-01-7]

270 Visit strem.com for new product announcements.

Catalyst & Organocatalyst Kits - PALLADIUM CATALYST KIT
96-4650 Palladium Catalyst Kit for a variety of catalytic organic transformations.
Components available for individual sale.
Contains the following:
46-0100 Allylpalladium chloride dimer, min. 98% [12012-95-2] 500mg See page 91
46-0400 Dichlorobis(benzonitrile)palladium(II), 99% [14220-64-5] 1g See page 112
46-1780 Palladium(II) acetate, min. 98% (99.9+%-Pd) [3375-31-3] 1g See page 129
46-1850 Palladium(II) chloride (99.9%-Pd) [7647-10-1] 1g See page 130
46-2150 Tetrakis(triphenylphosphine)palladium(0), 99% (99.9+%-Pd) 5g See page 131
[14221-01-3]
46-3000 Tris(dibenzylideneacetone)dipalladium(0) [51364-51-3] 5g See page 133
46-3010 Tris(dibenzylideneacetone)dipalladium(0) chloroform adduct 500mg See page 134
[52522-40-4]

Catalyst & Organocatalyst Kits - PhosphonicS METAL OXIDATION CATALYST KIT

96-6770 PhosphonicS Metal Oxidation Catalyst Kit
Sold in collaboration with PhosphonicS Ltd. for research purposes only.
Components available for individual sale.
Contains the following:
O O
O O
P VO(II) P Mn(II)
O O
23-4380 5g 25-1200 5g
O O
O O
P P Ce(IV)
Co(II)
O O
27-0900 5g 58-5100 5g
Reactions such as allylic and benzylic oxidations, alcohol oxidations and epoxidations are key chemical
transformations in organic synthesis. In general these reactions are conducted by the use of stoichiometric, or
even higher concentrations, of inorganic oxidants. Typical oxidizing agents include potassium permanganate,
manganese dioxide, chromium trioxide, potassium chromate, potassium dichromate and peracids. The use of
these hazardous reagents require care in the work up of reactions and purification of the products. There is a
need for new heterogeneous oxidation catalysts that are not only effective, but exhibit ease of recovery and
recycleability. PhosphonicS has developed a number of novel heterogeneous oxidation catalysts for a wide
range of applications in the pharmaceutical, fine chemicals and petrochemicals industries. Reactions include
allylic and benzylic oxidations, epoxidations and the selective oxidations of alcohols to ketones and sulfides to
sulfoxides.
23-4380 Vanadyl(II) ethyl/butyl phosphonate Silica See page 234
(PhosphonicS POVO)
25-1200 Manganese(II) ethyl/butyl phosphonate Silica See page 60
(PhosphonicS POMn)
27-0900 Cobalt(II) ethyl/butyl phosphonate Silica (PhosphonicS POCo) See page 26
58-5100 Cerium(IV) ethyl/butyl phosphonate Silica See page 21
(PhosphonicS POCe)

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Catalyst & Organocatalyst Kits - SpinPHOX-Ir CATALYST KIT
96-7710 SpinPHOX-Ir Catalyst Kit for enantioselective hydrogenation
Sold in collaboration with SIOC for research purposes only.
Patents CN200910051314.3, CN 101555259.
Components available for individual sale.
Contains the following:

Ph Ph
Ph Ph
P + P
Ir +
Ir
C N N
C
O O

25mg 25mg
77-5040 (shown ) (S,S)-(COD)Ir[Bn-SpinPHOX] 77-5046 (shown) (S,S)-(COD)Ir[Ph-SpinPHOX]
77-5041 (R.S)-(COD)Ir[Bn-SpinPHOX] 77-5047 (R,S)-(COD)Ir[Ph-SpinPHOX]

Ph Ph
Ph Ph
P + P +
Ir Ir
C N N
C

O CH(CH3)2 O CH(CH3)2
25mg 25mg
77-5050 (shown) (S,S)-(COD)Ir[iPr-SpinPHOX] 77-5051 (shown) (R,S)-(COD)Ir[iPr-SpinPHOX]
77-5040 1,5-Cyclooctadiene{(4S)-(+)-2-[(5S)-6-(diphenylphosphino)spiro[4.4]nona- See page 48
1.6-dien-1-yl]-4,5-dihydro-4-benzyloxazole}iridium(I) tetrakis
[3,5-bis(trifluoromethyl)phenyl]borate, 97% (S,S)-(COD)Ir[Bn-SpinPHOX]
[1194050-19-5]
77-5041 1,5-Cyclooctadiene{(4S)-(-)-2-[(5R)-6-(diphenylphosphino)spiro[4.4] See page 49
nona-1.6-dien-1-yl]-4,5-dihydro-4-benzyloxazole}iridium(I) tetrakis
[3,5-bis(trifluoromethyl)phenyl]borate, 97% (R.S)-(COD)Ir[Bn-SpinPHOX]
[1195511-56-8]
77-5046 1,5-Cyclooctadiene{(4S)-(+)-2-[(5S)-6-(diphenylphosphino)spiro[4.4] See page 49
nona-1.6-dien-1-yl]-4,5-dihydro-4-phenyloxazole}iridium(I) tetrakis
[3,5-bis(trifluoromethyl)phenyl]borate, 97% (S,S)-(COD)Ir[Ph-SpinPHOX]
[1194050-21-9]
77-5047 1,5-cyclooctadiene{(4S)-(-)-2-[(5R)-6-(diphenylphosphino)spiro[4.4] See page 49
nona-1.6-dien-1-yl]-4,5-dihydro-4-phenyloxazole}iridium(I) tetrakis
[3,5-bis(trifluoromethyl)phenyl]borate, 97% (R,S)-(COD)Ir[Ph-SpinPHOX]
[1195511-59-1]
77-5050 1,5-cyclooctadiene{(4S)-(+)-2-[(5S)-6-(diphenylphosphino)spiro[4.4] See page 49
nona-1.6-dien-1-yl]-4,5-dihydro-4-(i-propyl)oxazole}iridium(I) tetrakis
[3,5-bis(trifluoromethyl)phenyl]borate, 97% (S,S)-(COD)Ir[iPr-SpinPHOX]
[1194050-23-1]
77-5051 1,5-cyclooctadiene{(4S)-(-)-2-[(5R)-6-(diphenylphosphino)spiro[4.4] See page 49
nona-1.6-dien-1-yl]-4,5-dihydro-4-(i-propyl)oxazole}iridium(I) tetrakis
[3,5-bis(trifluoromethyl)phenyl]borate, 97% (R,S)-(COD)Ir[iPr-SpinPHOX]
[1195511-66-0]

272 Visit strem.com for new product announcements.

Catalyst & Organocatalyst Kits - TAKASAGO ATH
(ASYMMETRIC TRANSFER HYDROGENATION) CATALYST KIT
96-6955 Takasago ATH (Asymmetric Transfer Hydrogenation) Catalyst Kit
Manufactured under license of Takasago patents.
Components available for individual sale. Contains the following:
CH3 CH3 F
F F

F F
O O O O O O
H3C S H3C S H3C
S
N N
N
CH3 Ru
Ru Ru
H3C Cl CH(CH3)2
Cl CH(CH3)2 N
N N Cl
H H
H H H H
250mg 250mg
250mg
44-0148 (shown) 44-0154 (shown) 44-0156 (shown)
RuCl[(R,R)-Tsdpen](p-cymene) RuCl[(R,R)-Tsdpen(mesitylene) RuCl[(R,R)-Fsdpen](p-cymene)
44-0149 RuCl[(S,S)-Tsdpen](p-cymene) 44-0155 RuCl[(S,S)-Tsdpen](mesitylene) 44-0157 RuCl[(S,S)-Fsdpen](p-cymene)

CH3
xyl OCH3
O xyl Cl H2
O S Ru P N
N Cl Ru H2
P H
O N N
H xyl
xyl CH(CH3)2
H3CO

250mg
250mg

44-0185 (shown) (R,R)-Ts- 44-0217 (shown) (R)-RUCY -XylBINAP
DENEB
44-0186 (S,S)-Ts-DENEB 44-0218 (S)-RUCY-XylBINAP
44-0148 Chloro{[(1R,2R)-(-)-2-amino-1,2-diphenylethyl](4-toluenesulfonyl)amido} See page 179
(p-cymene)ruthenium(II), min. 95% RuCl[(R,R)-Tsdpen](p-cymene)
[192139-92-7]
44-0149 Chloro{[(1S,2S)-(+)-2-amino-1,2-diphenylethyl](4-toluenesulfonyl)amido} See page 180
(p-cymene)ruthenium(II), min. 90% RuCl[(S,S)-Tsdpen](p-cymene)
[192139-90-5]
44-0154 Chloro{[(1R,2R)-(-)-2-amino-1,2-diphenylethyl](4-toluenesulfonyl)amido} See page 180
(mesitylene)ruthenium(II), min. 90% RuCl[(R,R)-Tsdpen(mesitylene)
[174813-82-2]
44-0155 Chloro{[(1S,2S)-(+)-2-amino-1,2-diphenylethyl](4-toluenesulfonyl)amido} See page 180
(mesitylene)ruthenium(II), min. 90% RuCl[(S,S)-Tsdpen](mesitylene)
[174813-81-1]
44-0156 Chloro{[(1R,2R)-(-)-2-amino-1,2-diphenylethyl](pentafluorophenylsulfonyl) See page 179
amido}(p-cymene)ruthenium(II), min. 90% RuCl[(R,R)-Fsdpen](p-cymene)
[1026995-71-0]
44-0157 Chloro{[(1S,2S)-(+)-2-amino-1,2-diphenylethyl](pentafluorophenylsulfonyl) See page 179
amido}(p-cymene)ruthenium(II), min. 90% RuCl[(S,S)-Fsdpen](p-cymene)
[1026995-72-1]
44-0185 N-[(1R,2R)-1,2-Diphenyl-2-(2-(4-methylbenzyloxy)ethylamino)-ethyl]- See page 191
4-methylbenzene sulfonamide(chloro)ruthenium(II) (R,R)-Ts-DENEB
[1333981-84-2]
44-0186 N-[(1S,2S)-1,2-Diphenyl-2-(2-(4-methylbenzyloxy)ethylamino)-ethyl]- See page 217
4-methylbenzene sulfonamide(chloro)ruthenium(II) (S,S)-Ts-DENEB
[1384974-37-1]
44-0217 Chloro{(R)-(+)-2,2'-bis[di(3,5-xylyl)phosphino]-1,1'-binaphthyl} See page 187
[(2R)-(-)-1-(4-methoxyphenyl)-1-(4-methoxyphenyl-kC)-3-methyl-1,2-
butanediamine]ruthenium(II) (R)-RUCY-XylBINAP [1384974-38-2]
44-0218 Chloro{(S)-(-)-2,2'-bis[di(3,5-xylyl)phosphino]-1,1'-binaphthyl} See page 188
[(2S)-(+)-1-(4-methoxyphenyl)-1-(4-methoxyphenyl-kC)-3-methyl-1,2-
butanediamine]ruthenium(II) (S)-RUCY-XylBINAP [1312713-89-5]

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Catalyst & Organocatalyst Kits - TAKASAGO BINAP Ru ACETATE CATALYST KIT
96-6953 Takasago BINAP Ru Acetate Catalyst Kit
Manufactured under license of Takasago patents.
Components available for individual sale. Contains the following:

CH3 CH3
CH3
O O
P O P O
Ru O P Ru
P O O P O
Ru O
O P O
O
CH3 CH3
CH3
250mg 250mg 250mg
44-0152 (shown) 44-0162 (shown) 44-0164 (shown)
Ru(OAc)2[(R)-binap] Ru(OAc)2[(R)-tolbinap] Ru(OAc)2[(R)-xylbinap]
44-0153 Ru(OAc)2[(S)-binap] 44-0163 Ru(OAc)2[(S)-tolbinap] 44-0165 Ru(OAc)2[(S)-xylbinap]
44-0152 Diacetato[(R)-(+)-2,2'-bis(diphenylphosphino)-1,1'-binaphthyl]ruthenium(II) See page 197
Ru(OAc)2[(R)-binap] [325146-81-4]
44-0153 Diacetato[(S)-(-)-2,2'-bis(diphenylphosphino)-1,1'-binaphthyl]ruthenium(II) See page 197
Ru(OAc)2[(S)-binap] [261948-85-0]
44-0162 Diacetato[(R)-(+)-2,2'-bis(di-p-tolylphosphino)-1,1'-binaphthyl]ruthenium(II) See page 198
Ru(OAc)2[(R)-tolbinap] [116128-29-1]
44-0163 Diacetato[(S)-(-)-2,2'-bis(di-p-tolylphosphino)-1,1'-binaphthyl]ruthenium(II) See page 198
Ru(OAc)2[(S)-tolbinap] [106681-15-6]
44-0164 Diacetato{(R)-(+)-2,2'-bis[di(3,5-xylyl)phosphino]-1,1'- See page 199
binaphthyl}ruthenium(II) Ru(OAc)2[(R)-xylbinap] [374067-50-2]
44-0165 Diacetato{(S)-(-)-2,2'-bis[di(3,5-xylyl)phosphino]-1,1'- See page 199
binaphthyl}ruthenium(II) Ru(OAc)2[(S)-xylbinap] [374067-49-9]

Catalyst & Organocatalyst Kits - TAKASAGO BINAP Ru CYMENE CATALYST KIT

96-6951 Takasago BINAP Ru Cymene Catalyst Kit
Manufactured under license of Takasago patents.
Components available for individual sale. Contains the following:

H3C
H3C

P +
Ru P +
P Cl Ru
CH(CH3)2 P Cl
CH(CH3)2

250mg 250mg

44-0084 (shown) [RuCl(p-cymene)((R)-binap)]Cl 44-0088 (shown) [RuCl(p-cymene)((R)-tolbinap)]Cl

44-0086 [RuCl(p-cymene)((S)-binap)]Cl 44-0089 [RuCl(p-cymene)((S)-tolbinap)]Cl

H 3C

P +
Ru
P Cl
CH(CH3)2
250mg

44-0092 (shown) [RuCl(p-cymene)((R)-xylbinap}]Cl

44-0093 [RuCl(p-cymene)((S)-xylbinap)]Cl
44-0084 Chloro[(R)-(+)-2,2'-bis(diphenylphosphino)-1,1'-binaphthyl](p-cymene) See page 183
ruthenium(II) chloride [RuCl(p-cymene)((R)-binap)]Cl [145926-28-9]
44-0086 Chloro[(S)-(-)-2,2'-bis(diphenylphosphino)-1,1'-binaphthyl](p- See page 183
cymene)ruthenium(II) chloride [RuCl(p-cymene)((S)-binap)]Cl [130004-33-0]
44-0088 Chloro[(R)-(+)-2,2'-bis(di-p-tolylphosphino)-1,1'-binaphthyl](p-cymene) See page 185
ruthenium(II) chloride [RuCl(p-cymene)((R)-tolbinap)]Cl [131614-43-2]
44-0089 Chloro[(S)-(-)-2,2'-bis(di-p-tolylphosphino)-1,1'-binaphthyl](p-cymene) See page 186
ruthenium(II) chloride [RuCl(p-cymene)((S)-tolbinap)]Cl [228120-95-4]
44-0092 Chloro{(R)-(+)-2,2'-bis[di(3,5-xylyl)phosphino]-1,1'-binaphthyl}(p-cymene) See page 187
ruthenium(II) chloride [RuCl(p-cymene)((R)-xylbinap}]Cl [944451-24-5]
44-0093 Chloro{(S)-(-)-2,2'-bis[di(3,5-xylyl)phosphino]-1,1'-binaphthyl}(p-cymene) See page 187
ruthenium(II) chloride [RuCl(p-cymene)((S)-xylbinap)]Cl [944451-25-6]

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Catalyst & Organocatalyst Kits - TAKASAGO BINAP Ru DIAMINE CATALYST KIT
96-6954 Takasago BINAP Ru Diamine Catalyst Kit for asymmetric hydrogenation and
other catalytic applications.
Manufactured under license of Takasato patents.
Components available for individual sale. Contains the following:

xyl OCH3
H H xyl Cl
Cl CH(CH3)2 H2
N P N
P Ru
Ru H2 H
P N
P OCH3 xyl
Cl N CH(CH3)2
xyl
H H H3CO

OCH3 250mg 250mg

44-0212 (shown) RuCl2[(R)-xylbinap][(R)-daipen] 44-0217 (shown) (R)-RUCY-XylBINAP
44-0213 RuCl2[(S)-xylbinap][(S)-daipen] 44-0218 (S)-RUCY-XylBINAP

H H
Cl
P N
Ru
P
Cl N
H H

250mg
44-0226 (shown) RuCl2[(R)-xylbinap][(R,R)-dpen]
44-0224 RuCl2[(S)-xylbinap][(S,S)-dpen]
44-0212 Dichloro{(R)-(+)-2,2'-bis[di(3,5-xylyl)phosphino]-1,1'-binaphthyl} See page 209
[(2R)-(-)-1,1-bis(4-methoxyphenyl)-3-methyl-1,2-butanediamine]
ruthenium(II) RuCl2[(R)-xylbinap][(R)-daipen] [220114-32-9]
44-0213 Dichloro{(S)-(-)-2,2'-bis[di(3,5-xylyl)phosphino]-1,1'-binaphthyl} See page 209
[(2S)-(+)-1,1-bis(4-methoxyphenyl)-3-methyl-1,2-butanediamine]
ruthenium(II) RuCl2[(S)-xylbinap][(S)-daipen] [220114-01-2]
44-0217 Chloro{(R)-(+)-2,2'-bis[di(3,5-xylyl)phosphino]-1,1'-binaphthyl} See page 187
[(2R)-(-)-1-(4-methoxyphenyl)-1-(4-methoxyphenyl-kC)-3-methyl-1,2-
butanediamine]ruthenium(II) (R)-RUCY-XylBINAP [1384974-38-2]
44-0218 Chloro{(S)-(-)-2,2'-bis[di(3,5-xylyl)phosphino]-1,1'-binaphthyl} See page 188
[(2S)-(+)-1-(4-methoxyphenyl)-1-(4-methoxyphenyl-kC)-3-methyl-1,2-
butanediamine]ruthenium(II) (S)-RUCY-XylBINAP [1312713-89-5]
44-0224 Dichloro{(S)-(-)-2,2'-bis[di(3,5-xylyl)phosphino]-1,1'-binaphthyl} See page 210
[(1S,2S)-(-)-1,2-di-phenylethylenediamine]ruthenium(II)
RuCl2[(S)-xylbinap][(S,S)-dpen] [220114-03-4]
44-0226 Dichloro{(R)-(+)-2,2'-bis[di(3,5-xylyl)phosphino]-1,1'-binaphthyl} See page 210
[(1R,2R)-(+)-1,2-di-phenylethylenediamine]ruthenium(II)
RuCl2[(R)-xylbinap][(R,R)-dpen] [220114-38-5]

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Catalyst & Organocatalyst Kits - TAKASAGO BINAP Ru DIMER CATALYST KIT
96-6952 Takasago BINAP Ru Dimer Catalyst Kit for asymmetric hydrogenation and
other catalytic applications.
Manufactured under license of Takasago patents.
Components available for individual sale. Contains the following:
-1 -1

Cl Cl
P P Cl Cl
Ru Cl Ru P P
P P Ru Cl Ru
Cl Cl P P
Cl Cl

250mg 250mg
44-0510 (shown) [NH2Me2][{RuCl((R)-binap)}2(-Cl)3] 44-0512 (shown) [NH2Me2][{RuCl((R)-tolbinap)}2(-Cl)3]
44-0511 [NH2Me2][{RuCl((S)-binap)}2(-Cl)3] 44-0513 [NH2Me2][{RuCl((S)-tolbinap)}2(-Cl)3]
-1

Cl Cl
P P
Ru Cl Ru
P P
Cl Cl

250mg
44-0514 (shown) [NH2Me2][{RuCl((R)-xylbinap)}2(-Cl)3]
44-0515 [NH2Me2][{RuCl((S)-xylbinap)}2(-Cl)3]
44-0510 Dimethylammonium dichlorotri(-chloro)bis[(R)-(+)-2,2'-bis(diphenyl- See page 215
phosphino)-1,1'-binaphthyl]diruthenate(II)
[NH2Me2][{RuCl((R)-binap)}2(-Cl)3] [199684-47-4]
44-0511 Dimethylammonium dichlorotri(-chloro)bis[(S)-(-)-2,2'-bis(diphenyl- See page 215
phosphino)-1,1'-binaphthyl]diruthenate(II)
[NH2Me2][{RuCl((S)-binap)}2(-Cl)3] [199541-17-8]
44-0512 Dimethylammonium dichlorotri(-chloro)bis[(R)-(+)-2,2'-bis(di-p-tolyl- See page 216
phosphino)-1,1'-binaphthyl]diruthenate(II)
[NH2Me2][{RuCl((R)-tolbinap)}2(-Cl)3] [749935-02-2]
44-0513 Dimethylammonium dichlorotri(-chloro)bis[(S)-(-)-2,2'-bis(di-p-tolyl- See page 216
phosphino)-1,1'-binaphthyl]diruthenate(II)
[NH2Me2][{RuCl((S)-tolbinap)}2(-Cl)3] [309735-86-2]
44-0514 Dimethylammonium dichlorotri(-chloro)bis{(R)-(+)-2,2'-bis[di(3,5- See page 217
xylyl)phosphino]-1,1'-binaphthyl}diruthenate(II)
[NH2Me2][{RuCl((R)-xylbinap)}2(-Cl)3] [944451-08-5]
44-0515 Dimethylammonium dichlorotri(-chloro)bis{(S)-(-)-2,2'-bis[di(3,5- See page 217
xylyl)phosphino]-1,1'-binaphthyl}diruthenate(II)
[NH2Me2][{RuCl((S)-xylbinap)}2(-Cl)3] [944451-10-9]

276 Visit strem.com for new product announcements.


Catalyst & Organocatalyst Kits - TAKASAGO SEGPHOS Ru CATALYST KIT

96-6901 Takasago SEGPHOS Ru Catalyst Kit
for asymmetric hydrogenation and other catalytic applications.
Manufactured under license of Takasago patents.
Components available for individual sale.
Contains the following:
H3CO
O H3 C O H3C t-Bu
t-Bu t-Bu
OCH3
O H3C
O P + O P +
Ru Ru P t-Bu
O P Cl O P Cl O
CH(CH3)2 CH(CH3)2 +
Ru
O Cl
P t-Bu CH(CH3)2
O O
O
250mg 250mg OCH3
t-Bu t-Bu
t-Bu
H3CO
250mg
44-0096 (shown) 44-0098 (shown) 44-0102 (shown)
[RuCl(p-cymene)((R)-segphos)]Cl [RuCl(p-cymene)((R)-dm-segphos)]Cl [RuCl(p-cymene)((R)-dtbm-segphos)]Cl
44-0097 44-0099 44-0103
[RuCl(p-cymene)((S)-segphos)]Cl [RuCl(p-cymene)((S)-dm-segphos)]Cl [RuCl(p-cymene)((S)-dtbm-segphos)]Cl
OCH3
O O t-Bu t-Bu
CH3 CH3 t-Bu
O OCH3
O O CH3
O O P
P O O t-BuO
Ru Ru O P
O P O O
O P O Ru O
O O O P t-BuO
CH3 CH3
O O OCH3 CH3
O t-Bu
t-Bu t-Bu
250mg 250mg OCH3 250mg
44-0168 (shown) 44-0174 (shown) 44-0180 (shown)
Ru(OAc)2[(R)-segphos] Ru(OAc)2[(R)-dm-segphos] Ru(OAc)2[(R)-dtbm-segphos]
44-0169 44-0176 44-0181
Ru(OAc)2[(S)-segphos] Ru(OAc)2[(S)-dm-segphos] Ru(OAc)2[(S)-dtbm-segphos]
O -1
O
H H O O
Cl CH(CH3)2 H H
O P N Cl Cl Cl
Ru O P N O P P O
P Ru Ru Cl Ru
O N OCH3 P P
Cl O P O Cl Cl
O
Cl N
H H
O H H O O
OCH3 O
250mg
250mg 250mg
44-0214 (shown) 44-0228 (shown) 44-0518 (shown)

RuCl2[(R)-dm-segphos ][(R)-daipen] RuCl2[(R)-dm-segphos ][(R,R)-dpen] [NH2Me2][{RuCl((R)-segphos)}2(-Cl)3]
44-0215 44-0229 44-0519
RuCl2[(S)-dm-segphos][(S)-daipen] RuCl2[(S)-dm-segphos][(S,S)-dpen] [NH2Me2][{RuCl((S)-segphos)}2(-Cl)3]
-1

O O
Cl Cl
O P P O
Ru Cl Ru
O P P O
Cl Cl

O O

250mg
44-0520 (shown)
[NH2Me2][{RuCl((R)-dm-segphos)}2 (-Cl)3]
44-0521
[NH2Me2][{RuCl((S)-dm-segphos)}2 (-Cl)3]

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Catalyst & Organocatalyst Kits - TAKASAGO SEGPHOS Ru CATALYST KIT (cont.)
44-0096 Chloro[(R)-(+)-5,5'-bis(diphenylphosphino)-4,4'-bi-1,3-benzodioxole] 250mg See page 181
(p-cymene)ruthenium(II) chloride [RuCl(p-cymene)((R)-segphos)]Cl
[944451-28-9]
44-0097 Chloro[(S)-(-)-5,5'-bis(diphenylphosphino)-4,4'-bi-1,3-benzodioxole] 250mg See page 182
(p-cymene)ruthenium(II) chloride [RuCl(p-cymene)((S)-segphos)]Cl
[944451-29-0]
44-0098 Chloro{(R)-(+)-5,5'-bis[di(3,5-xylyl)phosphino]-4,4'-bi-1,3- 250mg See page 186
benzodioxole}(p-cymene)ruthenium(II) chloride
[RuCl(p-cymene)((R)-dm-segphos)]Cl [944451-30-3]
44-0099 Chloro{(S)-(-)-5,5'-bis[di(3,5-xylyl)phosphino]-4,4'-bi-1,3-benzodioxole} 250mg See page 186
(p-cymene)ruthenium(II) chloride
[RuCl(p-cymene)((S)-dm-segphos)]Cl [944451-31-4]
44-0102 Chloro{(R)-(-)-5,5'-bis[di(3,5-di-t-butyl-4-methoxyphenyl)phosphino]- 250mg See page 181
4,4'-bi-1,3-benzodioxole}(p-cymene)ruthenium(II) chloride
[RuCl(p-cymene)((R)-dtbm-segphos)]Cl [944451-32-5]
44-0103 Chloro{(S)-(+)-5,5'-bis[di(3,5-di-t-butyl-4-methoxyphenyl)phosphino]- 250mg See page 181
4,4'-bi-1,3-benzodioxole}(p-cymene)ruthenium(II) chloride
[RuCl(p-cymene)((S)-dtbm-segphos)]Cl [944451-33-6]
44-0168 Diacetato[(R)-(+)-5,5'-bis(diphenylphosphino)-4,4'-bi-1,3-benzodioxole] 250mg See page 196
ruthenium(II) Ru(OAc)2[(R)-segphos] [944450-48-0]
44-0169 Diacetato[(S)-(-)-5,5'-bis(diphenylphosphino)-4,4'-bi-1,3-benzodioxole] 250mg See page 196
ruthenium(II) Ru(OAc)2[(S)-segphos] [373650-12-5]
44-0174 Diacetato{(R)-(+)-5,5'-bis[di(3,5-xylyl)phosphino]-4,4'-bi-1,3- 250mg See page 198
benzodioxole}ruthenium(II) Ru(OAc)2[(R)-dm-segphos]
[944450-49-1]
44-0176 Diacetato{(S)-(-)-5,5'-bis[di(3,5-xylyl)phosphino]-4,4'-bi-1,3- 250mg See page 199
benzodioxole}ruthenium(II) Ru(OAc)2[(S)-dm-segphos]
[944450-50-4]
44-0180 Diacetato{(R)-(-)-5,5'-bis[di(3,5-di-t-butyl-4-methoxyphenyl)phosphino]- 250mg See page 195
4,4'-bi-1,3-benzodioxole}ruthenium(II) Ru(OAc)2[(R)-dtbm-segphos]
[1025477-38-6]
44-0181 Diacetato{(S)-(+)-5,5'-bis[di(3,5-di-t-butyl-4-methoxyphenyl) 250mg See page 196
phosphino]-4,4'-bi-1,3-benzodioxole}ruthenium(II)
Ru(OAc)2[(S)-dtbm-segphos] [1025476-84-9]
44-0214 Dichloro{(R)-(+)-5,5'-bis[di(3,5-xylyl)phosphino]-4,4'-bi-1,3- 250mg See page 208
benzodioxole}[(2R)-(-)-1,1-bis(4-methoxyphenyl)-3-methyl-1,2-
butanediamine]ruthenium(II) RuCl2[(R)-dm-segphos][(R)-daipen]
[944450-43-5]
44-0215 Dichloro{(S)-(-)-5,5'-bis[di(3,5-xylyl)phosphino]-4,4'-bi-1,3- 250mg See page 208
benzodioxole}[(2S)-(+)-1,1-bis(4-methoxyphenyl)-3-methyl-1,2-
butanediamine]ruthenium(II) RuCl2[(S)-dm-segphos][(S)-daipen]
[944450-44-6]
44-0228 Dichloro{(R)-(+)-5,5'-bis[di(3,5-xylyl)phosphino]-4,4'-bi-1,3-benzo- 250mg See page 208
dioxole}[(1R,2R)-(+)-1,2-diphenylethylenediamine]ruthenium(II)
RuCl2[(R)-dm-segphos][(R,R)-dpen] [944450-45-7]
44-0229 Dichloro{(S)-(-)-5,5'-bis[di(3,5-xylyl)phosphino]-4,4'-bi-1,3-benzo- 250mg See page 209
dioxole}[(1S,2S)-(-)-1,2-diphenylethylenediamine]ruthenium(II)
RuCl2[(S)-dm-segphos][(S,S)-dpen] [944450-46-8]
44-0518 Dimethylammonium dichlorotri(-chloro)bis[(R)-(+)-5,5'-bis(diphenyl- 250mg See page 214
phosphino)-4,4'-bi-1,3-benzodioxole]diruthenate(II)
[NH2Me2][{RuCl((R)-segphos)}2(-Cl)3] [346457-41-8]
44-0519 Dimethylammonium dichlorotri(-chloro)bis[(S)-(-)-5,5'-bis(diphenyl- 250mg See page 214
phosphino)-4,4'-bi-1,3-benzodioxole]diruthenate(II)
[NH2Me2][{RuCl((S)-segphos)}2(-Cl)3] [488809-34-3]
44-0520 Dimethylammonium dichlorotri(-chloro)bis{(R)-(+)-5,5'-bis[di(3,5-xylyl) 250mg See page 216
phosphino]-4,4'-bi-1,3-benzodioxole}diruthenate(II)
[NH2Me2][{RuCl((R)-dm-segphos)}2(-Cl)3] [935449-46-0]
44-0521 Dimethylammonium dichlorotri(-chloro)bis{(S)-(-)-5,5'-bis[di(3,5-xylyl) 250mg See page 216
phosphino]-4,4'-bi-1,3-benzodioxole}diruthenate(II)
[NH2Me2][{RuCl((S)-dm-segphos)}2(-Cl)3] [944451-14-3]

278 Visit strem.com for new product announcements.

Ligand Kits - 1,1'-BIS(DIALKYL/DIARYLPHOSPHINO)FERROCENE LIGAND KIT
96-3730 1,1'-Bis(dialkyl/diarylphosphino)ferrocene Ligand Kit
Components available for individual sale.
Contains the following:

C(CH3)3 CH(CH3)2

P P
C(CH3)3 P
P CH(CH3)2
Fe Fe Fe
C(CH3)3 Fe CH(CH3)2
P P P
P
C(CH3)3 CH(CH3)2

DPPF DiPPF
26-0150 500mg 26-0155 500mg 26-0270 1g 26-0275 500mg
26-0150 1,1'-Bis(di-t-butylphosphino)ferrocene, min. 98% [84680-95-5] Visit strem.com
26-0155 1,1'-Bis(dicyclohexylphosphino)ferrocene, min. 98%
[146960-90-9]
26-0270 1,1'-Bis(diphenylphosphino)ferrocene, 99% DPPF [12150-46-8]
26-0275 1,1'-Bis(di-i-propylphosphino)ferrocene, min. 98% DiPPF
[97239-80-0]

[email protected] [email protected] [email protected] [email protected] 279

Ligand Kits - BUCHWALD BIARYL PHOSPHINE LIGAND MASTER KIT
96-5500 Buchwald Biaryl Phosphine Ligand Master Kit
for Aromatic Carbon-Heteroatom Formation, Suzuki Coupling and Negishi Cross-coupling.
Review Article (general uses): Adv. Synth. Catal., 2004, 346, 1599.
Contains the following:

Components available
C(CH3)3
for individual sale. C(CH3)3 P P[C(CH3)3]2
P

Patents: US C(CH3)3 C(CH3)3 N(CH3)2

6,395,916, US
6,307,087.
TrixiePhos tBuDavePhos
JohnPhos
15-1043 250mg 15-1045 500mg 15-1048 500mg
CH3
H3C CH3
P[C(CH3)3]2
P(C6H11)2
P[C(CH3)3]2 H3C P[C(CH3)3]2
(H3C)2HC CH(CH3)2
CH3

SO3- Na+
tBuMePhos
Me4 t-butylXPhos t-butylXPhos (XPhos-SO3Na)
15-1049 500mg 15-1051 250mg 15-1052 500mg 15-1135 500mg
OMe

MeO
P C6H11 P(C6H11)2
P P(C6H11)2
CH3O OCH3
C6H11 CH3O OCH3

SO3- Na+
SPhos
CyJohnPhos (water soluble SPhos)
AdBrettPhos
15-1138 100mg 15-1140 1g 15-1142 500mg 15-1143 500mg

P(C6H11)2
P(C6H11)2
P(C6H11)2 P(C6H11)2
N(CH3)2 O O CH3

DavePhos RuPhos MePhos

XPhos
15-1145 500mg 15-1146 1g 15-1148 500mg 15-1149 500mg
CF3 OCH3
OMe
OMe

MeO PCy2 H3CO P(t-butyl)2 P(C6H5)2

MeO P CF3
CF3 N(CH3)2

F3C
PhDavePhos
BrettPhos t-butylBrettPhos
JackiePhos
15-1152 250mg 15-1157 100mg 15-1164 100mg 15-1745 500mg

280 Visit strem.com for new product announcements.

Ligand Kits - BUCHWALD BIARYL PHOSPHINE LIGAND MASTER KIT (cont.)
15-1043 racemic-2-Di-t-butylphosphino-1,1'-binaphthyl, 98% TrixiePhos Visit strem.com
[255836-67-0]
15-1045 2-(Di-t-butylphosphino)biphenyl, 99% JohnPhos [224311-51-7]
15-1048 2-Di-t-butylphosphino-2'-(N,N-dimethylamino)biphenyl, 98% tBuDavePhos
[224311-49-3]
15-1049 2-Di-t-butylphosphino-2'-methylbiphenyl, 99% tBuMePhos [255837-19-5]
15-1051 2-Di-t-butylphosphino-3,4,5,6-tetramethyl-2',4',6'-tri-i-propylbiphenyl,
min. 98% Me4 t-butylXPhos [857356-94-6]
15-1052 2-Di-t-butylphosphino-2',4',6'-tri-i-propyl-1,1'-biphenyl, min. 98% t-butylXPhos
[564483-19-8]
15-1135 2'-Dicyclohexylphosphino-2,6-di-i-propyl-4-sulfonato-1,1'-biphenyl hydrate
sodium salt (XPhos-SO3Na) [870245-84-4]
15-1138 2-(Di-1-adamantylphosphino)-3,6-dimethoxy-2',4',6'-tri-i-propyl-1,1'-biphenyl,
min. 95% AdBrettPhos [1160861-59-5]
15-1140 2-(Dicyclohexylphosphino)biphenyl, 98% CyJohnPhos [247940-06-3]
15-1142 2'-Dicyclohexylphosphino-2,6-dimethoxy-3-sulfonato-1,1'-biphenyl hydrate
sodium salt (water soluble SPhos), min. 98% [1049726-96-6]
15-1143 2-Dicyclohexylphosphino-2',6'-dimethoxy-1,1'-biphenyl, min. 98% SPhos
[657408-07-6]
15-1145 2-(Dicyclohexylphosphino)-2'-(N,N-dimethylamino)biphenyl, 98% DavePhos
[213697-53-1]
15-1146 2-Dicyclohexylphosphino-2',6'-di-i-propoxy-1,1'-biphenyl, min. 98% RuPhos
[787618-22-8]
15-1148 2-Dicyclohexylphosphino-2'-methylbiphenyl, min. 98% MePhos
[251320-86-2]
15-1149 2-(Dicyclohexylphosphino)-2',4',6'-tri-i-propyl-1,1'-biphenyl, min. 98% XPhos
[564483-18-7]
15-1152 2-(Dicyclohexylphosphino)-3,6-dimethoxy-2',4',6'-tri-i-propyl-1,1'-biphenyl,
min. 98% BrettPhos [1070663-78-3]
15-1157 2-Di[3,5-bis(trifluoromethyl)phenylphosphino]-3,6-dimethoxy-2',4',6'-tri-i-
propyl-1,1'-biphenyl, min. 98% JackiePhos [1160861-60-8]
15-1164 2-(Di-t-butylphosphino)-3,6-dimethoxy-2',4',6'-tri-i-propyl-1,1'-biphenyl,
min. 98% t-butylBrettPhos [1160861-53-9]
15-1745 2-Diphenylphosphino-2'-(N,N-dimethylamino)biphenyl, 98% PhDavePhos
[240417-00-9]

[email protected] [email protected] [email protected] [email protected] 281

Ligand Kits - BUCHWALD BIARYL PHOSPHINE LIGAND MINI KIT 1
(contains more recently developed ligands)
96-5485 Buchwald Biaryl Phosphine Ligand Mini Kit 1
(contains more recently developed ligands)
for aromatic carbon-heteroatom bond formation and Suzuki Coupling.
Patents: US 6,395,916, US 6,307,087.
Contains the following:

CH3
H3C CH3
P[C(CH3)3]2
H3C P[C(CH3)3]2
Components available for individual sale.

Me4 t-butylXPhos
t-butylXPhos
15-1051 250mg 15-1052 500mg

OMe

P P(C6H11)2 P(C6H11)2
MeO P(C6H11)2
CH3O OCH3
O O

SPhos
RuPhos
AdBrettPhos
XPhos
15-1138 100mg 15-1143 500mg 15-1146 1g 15-1149 500mg
CF3
OMe OCH3
OMe

MeO PCy2 MeO P CF3 H3CO P(t-butyl)2

CF3

F 3C

BrettPhos t-butylBrettPhos
JackiePhos
15-1152 250mg 15-1157 100mg 15-1164 100mg
15-1051 2-Di-t-butylphosphino-3,4,5,6-tetramethyl-2',4',6'-tri-i-propylbiphenyl, Visit strem.com
min. 98% Me4 t-butylXPhos [857356-94-6]
15-1052 2-Di-t-butylphosphino-2',4',6'-tri-i-propyl-1,1'-biphenyl, min. 98%
t-butylXPhos [564483-19-8]
15-1138 2-(Di-1-adamantylphosphino)-3,6-dimethoxy-2',4',6'-tri-i-propyl-
1,1'-biphenyl, min. 95% AdBrettPhos [1160861-59-5]
15-1143 2-Dicyclohexylphosphino-2',6'-dimethoxy-1,1'-biphenyl, min. 98% SPhos
[657408-07-6]
15-1146 2-Dicyclohexylphosphino-2',6'-di-i-propoxy-1,1'-biphenyl, min. 98% RuPhos
[787618-22-8]
15-1149 2-(Dicyclohexylphosphino)-2',4',6'-tri-i-propyl-1,1'-biphenyl, min. 98% XPhos
[564483-18-7]
15-1152 2-(Dicyclohexylphosphino)-3,6-dimethoxy-2',4',6'-tri-i-propyl-1,1'-biphenyl,
min. 98% BrettPhos [1070663-78-3]
15-1157 2-Di[3,5-bis(trifluoromethyl)phenylphosphino]-3,6-dimethoxy-
2',4',6'-tri-i-propyl-1,1'-biphenyl, min. 98% JackiePhos [1160861-60-8]
15-1164 2-(Di-t-butylphosphino)-3,6-dimethoxy-2',4',6'-tri-i-propyl-1,1'-biphenyl,
min. 98% t-butylBrettPhos [1160861-53-9]

282 Visit strem.com for new product announcements.

Ligand Kits - BUCHWALD BIARYL PHOSPHINE LIGAND MINI KIT 2 (contains more mature ligands)
96-5490 Buchwald Biaryl Phosphine Ligand Mini Kit 2 (contains more mature ligands)
for aromatic carbon-heteroatom bond formation and Suzuki Coupling.
Patents: US 6,395,916, US 6,307,087.
Components available for individual sale.
Contains the following:

C(CH3)3
P C(CH3)3 P P[C(CH3)3]2 P[C(CH3)3]2
C(CH3)3 C(CH3)3 N(CH3)2 CH3

TrixiePhos tBuDavePhos tBuMePhos

JohnPhos
15-1043 250mg 15-1045 500mg 15-1048 500mg 15-1049 500mg

C6H11
P P(C6H11)2 P(C6H11)2 P(C6H5)2
C6H11 N(CH3)2 CH3 N(CH3)2

CyJohnPhos DavePhos MePhos PhDavePhos

15-1140 1g 15-1145 500mg 15-1148 500mg 15-1745 500mg
15-1043 racemic-2-Di-t-butylphosphino-1,1'-binaphthyl, 98% TrixiePhos Visit strem.com
[255836-67-0]
15-1045 2-(Di-t-butylphosphino)biphenyl, 99% JohnPhos [224311-51-7]
15-1048 2-Di-t-butylphosphino-2'-(N,N-dimethylamino)biphenyl, 98% tBuDavePhos
[224311-49-3]
15-1049 2-Di-t-butylphosphino-2'-methylbiphenyl, 99% tBuMePhos [255837-19-5]
15-1140 2-(Dicyclohexylphosphino)biphenyl, 98% CyJohnPhos [247940-06-3]
15-1145 2-(Dicyclohexylphosphino)-2'-(N,N-dimethylamino)biphenyl, 98% DavePhos
[213697-53-1]
15-1148 2-Dicyclohexylphosphino-2'-methylbiphenyl, min. 98% MePhos
[251320-86-2]
15-1745 2-Diphenylphosphino-2'-(N,N-dimethylamino)biphenyl, 98% PhDavePhos
[240417-00-9]

[email protected] [email protected] [email protected] [email protected] 283


Ligand Kits - DSM MonoPhos LIGAND KIT

96-5650 DSM MonoPhos Ligand Kit
for asymmetric hydrogenation and other catalytic applications.
Sold in collaboration with DSM for research purposes only.
Patent WO 02 04466
Components available for individual sale.
Contains the following:

O CH3 O
O CH2CH3
P N P N
P N
O CH3 O
O CH2CH3

(R)-MONOPHOS (S)-PipPhos
15-1231 250mg 15-1232 (shown) 15-1234 100mg
1g
15-1233 1g

CH3

O O C H
O CH3 H3 C O
CH3
P N O P N N P
O O CH3
CH3 H3 C O O
C H

CH3
(S)-MorfPhos

15-1235 100mg 15-1255 100mg 15-1505 100mg

O CH3
O CH3
P N O CH3
O P N
O P N
CH3
O H

15-1510 100mg 15-1520 (shown) 15-1525 100mg

100mg
15-1521 100mg

O CH3
P N
O CH3

15-1527 100mg

284 Visit strem.com for new product announcements.


Ligand Kits - DSM MonoPhos LIGAND KIT (cont.)
15-1231 (S)-(+)-(3,5-Dioxa-4-phospha-cyclohepta[2,1-a;3,4-a']dinaphthalen-4-yl) Visit strem.com
diethylamine, min. 97% [252288-04-3]
15-1232 (R)-(-)-(3,5-Dioxa-4-phospha-cyclohepta[2,1-a;3,4-a']dinaphthalen-4-yl)
dimethylamine, min. 97% (R)-MONOPHOS [157488-65-8]
15-1233 (S)-(+)-(3,5-Dioxa-4-phospha-cyclohepta[2,1-a;3,4-a']dinaphthalen-4-yl)
dimethylamine, min. 97% (S)-MONOPHOS [185449-80-3]
15-1234 (S)-(+)-(3,5-Dioxa-4-phospha-cyclohepta[2,1-a;3,4-a']dinaphthalen-4-
yl)piperidine, min. 97% (S)-PipPhos [284472-79-3]
15-1235 (S)-(+)-(3,5-Dioxa-4-phospha-cyclohepta[2,1-a;3,4-a']dinaphthalen-4-yl)
morpholine, min. 97% (S)-MorfPhos [185449-81-4]
15-1255 (S)-(+)-(2,6-Dimethyl-3,5-dioxa-4-phospha-cyclohepta[2,1-a;3,4-a']
dinaphthalen-4-yl)dimethylamine, min. 98% [185449-86-9]
15-1505 (3aR,8aR)-(-)-(2,2-Dimethyl-4,4,8,8-tetraphenyl-tetrahydro-[1,3]dioxolo[4,5-e]
[1,3,2]dioxaphosphepin-6-yl)dimethylamine, min. 98% [213843-90-4]
15-1510 (S)-(+)-(3,5-Dioxa-4-phospha-cyclohepta[2,1-a;3,4-a']dinaphthalen-4-yl)
benzyl(methyl)amine, 99% [490023-37-5]
15-1520 (S)-(+)-(3,5-Dioxa-4-phospha-cyclohepta[2,1-a;3,4-a']dinaphthalen-4-yl)
bis[(1R)-1-phenylethyl]amine, dichloromethane adduct, min. 95%
[415918-91-1]
15-1521 (S)-(+)-(3,5-Dioxa-4-phospha-cyclohepta[2,1-a;3,4-a']dinaphthalen-4-yl)
bis[(1S)-1-phenylethyl]amine, min. 95% [380230-02-4]
15-1525 (S)-(+)-(3,5-Dioxa-4-phospha-cyclohepta[2,1-a;3,4-a']dinaphthalen-4-yl)
[(1R)-1-phenylethyl]amine, min. 95% [422509-53-3]
15-1527 (S)-(+)-(3,5-Dioxa-4-phosphacyclohepta[2,1-a;3,4-a']dinaphthalen-4-yl)
bis[(1R)-1-(1-naphthalenyl)ethyl]amine, min. 97% [342813-25-6]
15-3495 (S)-(+)-(8,9,10,11,12,13,14,15-Octahydro-3,5-dioxa-4-phospha-cyclohepta
[2,1-a;3,4-a']dinaphthalen-4-yl)dimethylamine, 99% [389130-06-7]

Ligand Kits - ENANTIOTECH BIMAH LIGAND KIT for ASYMMETRIC HYDROGENATION

96-3700 Enantiotech BIMAH Ligand Kit for Asymmetric Hydrogenation
Sold under license from Enantiotech for research purposes only.
Components available for individual sale.
Contains the following:
N NH2 N NH2 N NH2
N NH2

N CH(CH3)2 N CH2CH(CH3)2 N C(CH3)3

N CH3
H H H
H
07-1234 (shown) 07-1238 (shown) 07-1242 (shown) 07-1245 (shown)
250mg 250mg 100mg 100mg
(R)-Me-BIMAH (R)-i-Pr-BIMAH (R)-i-Bu-BIMAH (S)-t-Bu-BIMAH
07-1232 250mg 07-1236 250mg 07-1240 250mg
(S)-Me-BIMAH (S)-i-Pr-BIMAH (S)-i-Bu-BIMAH
07-1232 (S)-(-)-2-(-methylmethanamine)-1H-benzimidazole, min. 98% Visit strem.com
(S)-Me-BIMAH [925689-54-9]
07-1234 (R)-(+)-2-(-methylmethanamine)-1H-benzimidazole, min. 98%
(R)-Me-BIMAH [163959-79-3]
07-1236 (S)-(-)-2-(-(i-propyl)methanamine)-1H-benzimidazole, min. 98%
S)-i-Pr-BIMAH [59653-66-6]
07-1238 (R)-(+)-2-(-(i-propyl)methanamine)-1H-benzimidazole, min. 98%
(R)-i-Pr-BIMAH [1235024-08-4]
07-1240 (S)-(-)-2-(-(i-butyl)methanamine)-1H-benzimidazole, min. 98%
(S)-i-Bu-BIMAH [59592-31-3]
07-1242 (R)-(+)-2-(-(i-butyl)methanamine)-1H-benzimidazole, min. 98%
(R)-i-Bu-BIMAH [1235960-36-7]
07-1245 (S)-(-)-2-(-(t-butyl)methanamine)-1H-benzimidazole, min. 95%
(S)-t-Bu-BIMAH [1118114-88-7]

[email protected] [email protected] [email protected] [email protected] 285


Ligand Kits - GARPHOS LIGAND KIT

96-4100 Garphos Ligand Kit
Sold in collaboration with KCT. Patent US App No. 61/381,493.
Components available for individual sale.
Contains the following:
CH3
H3C CH3
OCH3 OCH3 CH3
OCH3

CH3
P P
H3CO P H3CO
H3CO CH3
CH3
H3CO H3CO
P H3CO P
P

CH3
OCH3 OCH3 CH3
OCH3
H3C CH3

CH3
100mg 100mg 100mg
15-1653 (shown) (R)-Ph-Garphos 15-1657 (shown) (R)-Tol-Garphos 15-1661 (shown) (R)-Xyl-Garphos
15-1654 (S)-Ph-Garphos 15-1658 (S)-Tol-Garphos 15-1662 (S)-Xyl-Garphos
OCH3 OCH3
F3C CF3 H3C CH3 (H3C)3C C(CH3)3
OCH3 CF3 OCH3 CH3 OCH3 C(CH3)3

OCH3 OCH3
P
P H3CO P
H3CO CH3 H3CO
CF3 C(CH3)3
CH3
CF3 H3CO C(CH3)3
H3CO P H3CO
P P
OCH3
OCH3
OCH3 CH3
OCH3 CF3 H3C CH3 OCH3 C(CH3)3
F3C CF3 (H3C)3C C(CH3)3
OCH3
OCH3

100mg 100mg 100mg

15-1663 (shown)(R)-BTFM-Garphos 15-1666 (shown) (R)-DMM-Garphos 15-1672 (shown) (R)-DTBM-Garphos
15-1664 (S)-BTFM-Garphos 15-1667 (S)-DMM-Garphos 15-1673 (S)-DTBM-Garphos
15-1653 (R)-2,2'-Bis(diphenylphosphino)-4,4',6,6'-tetramethoxybiphenyl, min. 97% Visit strem.com
(R)-Ph-Garphos [1365531-75-4]
15-1654 (S)-2,2'-Bis(diphenylphosphino)-4,4',6,6'-tetramethoxybiphenyl, min. 97%
(S)-Ph-Garphos [1365531-76-5]
15-1657 (R)-2,2'-Bis(di-p-tolylphosphino)-4,4',6,6'-tetramethoxybiphenyl, min. 97%
(R)-Tol-Garphos [1365531-81-2]
15-1658 (S)-2,2'-Bis(di-p-tolylphosphino)-4,4',6,6'-tetramethoxybiphenyl, min. 97%
(S)-Tol-Garphos [1365531-82-3]
15-1661 (R)-2,2'-Bis[bis(3,5-dimethylphenyl)phosphino]-4,4',6,6'-tetramethoxy-
biphenyl, min. 97% (R)-Xyl-Garphos [1365531-89-0]
15-1662 (S)-2,2'-Bis[bis(3,5-dimethylphenyl)phosphino]-4,4',6,6'-tetramethoxy-
biphenyl, min. 97% (S)-Xyl-Garphos [1365531-90-3]
15-1663 (R)-2,2'-Bis[bis(3,5-trifluoromethylphenyl)phosphino]-4,4',6,6'-tetra-
methoxybiphenyl, min. 97% (R)-BTFM-Garphos [1365531-84-5]
15-1664 (S)-2,2'-Bis[bis(3,5-trifluoromethylphenyl)phosphino]-4,4',6,6'-tetra-
methoxybiphenyl, min. 97% (S)-BTFM-Garphos [1365531-85-6]
15-1666 (R)-2,2'-Bis[bis(4-methoxy-3,5-dimethylphenyl)phosphino]-4,4',6,6'-
tetramethoxybiphenyl, min. 97% (R)-DMM-Garphos [1365531-93-6]
15-1667 (S)-2,2'-Bis[bis(4-methoxy-3,5-dimethylphenyl)phosphino]-4,4',6,6'-
tetramethoxybiphenyl, min. 97% (S)-DMM-Garphos [1365531-94-7]
15-1672 (R)-2,2'-Bis[bis(4-methoxy-3,5-di-t-butylphenyl)phosphino]-4,4',6,6'-
tetramethoxybiphenyl, min. 97% (R)-DTBM-Garphos [1365531-98-1]
15-1673 (S)-2,2'-Bis[bis(4-methoxy-3,5-di-t-butylphenyl)phosphino]-4,4',6,6'-
tetramethoxybiphenyl, min. 97% (S)-DTBM-Garphos [1365531-99-2]

286 Visit strem.com for new product announcements.

Ligand Kits - NHC LIGAND KIT 1: CHIRAL N-HETEROCYCLIC CARBENES
96-3760 NHC Ligand Kit 1: Chiral N-Heterocyclic Carbenes
Components available for individual sale.
Contains the following:

N + N
N + N
BF4-
H BF4-
H
07-4022 (shown) 100mg 07-4024 (shown) 100mg
07-4025 100mg
Sold under reuse from Kanata for research purposes only. WO2010/003226.
07-4022 (2R,5R)-1-{[(2R,5R)-2,5-Dimethylpyrrolidin-1-yl]methylene}-2,5- Visit strem.com
dimethylpyrrolidinium tetrafluoroborate, min. 97% [1204324-14-0]
07-4024 (2R,5R)-1-{[(2R,5R)-2,5-Diethylpyrrolidin-1-yl]methylene}-2,5-
diethylpyrrolidinium tetrafluoroborate, min. 97% [1204324-20-8]
07-4025 (2S,5S)-1-{[(2S,5S)-2,5-Diethylpyrrolidin-1-yl]methylene}-2,5-
diethylpyrrolidinium tetrafluoroborate, min. 97% [1204324-18-4]

Ligand Kits - NHC LIGAND KIT 2: "FREE" CARBENES

96-3765 NHC Ligand Kit 2: "Free" Carbenes
Components available for individual sale.
Contains the following:

N N N N
(H3C)3C C(CH3)3 N N

ARDUENGO'S CARBENE
07-0324 250mg 07-0333 250mg 07-0593 500mg

CH3 H 3C CH3 H3 C

N N N N
N N
H3C CH3 H3C CH3
CH3 H3 C
CH3 H3C

07-0595 250mg 07-0600 500mg 07-0605 500mg

07-0324 1,3-Bis(1-adamantyl)imidazol-2-ylidene, min. 98% Visit strem.com
ARDUENGO'S CARBENE [131042-77-8]
07-0333 1,3-Di-t-butylimidazol-2-ylidene, min. 98% [157197-53-0]
07-0593 1,3-Bis(2,6-di-i-propylphenyl)-4,5-dihydroimidazol-2-ylidine, min. 98%
[258278-28-3]
07-0595 1,3-Bis(2,6-di-i-propylphenyl)imidazol-2-ylidene, min. 98% [244187-81-3]
07-0600 1,3-Bis(2,4,6-trimethylphenyl)imidazol-2-ylidene, min. 98% [141556-42-5]
07-0605 1,3-Bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidene, min. 98%
[173035-11-5]

[email protected] [email protected] [email protected] [email protected] 287

 Ligand Kits - NHC LIGAND KIT 3: VARIETY OF N-HETEROCYCLIC CARBENES
96-3770 NHC Ligand Kit 3: Variety of N-Heterocyclic Carbenes
Components available for individual sale.
Contains the following:

CH3 H3C CH3 H3C

+ + +
N N N N N N +
N N
(H3C)3C C(CH3)3
H3C CH3 H3C CH3
Cl- H
CH3 H3C CH3 H3C Cl- -
BF4- Cl

SIMes-HBF4
07-0299 1g 07-0302 1g 07-0322 250mg 07-0368 250mg

+ H 3C + CH3
N N N N
+ C C N + N
N N H 3C CH3
H H3C BF4- CH3 Cl-
Cl- H
BF4-
ItBuHBF4

07-0587 1g 07-0590 500mg 07-0598 500mg 07-4007 500mg

CH3 H3 C

N + N
N + N H3 C Cl- CH3
Cl- H
CH3 H3C
H

07-4009 500mg 07-4011 500mg

07-0299 1,3-Bis(2,4,6-trimethylphenyl)imidazolium chloride, min. 97% [141556-45-8] See page 76
07-0302 1,3-Bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazolium tetrafluoroborate, Visit strem.com
min. 95% SIMes-HBF4 [245679-18-9]
07-0322 1,3-Bis(1-adamantyl)imidazolium chloride, min. 97% [131042-78-9]
07-0368 1,3-Di-t-butylimidazolium chloride, min. 98% [157197-54-1]
07-0587 1,3-Bis(2,6-di-i-propylphenyl)-4,5-dihydroimidazolium tetrafluoroborate,
min. 95% [282109-83-5]
07-0590 1,3-Bis(2,6-di-i-propylphenyl)imidazolium chloride, min. 97% [250285-32-6]
07-0598 1,3-Bis(t-butyl)imidazolium tetrafluoroborate, min. 97% ItBuHBF4
[263163-17-3]
07-4007 1,3-Bis(1-adamantyl)-4,5-dihydroimidazolium chloride, min. 97%
[871126-33-9]
07-4009 1,3-Bis(2,6-di-i-propylphenyl)-4,5-dihydroimidazolium chloride, min. 97%
[258278-25-0]
07-4011 1,3-Bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazolium chloride, min. 97%
[173035-10-4]

288 Visit strem.com for new product announcements.

Ligand Kits - NHC LIGAND KIT 4: BIS CARBENES
96-3775 NHC Ligand Kit 4: Bis Carbenes
Components available for individual sale.
Contains the following:

CH3 H3C

N+ +N

N+ +N
N+ +N
N
N
N N
N N 2CF3SO3-
2CF3SO3-
2CF3SO3-

07-0076 100mg 07-0078 100mg 07-0080 100mg

CH3 H3C
CH3 CH(CH3)2(H3C)2HC

N+ N + + N
H3C
+
N+ +N N
N N
N
N N N 2CF3SO3-
2I-
2CF3SO3-

07-0082 100mg 07-0083 100mg 07-0084 100mg

CH3H3C CH(CH3)2(H3C)2HC
N N
N N

N
N N N

07-0086 100mg 07-0088 100mg

07-0076 11,12-Bis[N-benzyl-1H-imidazolium-3-methylene]-9,10-dihydro-9,10- Visit strem.com
ethanoanthracene bis(trifluoromethanesulfonate)
07-0078 11,12-Bis[N-(2,2-diphenyl-1-ethyl)-1H-benzimidazolium-3-methylene]-9,10-
dihydro-9,10-ethanoanthracene bis(trifluoromethanesulfonate)
07-0080 11,12-Bis[N-methyl-1H-benzimidazolium-3-methylene]-9,10-dihydro-9,10-
ethanoanthracene bis(trifluoromethanesulfonate) [958004-03-0]
07-0082 11,12-Bis[N-(2-methylbenzyl)-1H-benzimidazolium-3-methylene]-9,10-
dihydro-9,10-ethanoanthracene bis(trifluoromethanesulfonate)
07-0083 11,12-Bis[3-methylimidazolium]-9,10-dihydro-9,10-ethanoanthracene
bis(iodide)
07-0084 11,12-Bis[N-(i-propyl)-1H-benzimidazolium-3-methylene]-9,10-dihydro-
9,10-ethanoanthracene bis(trifluoromethanesulfonate) [958004-12-1]
07-0086 (12a,18a)-5,6,12,12a,13,18,18a,19-Octahydro-5,6-dimethyl-13,18[1',2']-
benzenobisbenzimidazo [1,2-b:2',1'-d]benzo[i][2.5]benzodiazocine
potassium triflate adduct [958004-04-1]
07-0088 11,12-Bis[1,3-dihydro-3-(i-propyl)-2H-benzimidazol-2-ylidene-3-methylene]-
9,10-dihydro-9,10-ethanoanthracene [958004-05-2]

[email protected] [email protected] [email protected] [email protected] 289

Ligand Kits - PhenCar-Phos LIGAND KIT
96-3780 PhenCar-Phos Ligand Kit
Components available for individual sale.
Contains the following:

C6H11 CH(CH3)2
P P
N C6H11 N CH(CH3)2

PhenCar-Phos i-Pr PhenCar-Phos

15-0445 250mg 15-0493 250mg

P CH2CH3 Ph
P
N CH2CH3
N Ph

Et PhenCar-Phos
Ph PhenCar-Phos
15-0496 100mg 15-0498 250mg
15-0445 9-[2-(Dicyclohexylphosphino)phenyl]-9H-carbazole, min. 98% Visit strem.com
PhenCar-Phos [1308652-64-3]
15-0493 9-[2-(Di-i-propylphosphino)phenyl]-9H-carbazole, min. 97%
i-Pr PhenCar-Phos [1308652-65-4]
15-0496 9-[2-(Diethylphosphino)phenyl]-9H-carbazole, min. 97%
Et PhenCar-Phos [1308652-66-5]
15-0498 9-[2-(Diphenylphosphino)phenyl]-9H-carbazole, min. 97%
Ph PhenCar-Phos [1308652-67-6]

Ligand Kits - PHOSPHINE LIGAND KIT

96-1650 Phosphine Ligand Kit
for Palladium-catalyzed carbon-carbon and carbon-heteroatom bond formation.
Components available for individual sale.
Contains the following:
15-0380 Bis(2-diphenylphosphinophenyl)ether, 98% DPEphos 5g Visit strem.com
[166330-10-5]
15-0433 racemic-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl, 98% 1g
rac-BINAP [98327-87-8]
15-1023 Di-t-butylmethylphosphonium tetrafluoroborate, 99% 1g
[870777-30-3]
15-1045 2-(Di-t-butylphosphino)biphenyl, 99% JohnPhos 500mg
[224311-51-7]
15-6000 Tri-t-butylphosphonium tetrafluoroborate, 99% [131274-22-1] 1g
15-6372 Tri-2-furylphosphine, 98+% [5518-52-5] 500mg
15-7720 Tris(2,4-di-t-butylphenyl)phosphite, 98% [31570-04-4] 10g
15-8050 Tri-o-tolylphosphine, 99% [6163-58-2] 5g
26-0270 1,1'-Bis(diphenylphosphino)ferrocene, 99% DPPF 1g
[12150-46-8]

290 Visit strem.com for new product announcements.

Ligand Kits - PINAP LIGAND KIT
96-7050 PINAP Ligand Kit
for a variety of asymmetric C-C bond formations.
Contains the following:
CH3 CH3

O O

N N
Components available for individual sale.
N N

For sale in the USA and Europe only. P(C6H5)2 P(C6H5)2

(R,R)-O-PINAP (R,S)-O-PINAP
15-1782 250mg 15-1783 250mg

CH3
CH3
H CH3
H N
N H
N
N
N N
N
N N

P(C6H5)2 P(C6H5)2
P(C6H5)2

(S,R)-N-PINAP
(R,R)-N-PINAP
(R,S)-N-PINAP
15-1784 100mg 15-1786 250mg 15-1787 250mg
15-1782 (R)-(+)-4-[2-(Diphenylphosphino)-1-naphthalenyl]-N-[(R)-1- Visit strem.com
phenylethoxy]phthalazine, min. 97% (R,R)-O-PINAP [828927-95-3]
15-1783 (S)-(-)-4-[2-(Diphenylphosphino)-1-naphthalenyl]-N-[(R)-1-
phenylethoxy]phthalazine, min. 97% (R,S)-O-PINAP [828927-94-2]
15-1784 (R)-(+)-4-[2-(Diphenylphosphino)-1-naphthalenyl]-N-[(R)-1-phenylethyl]-1-
phthalazinamine, min. 97% (R,R)-N-PINAP [828927-97-5]
15-1786 (S)-(-)-4-[2-(Diphenylphosphino)-1-naphthalenyl]-N-[(R)-1-phenylethyl]-1-
phthalazinamine, min. 97% (R,S)-N-PINAP [828927-96-4]
15-1787 (R)-(+)-4-[2-(Diphenylphosphino)-1-naphthalenyl]-N-[(S)-1-phenylethyl]-1-
phthalazinamine, min. 97% (S,R)-N-PINAP [1173836-08-2]

[email protected] [email protected] [email protected] [email protected] 291

Ligand Kits - SKP LIGAND KIT
96-2310 SKP Ligand Kit for asymmetric-allylic amination and cyclopropanation
Components available for individual sale.
Contains the following:

O O O O O O

P P P P P P
Ph Ph Xyl Xyl Tol Tol
Ph Ph Xyl Xyl Tol Tol
(R,R,R)-(+)-Ph-SKP (R,R,R)-(+)-Xyl-SKP (R,R,R)-(+)-Tol-SKP
15-4310 (shown) 25mg 15-4320 (shown) 25mg 15-4330 (shown) 25mg
15-4311 25mg 15-4321 25mg 15-4331 25mg
(S,S,S)-(-)-Ph-SKP (S,S,S)-(-)-Xyl-SKP (S,S,S)-(-)-Tol-SKP
15-4310 (+)-1,13-Bis(diphenyl)phosphino-(5aR,8aR,14aR)-5a,6,7,8,8a,9-hexa- Visit strem.com
hydro-5H-[1]benzopyrano [3,2-d]xanthene, 97% (R,R,R)-(+)-Ph-SKP
[1360823-43-3]
15-4311 (-)-1,13-Bis(diphenyl)phosphino-(5aS,8aS,14aS)-5a,6,7,8,8a,9-hexahydro-
5H-[1]benzopyrano [3,2-d]xanthene, 97% (S,S,S)-(-)-Ph-SKP
[1439556-82-7]
15-4320 (+)-1,13-Bis[di(3,5-dimethylphenyl)phosphino]-(5aR,8aR,14aR)-
5a,6,7,8,8a,9-hexahydro-5H-[1]benzopyrano[3,2-d]xanthene, 97%
(R,R,R)-(+)-Xyl-SKP [1429939-35-4]
15-4321 (-)-1,13-Bis[di(3,5-dimethylphenyl)phosphino]-(5aS,8aS,14aS)-
5a,6,7,8,8a,9-hexahydro-5H-[1]benzopyrano[3,2-d]xanthene, 97%
(S,S,S)-(-)-Xyl-SKP [1429939-31-0]
15-4330 (+)-1,13-Bis[di(4-methylphenyl)phosphino]-(5aR,8aR,14aR)-5a,6,7,8,8a,9-
hexahydro-5H-[1]benzopyrano[3,2-d]xanthene, 97% (R,R,R)-(+)-Tol-SKP
[1429939-32-1]
15-4331 (-)-1,13-Bis[di(4-methylphenyl)phosphino]-(5aS,8aS,14aS)-5a,6,7,8,8a,9-
hexahydro-5H-[1]benzopyrano[3,2-d]xanthene, 97% (S,S,S)-(-)-Tol-SKP
[1548897-80-8]
Sold in collaboration with SIOC for research purposes only.
Patents PCT/CN2013/071091, CN202110253896.5.

292 Visit strem.com for new product announcements.

Ligand Kits - SOLVIAS (R)-MeO-BIPHEP LIGAND KIT
96-3655 Solvias (R)-MeO-BIPHEP Ligand Kit for asymmetric hydrogenation and other catalytic applications.
Sold in collaboration with Solvias for research purposes only.
Components available for individual sale.
Contains the following:
C(CH3)3 C(CH3)3
O
OCH3 O

P C(CH3)3 H3CO P
P C(CH3)3
H3CO 2 H3CO 2
H3CO O
H3CO H3CO P
P C(CH3)3 P C(CH3)3

O
OCH3
C(CH3)3 2 C(CH3)3 2
15-0042 100mg 15-0044 100mg 15-0112 100mg
OCH3
OCH3

P OCH3 2 P
H3CO H3CO
P
H3CO H3CO H3CO
P OCH3 P
H3CO
P
OCH3
OCH3 2
(R)-MeO-BIPHEP

15-0156 100mg 15-0158 100mg 15-0178 100mg

CH(CH3)2
N(CH3)2

P
P P CH(CH3)2 H3CO
H3CO 2
H3CO
H3CO H3CO
H3CO P CH(CH3)2 P
P
N(CH3)2
CH(CH3)2 2

15-0488 100mg 15-0652 100mg 15-0654 100mg

15-0042 (R)-(-)-2,2'-Bis[di(3,5-di-t-butyl-4-methoxyphenyl)phosphino]-6,6'- Visit strem.com
dimethoxy-1,1'-biphenyl, min. 97% [352655-61-9]
15-0044 (R)-(+)-2,2'-Bis[di(3,5-di-t-butylphenyl)phosphino]-6,6'-dimethoxy-1,1'-
biphenyl, min. 97% [192138-05-9]
15-0112 (R)-(+)-2,2'-Bis(di-2-furanylphosphino)-6,6'-dimethoxy-1,1'-biphenyl,
min. 97% [145214-57-9]
15-0156 (R)-(+)-2,2'-Bis(di-p-tolylphosphino)-6,6'-dimethoxy-1,1'-biphenyl,
min. 97% [133545-24-1]
15-0158 (R)-(+)-2,2'-Bis[di(3,4,5-trimethoxyphenyl)phosphino]-6,6'-dimethoxy-1,1'-
biphenyl, min. 97% [256390-47-3]
15-0178 (R)-(+)-2,2'-Bis(diphenylphosphino)-6,6'-dimethoxy-1,1'-biphenyl,
min. 97% (R)-MeO-BIPHEP [133545-16-1]
15-0488 (R)-(+)-2,2'-Bis[di(3,5-xylyl)phosphino]-6,6'-dimethoxy-1,1'-biphenyl,
min. 97% [394248-45-4]
15-0652 (R)-(-)-2,2'-Bis[di(3,5-di-i-propyl-4-dimethylaminophenyl)phosphino]-6,6'-
dimethoxy-1,1'-biphenyl, min. 97% [352655-40-4]
15-0654 (R)-(+)-2,2'-Bis(di-i-propylphosphino)-6,6'-dimethoxy-1,1'-biphenyl,
min. 97% [150971-45-2]

[email protected] [email protected] [email protected] [email protected] 293

Ligand Kits - SOLVIAS (S)-MeO-BIPHEP LIGAND KIT
96-3656 Solvias (S)-MeO-BIPHEP Ligand Kit for asymmetric hydrogenation and other catalytic applications.
Sold in collaboration with Solvias for research purposes only.
Components available for individual sale.
Contains the following:
15-0043 (S)-(+)-2,2'-Bis[di(3,5-di-t-butyl-4-methoxyphenyl)phosphino]-6,6'- 100mg Visit strem.com
dimethoxy-1,1'-biphenyl, min. 97% [910134-30-4]
15-0045 (S)-(-)-2,2'-Bis[di(3,5-di-t-butylphenyl)phosphino]-6,6'-dimethoxy- 100mg
1,1'-biphenyl, min. 97% [167709-31-1]
15-0113 (S)-(-)-2,2'-Bis(di-2-furanylphosphino)-6,6'-dimethoxy-1,1'- 100mg
biphenyl, min. 97% [145214-59-1]
15-0157 (S)-(-)-2,2'-Bis(di-p-tolylphosphino)-6,6'-dimethoxy-1,1'-biphenyl, 100mg
min. 97% [133545-25-2]
15-0159 (S)-(-)-2,2'-Bis[di(3,4,5-trimethoxyphenyl)phosphino]-6,6'- 100mg
dimethoxy-1,1'-biphenyl, min. 97% [256235-61-7]
15-0179 (S)-(-)-2,2'-Bis(diphenylphosphino)-6,6'-dimethoxy-1,1'-biphenyl, 100mg
min. 97% (S)-MeO-BIPHEP [133545-17-2]
15-0489 (S)-(-)-2,2'-Bis[di(3,5-xylyl)phosphino]-6,6'-dimethoxy-1,1'- 100mg
biphenyl, min. 97% [362634-22-8]
15-0653 (S)-(+)-2,2'-Bis[di(3,5-di-i-propyl-4- 100mg
dimethylaminophenyl)phosphino]-6,6'-dimethoxy-1,1'-biphenyl,
min. 97% [919338-66-2]
15-0655 (S)-(-)-2,2'-Bis(di-i-propylphosphino)-6,6'-dimethoxy-1,1'-biphenyl, 100mg
min. 97% [150971-43-0]

294 Visit strem.com for new product announcements.


Ligand Kits - SOLVIAS cataCXium LIGAND KIT

96-6651 Solvias cataCXium Ligand Kit for C-X coupling reactions.
Sold in collaboration with Solvias for research purposes only.
Components available for individual sale.
Contains the following:

CH2CH2CH2CH3

P + H
P +
P
P
H

[cataCXium A] [cataCXium AHI]

[cataCXium ABn] [cataCXium FBn]
15-0038 500mg 15-0483 1g 15-0495 250mg 15-1072 500mg

H H C(CH3)3
H + P
+
SO3H N P
+ P
P C(CH3)3
SO3H
CH3O
CH3

[cataCXium FPrPh] [cataCXium FSulf] [cataCXium POMetB]

[cataCXium FBu]
15-1074 500mg 15-1076 500mg 15-1078 500mg 15-2975 500mg

C(CH3)3
P
N
C(CH3)3
P N P C(CH3)3 N P
N
C(CH3)3
CH3O

[cataCXium PtB]
[cataCXium PIntB] [cataCXium PInCy]
[cataCXium POMeCy]
15-2980 500mg 15-3550 500mg 15-3600 500mg 15-3605 500mg

CH3 CH3
N CH3
P
P CH3
N CH3 C
N P P
O O
H 3C CH3 Pd Pd
O O
C

CH3
[cataCXium PCy]
CH3 [cataCXium C]

[cataCXium PlCy]
15-3610 500mg 15-6362 500mg 46-0290 250mg

[email protected] [email protected] [email protected] [email protected] 295


Ligand Kits - SOLVIAS cataCXium LIGAND KIT
15-0038 Benzyldi-1-adamantylphosphine, min. 85% [cataCXium ABn] 500mg Visit strem.com
[395116-70-8]
15-0483 Butyldi-1-adamantylphosphine, min. 95% [cataCXium A] 1g
[321921-71-5]
15-0495 n-Butyl-di-(1-adamantyl)phosphonium iodide, min. 95% 250mg
[cataCXium AHI] [714951-87-8]
15-1072 Dicyclohexyl(9-benzylfluoren-9-yl)phosphonium tetrafluoroborate, 500mg
min. 97% [cataCXium FBn] [937378-18-2]
15-1074 Dicyclohexyl(9-butylfluoren-9-yl)phosphonium tetrafluoroborate, 500mg
min. 97% [cataCXium FBu] [1007311-98-9]
15-1076 Dicyclohexyl[9-(3-phenylpropyl)fluoren-9-yl]phosphonium 500mg
tetrafluoroborate, min. 95% [cataCXium FPrPh] [1007311-95-6]
15-1078 Dicyclohexyl-{9-[3-(4-sulfonylphenyl)propyl]-2-sulfonylfluoren- 500mg
9-yl}phosphonium hydrogen sulfate, min. 95%
[cataCXium FSulf]
15-2975 N-(2-Methoxyphenyl)-2-(di-t-butylphosphino)pyrrole, min. 95% 500mg
[cataCXium POMetB] [1053658-91-5]
15-2980 1-(2-Methoxyphenyl)-2-(dicyclohexylphosphino)pyrrole, min. 95% 500mg
[cataCXium POMeCy] [672937-63-2]
15-3550 N-Phenyl-2-(di-t-butylphosphino)indol, min. 98% [cataCXium 500mg
PIntB] [740815-37-6]
15-3600 N-Phenyl-2-(di-t-butylphosphino)pyrrole, 95+% [cataCXium PtB] 500mg
[672937-61-0]
15-3605 N-Phenyl-2-(dicyclohexylphosphino)indol, min. 95% 500mg
[cataCXium PInCy] [740815-36-5]
15-3610 N-Phenyl-2-(dicyclohexylphosphino)pyrrole, 90% [cataCXium 500mg
PCy] [672937-60-9]
15-6362 1-(2,4,6-Trimethylphenyl)-2-(dicyclohexylphosphino)imidazole, 500mg
min. 95% [cataCXium PlCy] [794527-14-3]
46-0290 trans-Di(-acetato)bis[o-(di-o-tolylphosphino)benzyl]di- 250mg See page 109
palladium(II), 97+% [cataCXium C] [172418-32-5]

296 Visit strem.com for new product announcements.

 Ligand Kits - SOLVIAS JOSIPHOS LIGAND KIT
96-3650 Solvias Josiphos Ligand Kit
for asymmetric catalytic hydrogenations and other transformations.
F 3C
CF3
Sold in collaboration with Solvias for research P
purposes only. P Fe C CH
3 F3 C P
Ligand are air-stable. H P Fe C CH
3
F3C H
Contains the following:
F3C
Components available for individual sale. CF3

26-0650 100mg 26-0960 100mg

H3C
CF3 CH3
H3CO CH3
CH3
F3C P H3C
P C CH P
Fe 3 P P
F3C H P Fe C CH P C CH
CH3 3 Fe 3 P Fe C CH3
H H H3C H
CF3
H3CO
CH3
26-0965 100mg 26-0975 100mg 26-1000 100mg 26-1150 100mg

CH3 H 3C CH3
CH3
H3C P
H3C P P
P P Fe C P C CH CH
O CH3 Fe 3 P Fe C CH
H3C C P 3
Fe H H H
O
H
H3C

(R)-(S)-JOSIPHOS
26-1170 100mg 26-1200 100mg 26-1210 100mg 26-1255 100mg
26-0650 (R)-(-)-1-{(S)-2-[Bis(4-trifluoromethylphenyl)phosphino]ferrocenyl}ethyl-di-t- Visit strem.com
butylphosphine, min. 97% [246231-79-8]
26-0960 (R)-(-)-1-{(S)-2-[Bis(3,5-di-trifluoromethylphenyl)phosphino]ferrocenyl}ethyldi-
cyclohexylphosphine, min. 97% [292638-88-1]
26-0965 (R)-(-)-1-{(S)-2-[Bis(3,5-di-trifluoromethylphenyl)phosphino]ferrocenyl}ethyldi-
3,5-xylylphosphine, min. 97% [166172-63-0]
26-0975 (R)-(-)-1-[(S)-2-(Dicyclohexylphosphino)ferrocenyl]ethyldi-t-butylphosphine,
min. 97% [158923-11-6]
26-1000 (R)-(-)-1-[(S)-2-(Dicyclohexylphosphino)ferrocenyl]ethyldicyclo-
hexylphosphine, min. 97% [167416-28-6]
26-1150 (R)-(-)-1-{(S)-2-[Bis(3,5-dimethyl-4-methoxyphenyl)phosphino]
ferrocenyl}ethyldicyclohexylphosphine, min. 97% [360048-63-1]
26-1170 (S)-(+)-1-[(R)-2-(Di-2-furylphosphino)ferrocenyl]ethyldi-3,5-xylyl-phosphine,
min. 97% [649559-66-0]
26-1200 (R)-(-)-1-[(S)-2-(Diphenylphosphino)ferrocenyl]ethyldi-t-butylphosphine,
min. 97% [155830-69-6]
26-1210 (R)-(-)-1-[(S)-2-(Diphenylphosphino)ferrocenyl]ethyldicyclohexylphosphine
ethanol adduct, min. 97% (R)-(S)-JOSIPHOS [155806-35-2]
26-1255 (R)-(-)-1-[(S)-2-(Diphenylphosphino)ferrocenyl]ethyldi-3,5-xylyl-phosphine,
min. 97% [184095-69-0]

[email protected] [email protected] [email protected] [email protected] 297


Ligand Kits - SOLVIAS Mandyphos LIGAND KIT

96-3652 Solvias Mandyphos Ligand Kit
for asymmetric catalytic hydrogenations and other transformations.
Sold in collaboration with Solvias for research purposes only.
Contains the following:
Ligands are air-stable.
F3C CF3
H3C CH3
F3 C
H3C
H3C
N N CH3
N
P C P C H
Fe H Fe
P C F3C H3C
Fe H
C
H
H
C P N P
N H3C CH3
H P
N F3C CF3 H3C CH3

CH3 H3C
CF3 F3C

26-0240 100mg 26-0244 100mg 26-0246 100mg

N
O N
P Fe C
P Fe C H H

C
C H
H N P
N P

O O

26-0248 100mg 26-0252 100mg

26-0240 (S,S)-(+)-2,2'-Bis[(R)-(N,N-dimethylamino)(phenyl)methyl]-1,1'-bis(dicyclo- Visit strem.com
hexylphosphino)ferrocene, min. 97% [494227-35-9]
26-0244 (S,S)-(-)-2,2'-Bis[(R)-(N,N-dimethylamino)(phenyl)methyl]-1,1'-bis[di(3,5-
trifluoromethylphenyl)phosphino]ferrocene, min. 97% [494227-36-0]
26-0246 (S,S)-(-)-2,2'-Bis[(R)-(N,N-dimethylamino)(phenyl)methyl]-1,1'-bis(di(3,5-
dimethylphenyl)phosphino)ferrocene, min. 97% [793718-16-8]
26-0248 (S,S)-(-)-2,2'-Bis[(R)-(N,N-dimethylamino)(phenyl)methyl]-1,1'-bis[di(3,5-
dimethyl-4-methoxyphenyl)phosphino]ferrocene, min. 97% [494227-37-1]
26-0252 (S,S)-(-)-2,2'-Bis[(R)-(N,N-dimethylamino)(phenyl)methyl]-1,1'-bis(diphenyl-
phosphino)ferrocene, min. 97% [210842-74-3]

298 Visit strem.com for new product announcements.

 Ligand Kits - SOLVIAS WALPHOS LIGAND KIT
96-3651 Solvias Walphos Ligand Kit
for asymmetric catalytic hydrogenations and other transformations.
Sold in collaboration with Solvias for research purposes only.
Contains the following:
Components available for individual sale.
CF3
F3C CF3

P
P
Fe C CH3 CF3
H
26-1120 100mg
O CH3
H3C CF3
H3C CH3F C F3C
H3C 3 CF3 CF3
O
CF3 P
P P P
H3C P P
C CF3
Fe C Fe CH3
CH3
Fe C CH3
H H
CF3 H

26-1130 100mg 26-1300 100mg 26-1310 100mg

CH3
H 3C
H3C CH3
H 3C CH3 H C CH3
3

P CH3
P P
P P
C CH H 3C P
Fe 3
Fe C CH3 CH3 C
H Fe CH3 CH3
H H

26-1315 100mg 26-1320 100mg 26-1555 100mg

26-1120 (R)-(+)-1-[(R)-2-(2'-Dicyclohexylphosphinophenyl)ferrocenyl]ethyldi Visit strem.com
(bis-3,5-trifluoromethylphenyl)phosphine, min. 97% [494227-32-6]
26-1130 (R)-(+)-1-{(R)-2-[2'-Bis(3,5-dimethyl-4-methoxyphenyl)phosphino-
phenyl]ferrocenyl}ethylbis(di-3,5-trifluoromethylphenyl)phosphine, min. 97%
[494227-30-4]
26-1300 (R)-(-)-1-[(R)-2-(2'-Diphenylphosphinophenyl)ferrocenyl]ethylbis
(di-3,5-trifluoromethylphenyl)phosphine, min. 97% [387868-06-6]
26-1310 (R)-(-)-1-[(R)-2-(2'-Diphenylphosphinophenyl)ferrocenyl]ethyldicyclohexyl-
phosphine, min. 97% [388079-60-5]
26-1315 (R)-(+)-1-[(R)-2-(2'-Diphenylphosphinophenyl)ferrocenyl]ethyldi-
phenylphosphine, min. 97% [388079-58-1]
26-1320 (R)-(+)-1-[(R)-2-(2'-Diphenylphosphinophenyl)ferrocenyl]ethyldi(3,5-xylyl)
phosphine, min. 97% [494227-31-5]
26-1555 (R)-(+)-1-[(R)-2-(2'-Di-3,5-xylylphosphinophenyl)ferrocenyl]ethyldi-
3,5-xylylphosphine, min. 97% [494227-33-7]

[email protected] [email protected] [email protected] [email protected] 299

Ligand Kits - Spiro BISPHOSPHINE LIGAND KIT
96-0060 Spiro Bisphosphine Ligand Kit
for asymmetric catalytic hydrogenations and other transformations.
Components available for individual sale.
Contains the following:

P(C6H3(CH3)2)2 P(C6H5)2 P(C6H4CH3)2

P(C6H3(CH3)2)2 P(C6H5)2 P(C6H4CH3)2

25mg 25mg 25mg

15-5168 (shown) (R)-Xyl-SDP 15-5174 (shown) (R)-SDP 15-5180 (shown) (R)-Tol-SDP
15-5169 (S)-Xyl-SDP 15-5175 (S)-SDP 15-5181 (S)-Tol-SDP
15-5168 (R)-(+)-7,7'-Bis[di(3,5-dimethylphenyl)phosphino]-2,2',3,3'-tetrahydro-1,1'- Visit strem.com
spirobiindane, min. 97% (R)-Xyl-SDP [917377-75-4]
15-5169 (S)-(-)-7,7'-Bis[di(3,5-dimethylphenyl)phosphino]-2,2',3,3'-tetrahydro-1,1'-
spirobiindane, min. 97% (S)-Xyl-SDP [528521-89-3]
15-5174 (R)-(+)-7,7'-Bis(diphenylphosphino)-2,2',3,3'-tetrahydro-1,1'-spirobiindane,
min. 97% (R)-SDP [917377-74-3]
15-5175 (S)-(-)-7,7'-Bis(diphenylphosphino)-2,2',3,3'-tetrahydro-1,1'-spirobiindane,
min. 97% (S)-SDP [528521-86-0]
15-5180 (R)-(+)-7,7'-Bis[di(4-methylphenyl)phosphino]-2,2',3,3'-tetrahydro-1,1'-
spirobiindane, min. 97% (R)-Tol-SDP [528521-87-1]
15-5181 (S)-(-)-7,7'-Bis[di(4-methylphenyl)phosphino]-2,2',3,3'-tetrahydro-1,1'-
spirobiindane, min. 97% (S)-Tol-SDP [817176-80-0]

Ligand Kits - Spiro MONOPHOSPHITE and MONOPHOSPHORAMIDITE LIGAND KIT

96-0065 Spiro Monophosphite and Monophosphoramidite Ligand Kit
for asymmetric catalytic hydrogenations and other transformations.
Components available for individual sale.
Contains the following:

O CH3 O
P N P O O CH3
O CH3 O P N
O CH3

100mg
100mg 100mg
15-5150 (shown) (R)-SIPHOS 15-5156 (shown) (R)-ShiP 15-5162 (shown) (R)-SIPHOS-PE
15-5151 (S)-SIPHOS 15-5157 (S)-ShiP 15-5163 (S)-SIPHOS-PE
15-5150 (11aR)-(+)-10,11,12,13-Tetrahydrodiindeno[7,1-de:1',7'-fg][1,3,2] Visit strem.com
dioxaphosphocin-5-dimethylamine, min. 98% (R)-SIPHOS [443965-14-8]
15-5151 (11aS)-(-)-10,11,12,13-Tetrahydrodiindeno[7,1-de:1',7'-fg][1,3,2]
dioxaphosphocin-5-dimethylamine, min. 98% (S)-SIPHOS [443965-10-4]
15-5156 (11aR)-(+)-10,11,12,13-Tetrahydrodiindeno[7,1-de:1',7'-fg][1,3,2]
dioxaphosphocin-5-phenoxy, min. 98% (R)-ShiP [656233-53-3]
15-5157 (11aS)-(-)-10,11,12,13-Tetrahydrodiindeno[7,1-de:1',7'-fg]
[1,3,2]dioxaphosphocin-5-phenoxy, min. 98% (S)-ShiP [885701-71-3]
15-5162 (11aR)-(+)-10,11,12,13-Tetrahydrodiindeno[7,1-de:1',7'-fg]
[1,3,2]dioxaphosphocin-5-bis[(R)-1-phenylethyl]amine, min. 98%
(R)-SIPHOS-PE [500997-69-3]
15-5163 (11aS)-(-)-10,11,12,13-Tetrahydrodiindeno[7,1-de:1',7'-fg]
[1,3,2]dioxaphosphocin-5-bis[(R)-1-phenylethyl]amine, min. 98%
(S)-SIPHOS-PE [500997-70-6]

300 Visit strem.com for new product announcements.

Ligand Kits - TAKASAGO BINAP LIGAND KIT
96-6950 Takasago BINAP Ligand Kit
for asymmetric hydrogenation and other catalytic applications.
Manufactured under license of Takasago patents.
Components available for individual sale. Contains the following:

P(C6H5)2 P(C6H4CH3)2
P(C6H5)2 P(C6H4CH3)2

250mg 250mg
15-0150 (shown) (R)-(+)-BINAP 15-0152 (shown) (R)-(+)-TolBINAP
15-0151 (S)-(-)-BINAP 15-0153 (S)-(-)-TolBINAP

P[C6H3(CH3)2]2
P[C6H3(CH3)2]2

250mg
15-0476 (shown) (R)-(+)-XylBINAP
15-0477 (S)-(-)-XylBINAP
15-0150 (R)-(+)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl, 98% (R)-(+)-BINAP Visit strem.com
[76189-55-4]
15-0151 (S)-(-)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl, 98% (S)-(-)-BINAP
[76189-56-5]
15-0152 (R)-(+)-2,2'-Bis(di-p-tolylphosphino)-1,1'-binaphthyl, 98% (R)-(+)-TolBINAP
[99646-28-3]
15-0153 (S)-(-)-2,2'-Bis(di-p-tolylphosphino)-1,1'-binaphthyl, 98% (S)-(-)-TolBINAP
[100165-88-6]
15-0476 (R)-(+)-2,2'-Bis[di(3,5-xylyl)phosphino]-1,1'-binaphthyl, 98%
(R)-(+)-XylBINAP [137219-86-4]
15-0477 (S)-(-)-2,2'-Bis[di(3,5-xylyl)phosphino]-1,1'-binaphthyl, 98%
(S)-(-)-XylBINAP [135139-00-3]

Ligand Kits - TAKASAGO SEGPHOS LIGAND KIT

96-6900 Takasago SEGPHOS Ligand Kit
for asymmetric hydrogenation and other catalytic applications.
Manufactured under license of Takasago patents.
Components available for individual sale. Contains the following:
C(CH3)3
OCH3
O O O

P C(CH3)3 2 O
O O P(C6H5)2 P[C6H3(CH3)2]2

O P(C6H5)2 O P[C6H3(CH3)2]2
P C(CH3)3 O

O O
OCH3 O
C(CH3)3 2
250mg 250mg
250mg
15-0066 (shown) (R)-(-)-DTBM-SEGPHOS 15-0136 (shown) (R)-(+)-SEGPHOS 15-0478 (shown) (R)-(+)-DM-SEGPHOS
15-0067 (S)-(+)-DTBM-SEGPHOS 15-0137 (S)-(-)-SEGPHOS 15-0479 (S)-(-)-DM-SEGPHOS
15-0066 (R)-(-)-5,5'-Bis[di(3,5-di-t-butyl-4-methoxyphenyl)phosphino]-4,4'-bi-1,3- Visit strem.com
benzodioxole, min. 98% (R)-(-)-DTBM-SEGPHOS [566940-03-2]
15-0067 (S)-(+)-5,5'-Bis[di(3,5-di-t-butyl-4-methoxyphenyl)phosphino]-4,4'-bi-1,3-
benzodioxole, min. 98% (S)-(+)-DTBM-SEGPHOS [210169-40-7]
15-0136 (R)-(+)-5,5'-Bis(diphenylphosphino)-4,4'-bi-1,3-benzodioxole, min. 98%
(R)-(+)-SEGPHOS [244261-66-3]
15-0137 (S)-(-)-5,5'-Bis(diphenylphosphino)-4,4'-bi-1,3-benzodioxole, min. 98%
(S)-(-)-SEGPHOS [210169-54-3]
15-0478 (R)-(+)-5,5'-Bis[di(3,5-xylyl)phosphino]-4,4'-bi-1,3-benzodioxole, min. 98%
(R)-(+)-DM-SEGPHOS [850253-53-1]
15-0479 (S)-(-)-5,5'-Bis[di(3,5-xylyl)phosphino]-4,4'-bi-1,3-benzodioxole, min. 98%
(S)-(-)-DM-SEGPHOS [210169-57-6]
[email protected] [email protected] [email protected] [email protected] 301
Ligand Kits - UREAphos and METAMORPhos LIGAND KIT
96-3740 UREAphos and METAMORPhos Ligand Kit for Asymmetric Hydrogenation
Components available for individual sale. Contains the following:
H H
O N N H H
P O H H
O N N
O CH3 O O
P O N N
O P O
CH3 O
O CH3 O

UREAPhos
15-2200 50mg 15-2201 50mg 15-2202 50mg
CH3
CH3
H H
H H
O N N O
O N N P N H
P O
P O
O CH3 O O H N N
O CH3 O H
CH3 O
CH3

15-2204 50mg 15-2206 50mg 15-2208 50mg

CH3 CH3
H H CH3
H H
N N
P N H P O N N
P O
H N N CH3 O
CH3 H
CH3 O
O
CH3
CH3

15-2210 50mg 15-2212 50mg 15-2214 50mg

Si(CH3)3
O H
H H O H
P N
O P N O
N N O S
P O S
O
O CH3 O O

Si(CH3)3 CH2CH2CH2CH3
CH2CH2CH2CH3

15-2216 50mg 15-2218 50mg 15-2220 50mg

H H
H H O H
O N N P N
P O O N N
O O
O P O S
CH3 O
O CH3 O O CF3

METAMORPhos
15-2222 50mg 15-2224 50mg 15-2228 50mg
15-2200 1-{(2R)-1-[(11bR)-Dinaphtho[2,1-d:1',2'-f][1,3,2]dioxaphosphepin-4-yloxy]propan-2- Visit strem.com
yl}-3-phenylurea, min. 97% UREAPhos [1198080-53-3]
15-2201 1-{(2S)-1-[(11bR)-Dinaphtho[2,1-d:1',2'-f][1,3,2]dioxaphosphepin-4-yloxy]propan-2-
yl}-3-phenylurea, min. 97% [1357562-63-0]
15-2202 1-{(1R,2S)-1-[(11bR)-Dinaphtho[2,1-d:1',2'-f][1,3,2]dioxaphosphepin-4-yloxy]-1-
phenylpropan-2-yl}-3-phenylurea, min. 97% [1198080-55-5]
15-2204 1-{(2S)-1-[(11bS)-2,6-Dimethyldinaphtho[2,1-d:1',2'-f][1,3,2]dioxa-phosphepin-4-
yloxy]propan-2-yl}-3-phenylurea, min. 97%
15-2206 1-{(1S,2R)-1-[(11bR)-2,6-Dimethyldinaphtho[2,1-d:1',2'-f][1,3,2]dioxa-phosphepin-
4-yloxy]-1-phenylpropan-2-yl}-3-phenylurea, min. 97%
15-2208 1-Benzyl-3-{(1R,2R)-2-[(11bS)-dinaphtho[2,1-d:1',2'-f][1,3,2]dioxa-phosphepin-4-
ylamino]cyclohexyl}urea, min. 97%
15-2210 1-Benzyl-3-[(1S,2S)-2-(di-o-tolylphosphinoamino)cyclohexyl]urea, min. 97%
15-2212 1-[(2S)-1-(Di-o-tolylphosphinooxy)propan-2-yl]-3-phenylurea, min. 97%
15-2214 1-[(1R,2S)-1-(Di-o-tolylphosphinooxy)-1-phenylpropan-2-yl]-3-phenyl-urea,
min. 97% [1391410-56-2]
15-2216 1-{2S)-1-[(11bR)-2,6-Bis(trimethylsilyl)dinaphtho[2,1-d:1',2'-f][1,3,2]
dioxaphosphepin-4-yloxy]propan-2-yl}-3-phenylurea, min. 97% [1357562-70-9]
15-2218 4-Butyl-N-[(11bR)-dinaphtho[2,1-d:1',2'-f][1,3,2]dioxaphosphepin-4-yl]benzene-
sulfonamide triethylamine adduct, min. 97% [1150592-91-8]
15-2220 4-Butyl-N-(diphenylphosphino)benzenesulfonamide, min. 97% [1025096-61-0]
15-2222 1-{(2R)-1-[(11bR)-8,9,10,11,12,13,14,15-Octahydrodinaphtho[2,1-d:1',2'-f][1,3,2]
dioxaphosphepin-4-yloxy]propan-2-yl}-3-phenylurea, min. 97%
15-2224 1-{(1S,2R)-1-[(11bR)-8,9,10,11,12,13,14,15-Octahydrodinaphtho[2,1-d:1',2'-f]
[1,3,2]dioxaphosphepin-4-yloxy]-1-phenylpropan-2-yl}-3-phenylurea, min. 97%
15-2228 N-[(11bS)-Dinaphtho[2,1-d:1',2'-f][1,3,2]dioxaphosphepin-4-yl]-1,1,1-trifluoro-
methane-sulfonamide triethylamine adduct, min. 97% METAMORPhos [1493790-73-0]
302 Visit strem.com for new product announcements.
New Biocatalyst Kits Coming Soon..

BIOCATALYSTS KITS
New Biocatalyst Kits
Strem
Catalog Color and (Approx.)
Description # CAS# form Stability Density Product Use
Lipase that hydrolyzes
NovoCor ester bonds in glycerides.
06-3100 brown liq. Store at 0-25 C 1.17
Declared activity 6000
AD L
LU/g.
Lipase that hydrolyzes
yellow to
Lipozyme ester bonds in glycerides.
06-3105 9001-62-1 light-brown Store at 0-10 C 1.20
Declared activity 5000
CALB L liq.
LU/g.
Serine endoprotease that
Alcalase hydrolyzes internal
06-3110 9014-01-1 brown liq. Store at 0-10 C 1.17
peptide bonds. Declared
2.4L FG
activity 2.4 AU-A/g
Serine endoprotease that
amber liq.,
Alcalase hydrolyzes internal
06-3112 semi- Store at 0-25 C
peptide bonds. Declared
2.5 L transparent
activity 2.5 AU-A/g
Serine endoprotease that
amber liq.,
Esperase hydrolyzes internal
06-3115 semi- Store at 0-25 C
peptide bonds. Declared
8.0 L transparent
activity 8KNPU-E/g.
Lipase that hydrolyzes
Palatase ester bonds in glycerides.
06-3118 9001-62-1 brown liq. Store at 0-10 C
Declared activity 20000
20000L
LU-MM/g
Lipase that hydrolyzes
brown
Lipozyme ester bonds in glycerides.
06-3120 immobilized Store at 0-10 C
Declared activity 275
RM IM granulate
IUN/g.
Lipase that hydrolyzes
off-white
Novozym ester bonds in glycerides.
06-3123 immobilized Store at 0-25 C 0.40
Declared activity 10000
435 granulate
PLU/g
Lipase that hydrolyzes
Resinase ester bonds in glycerides.
06-3125 9001-62-1 yellow liq. Store at 0-25 C 1.05
Declared activity 50
HT
KLU/g.
Lipase that hydrolyzes
amber
Lipex ester bonds in glycerides.
06-3130 liquid, semi- Store at 0-25 C
Declared activity 100
100L transparent
KLU/g.
Lipase that hydrolyzes
esterbonds in glycerides.
Declared activity 15
yellow to
Novozym KLU/g. Product may be
06-3135 light brown Store at 0-25 C
hazy and contain slight
51032 liq.
precipitate. This does not
affect enzyme activity or
performance.
Serine endoprotease that
Savinase off-white hydrolyzes internal
06-3137 granulate
Store at 0-25 C 1.0 1.3
peptide bonds. Declared
12 T
activity 12 KNPU-S/g.
Lipase that hydrolyzes
Lipozyme ester bonds in glycerides.
06-3140 yellow liq. Store at 0-10 C 1.05
Declared activity 100
TL 100 L
KLU/g.
Serine endoprotease that
amber liq.,
Savinase hydrolyzes internal
06-3150 semi- Store at 0-25 C
peptide bonds. Declared
16 L transparent
activity 16 KNPU-S/g.

Use: Industrial grade enzymes produced by Novozymes.

[email protected] [email protected] [email protected] [email protected] 303

 Visit www.strem.com for

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New Product Announcements
New Search Capabilities
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C of As
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If you dont find the product you need,

please ask us we do custom synthesis.

304 Visit strem.com for new product announcements.

Available Booklets

Booklets are available on our website at www.strem.com.

Click the Product Resources link on our home page then click
Product Booklets.

[email protected] [email protected] [email protected] [email protected] 305

The Strem
Product Line
OUR LINE OF RESEARCH CHEMICALS Custom Synthesis
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of Strem Chemicals products
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