Papers by Joachim Heinicke
1,3-BENZOXAPHOSPHOLE-HETEROCYCLEN Mit Phosphor Der Koordinationszahl 2
Phosphorus and Sulfur and the Related Elements, Dec 1, 1985
The title compounds are formed in the reaction of o-phosphinophenole with N-arylimide chlorides o... more The title compounds are formed in the reaction of o-phosphinophenole with N-arylimide chlorides of carbonic acids. The primary adducts of formimmonium chlorides, however, undergo [2 + 2]-cycloaddition to furnish 1,3-diphosphetanes. A further way to 1,3-benzoxaphospholes consists in the cyclodehydratization of carbonic acid o-phosphinophenyl esters by means of P4O10.
o-Phosphinophenoles - Synthesis and Reactivity
Cycloadditions of 1H ‐1,3‐Benzazaphospholes with o ‐Chloranil
Zeitschrift für anorganische und allgemeine Chemie
Synthesis, structure and reactivity of acyclic and heterocyclic α-phosphino amino acids
Phosphorus, Sulfur, and Silicon and the Related Elements
π-Excess-aromatic and non-aromatic 1,3-azaphospholes – impact of annulation and multiple reactivity
Pure and Applied Chemistry
Syntheses, properties, structure aspects and reactivity of non- and aromatically carbo- and heter... more Syntheses, properties, structure aspects and reactivity of non- and aromatically carbo- and heterocyclic annulated 1H- and 3H-1,3-azaphospholes are compared to illuminate the impact of annulation, substituent effects, aromatic stabilization and π-excess at phosphorus of the 1H-isomers, to demonstrate the current knowledge and open questions in this field of research.
ChemInform Abstract: Sterically Stressed Amino- and PH-Functional Di-t-butyl-o-phosphinophenols - Intramolecular Interaction and Formation of Benzoxadiphospholes
ChemInform
ABSTRACT
2-Phosphinophenolate Nickel Catalysts: Formation of Ethylene Copolymers with Isolated sec -Alkyl, Aryl, and Functionally Substituted Alkyl Groups †
Macromolecules, Jan 12, 2010
... Institut f r Biochemie−Anorganische Chemie, Ernst-Moritz-Arndt-Universit t Greifswald, Felix-... more ... Institut f r Biochemie−Anorganische Chemie, Ernst-Moritz-Arndt-Universit t Greifswald, Felix-Hausdorff-Strasse 4 ... mmol); comonomer (g, mmol); solvent (mL), ligand, Ni (μmol); P start (bar), T (°C), t (h), product (g); C 2 H 4 conversion (%); TON (mol/mol), Mp (°C); D (g/cm 3 ), M ...
Eur J Org Chem, 2009
The Tavs reaction of 2-amino-and 2-acylamido-3-bromopyridines 1 and 2 with triethyl phosphite in ... more The Tavs reaction of 2-amino-and 2-acylamido-3-bromopyridines 1 and 2 with triethyl phosphite in the presence of palladium acetate or chloride allows the synthesis of 2-aminoand 2-acylamidopyridine-3-phosphonates 3 and 4. A second ring nitrogen atom causes strong activation and leads to excellent yields in the phosphonylation of 2-amino-3-chloroquinoxalines. 2,3-Dichloroquinoxaline does not need a catalyst and undergoes double phosphonylation with sodium diethyl phosphite under Michaelis-Becker conditions. The results show an activating influence of pyridine nitrogen (-M) and deactivating influence of the amino group (+M). The reactivity of 1 and 2 in the Tavs coupling is compared with that of the 3-NH-2-bromopyridine position isomers and 2-bromo-[a] Institut für Biochemie,
o-Hydroxyarylphosphines and diphosphines: metallation-rearrangement versus P_O reduction of o-halogenoaryloxyphosphines by sodium
J Organomet Chem, 1996
o-Bromo- and o-chloroaryloxyphosphines 1 may react with sodium in two competing ways: (i) metal h... more o-Bromo- and o-chloroaryloxyphosphines 1 may react with sodium in two competing ways: (i) metal halogen exchange followed by rapid intramolecular 1,3-rearrangement to give sodium o-hydroxylato-arylphosphines 2, later converted to their OSiMe3 derivatives 3, and (ii) reductive cleavage of the PO bond to give diphosphines 4 or phosphides. The o-metallation is preferred with the more reactive bromides and bulky phosphino substituents
[1,3]-CARBANIONISCHE Umlagerungen—Synthese Von 1,3-BENZOXASILOLENEN
Http Dx Doi Org 10 1080 10426509208034493, Sep 23, 2006
ABSTRACT
Metallkomplexe von 2-Amino- und 2-Hydroxy-2-phosphinoalkansäure-Derivaten, Verfahren zur Herstellung dieser Metallkomplexe und deren Verwendung als Katalysatoren zur Oligomerisation bzw. Polymerisation von Olefinen
J Polym Sci a Polym Chem, 2009
2-Dicyclohexyl-and 2-diphenylphosphinophenol, CCHH and PPHH, react with Ni(1,5-COD) 2 to form cat... more 2-Dicyclohexyl-and 2-diphenylphosphinophenol, CCHH and PPHH, react with Ni(1,5-COD) 2 to form catalysts for polymerization of ethylene in or copolymerization with a-olefins. The more P-basic CCHH/Ni catalyst allows concentrationdependent incorporation of olefins to give copolymers with isolated side groups and higher molecular weights, whereas the PPHH/Ni catalyst undergoes mainly stabilizing interactions with the olefins and leads to ethylene oligomers with no or marginal olefin incorporation. Pressure-time plots of the batch reactions show that the ethylene conversion is usually slower by catalysis with CCHH/Ni than by PPHH/Ni. The microstructure of the copolymers was determined by 13 C NMR spectra, the number of side groups per main chain was estimated by 1 H NMR analyses. V
ADDITIONSREAKTIONEN AN As?C- UND P?C-DOPPELBINDUNGEN DER 1,3-BENZOXARSOLE UND 1,3-BENZOXAPHOSPHOLE
Phosphor Sulfur Silicon, 1984
The title compounds show low reactivity towards electrophiles. Under forced conditions, however, ... more The title compounds show low reactivity towards electrophiles. Under forced conditions, however, the As˭C derivative 1a is attacked by methyl iodide and CCl4 to give λ5- and (δ-dihydro)benzoxarsoles, respectively. Nucleophilic additions take place with “soft” bases while “hard” bases fail to react, thus indicating some aromaticity of the heterocycles. Me3SnH is smoothly added by a radical way.Die Titelverbindungen sind gegenüber Elektrophilen wenig reaktiv. Unter encrgischen Bedingungen setzt sich das As˭C-Derivat 1a jedoch mit Methyliodid und CCl4 zu δ- bzw. (δ-Dihydro)benzoxarsolen um. Nucleophile Additionen gelingen mit “weichen” Basen, während “harte” Basen nicht reagieren. Dies verweist auf gewisse aromatische Stabilisierung der Heterocyclen. Me3SnH wird leicht radikalisch addiert.
J Organomet Chem, 1978
den 16. Januar 1978) o-Aminophenylarsine reacts with iminoester hydrotihlorides to give U&1,3benz... more den 16. Januar 1978) o-Aminophenylarsine reacts with iminoester hydrotihlorides to give U&1,3benzazarsoles. The isomeric 3N-1,3-benzazarsoles are synthesized from secondary o-aminophenylarsines and N-phenylimide chlorides. Spectroscopical studies show the l.H-1,3-benzazarsoles to be genuine "arsaaromatics". Zusammenfassung o-Aminophenylarsin reagiert mit Iminoesterhydrochloriden zu l&-3.,3-Benzazarsolen. Die isomeren SH-1,3-Benzazarsole entstehen aus sekundiiren o-Aminophenylarsinen und N-Phenylimidchloriden.
1,3-BENZOXAPHOSPHOLE-HETEROCYCLEN Mit Phosphor Der Koordinationszahl 2
Http Dx Doi Org 10 1080 03086648508072750, Dec 13, 2006
The title compounds are formed in the reaction of o-phosphinophenole with N-arylimide chlorides o... more The title compounds are formed in the reaction of o-phosphinophenole with N-arylimide chlorides of carbonic acids. The primary adducts of formimmonium chlorides, however, undergo [2 + 2]-cycloaddition to furnish 1,3-diphosphetanes. A further way to 1,3-benzoxaphospholes consists in the cyclodehydratization of carbonic acid o-phosphinophenyl esters by means of P4O10.
Chemistry of Silylenes: Cycloadditions of Methoxymethylsilylene with Heterodienes
Cheminform, 1992
ABSTRACT
Inorganic Chemistry, 2003
The title compound was obtained from the cyclic diaminogermylene C 2 H 2 [N(CH 2 Bu t)] 2 Ge and ... more The title compound was obtained from the cyclic diaminogermylene C 2 H 2 [N(CH 2 Bu t)] 2 Ge and cis-[Mo(CO) 4 (NCEt) 2 ] and its crystal structure determined revealing structural changes in the coordinated ligand indicative of strong π-acceptor properties.
Journal of Organometallic Chemistry, Sep 5, 1989
The conjugative interaction in some phosphorus and arsenic analogues of benzimidazoles has been s... more The conjugative interaction in some phosphorus and arsenic analogues of benzimidazoles has been studied by UV photoelectron spectroscopy. The spectra have been interpreted with the aid of MNDO quantum-chemical calculations and comparison with other compounds containing trivalent P or As atoms. Comparison of the band positions for the P lone pair in various compounds indicated that the interaction with the ?r-system is small, and it is even lower for the arsenic lone pair.
Substituted Phosphanylphenolato[P,O]-metal-complexes for Polymerisation of Olefines
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Papers by Joachim Heinicke