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1. DE000010150335 - Neue chirale Liganden und deren Übergangsmetallkomplexe sowie deren katalytische Anwendung

Amt Deutschland
Aktenzeichen/Anmeldenummer 10150335
Anmeldedatum 15.10.2001
Veröffentlichungsnummer 000010150335
Veröffentlichungsdatum 24.04.2003
Veröffentlichungsart A1
IPC
C07F 9/6564
CSektion C Chemie; Hüttenwesen
07Organische Chemie
FAcyclische, carbocyclische oder heterocyclische Verbindungen, die andere Elemente als Kohlenstoff, Wasserstoff, Halogen, Sauerstoff, Stickstoff, Schwefel, Selen oder Tellur enthalten
9Verbindungen, die Elemente der Gruppen 5 oder 15 des Periodensystems enthalten
02Phosphorverbindungen
547Heterocyclische Verbindungen, z.B. Phosphor als Ring-Heteroatom enthaltend
6564mit Phosphoratomen, mit oder ohne Stickstoffatomen, Sauerstoffatomen, Schwefelatomen, Selenatomen oder Telluratomen als Ring-Heteroatomen
B01J 31/24
BSektion B Arbeitsverfahren; Transportieren
01Physikalische oder chemische Verfahren oder Vorrichtungen allgemein
JChemische oder physikalische Verfahren, z.B. Katalyse oder Kolloidchemie; entsprechende Vorrichtungen hierfür
31Katalysatoren, welche Hydride, Koordinationskomplexe oder organische Verbindungen enthalten
16welche Koordinationskomplexe enthalten
24Phosphine
C07B 53/00
CSektion C Chemie; Hüttenwesen
07Organische Chemie
BAllgemeine Verfahren der organischen Chemie; Vorrichtungen hierfür
53Asymmetrische Synthesen
CPC
B01J 31/2466
BPERFORMING OPERATIONS; TRANSPORTING
01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
31Catalysts comprising hydrides, coordination complexes or organic compounds
16containing coordination complexes
24Phosphines ; , i.e. phosphorus bonded to only carbon atoms, or to both carbon and hydrogen atoms, including e.g. sp2-hybridised phosphorus compounds such as phosphabenzene, phosphole or anionic phospholide ligands
2404Cyclic ligands, including e.g. non-condensed polycyclic ligands, the phosphine-P atom being a ring member or a substituent on the ring
2442comprising condensed ring systems
2461and phosphine-P atoms as ring members in the condensed ring system or in a further ring
2466comprising aliphatic or saturated rings
B01J 31/1875
BPERFORMING OPERATIONS; TRANSPORTING
01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
31Catalysts comprising hydrides, coordination complexes or organic compounds
16containing coordination complexes
18containing nitrogen, phosphorus, arsenic or antimony ; as complexing atoms, e.g. in pyridine ligands, or in resonance therewith, e.g. in isocyanide ligands C=N-R or as complexed central atoms
1845the ligands containing phosphorus
1875Phosphinites (R2P(OR), their isomeric phosphine oxides (R3P=O) and RO-substitution derivatives thereof)
B01J 31/188
BPERFORMING OPERATIONS; TRANSPORTING
01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
31Catalysts comprising hydrides, coordination complexes or organic compounds
16containing coordination complexes
18containing nitrogen, phosphorus, arsenic or antimony ; as complexing atoms, e.g. in pyridine ligands, or in resonance therewith, e.g. in isocyanide ligands C=N-R or as complexed central atoms
1845the ligands containing phosphorus
1875Phosphinites (R2P(OR), their isomeric phosphine oxides (R3P=O) and RO-substitution derivatives thereof)
188Amide derivatives thereof
B01J 2231/321
BPERFORMING OPERATIONS; TRANSPORTING
01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
2231Catalytic reactions performed with catalysts classified in B01J31/00
30Addition reactions at carbon centres, i.e. to either C-C or C-X multiple bonds
32Addition reactions to C=C or C-C triple bonds
321Hydroformylation, metalformylation, carbonylation or hydroaminomethylation
B01J 2231/323
BPERFORMING OPERATIONS; TRANSPORTING
01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
2231Catalytic reactions performed with catalysts classified in B01J31/00
30Addition reactions at carbon centres, i.e. to either C-C or C-X multiple bonds
32Addition reactions to C=C or C-C triple bonds
323Hydrometalation, e.g. bor-, alumin-, silyl-, zirconation or analoguous reactions like carbometalation, hydrocarbation
B01J 2231/42
BPERFORMING OPERATIONS; TRANSPORTING
01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
2231Catalytic reactions performed with catalysts classified in B01J31/00
40Substitution reactions at carbon centres, e.g. C-C or C-X, i.e. carbon-hetero atom, cross-coupling, C-H activation or ring-opening reactions
42Catalytic cross-coupling, i.e. connection of previously not connected C-atoms or C- and X-atoms without rearrangement
Anmelder DEGUSSA
Erfinder BELLER MATTHIAS
JUNGE KATHRIN
RIERMEIER THOMAS
MONSEES AXEL
TRAUTHWEIN HARALD
Titel
(DE) Neue chirale Liganden und deren Übergangsmetallkomplexe sowie deren katalytische Anwendung
(EN) Novel chiral phosphane ligands are useful for the production of catalysts for asymmetric reactions for hydrosilylation, amination, alkyl substitution and Grignard coupling
Zusammenfassung
(DE)

Die Erfindung betrifft neue chirale Liganden der Formel 1, ihre Herstellung und Verwendung in katalytischen Reaktionen. DOLLAR F1

(EN)

Chiral phosphane ligands (I) are new. Chiral phosphane ligands of formula (I) are new. R<1> = H, alkyl, alkenyl, (hetero)aromatic aryl, O-alkyl, NH-alkyl, N-(alkyl)2 where the alkyl groups are optionally bonded to each other via an oxygen bridge, O-aryl, NH-aryl or N-(alkyl)(aryl); R<2> - R<9> = R<1> or O-CO-alkyl, O-CO-aryl, F, Cl, Br, OH, NO2, Si(alkyl)3, CF3, CN, CO2H, COH, SO3H, CONH2, CONH(alkyl), CON(alkyl)2, SO2(alkyl), SO(alkyl), SO(aryl), SO2(aryl), SO3(aryl), S-alkyl, S-aryl, NH-CO(alkyl), CO2(alkyl), CONH2, CO(alkyl), NHCOH, NHCO2(alkyl), CO(aryl), CO2(aryl), CONH2, CO(alkyl), NHCOH, NHCO2(alkyl), CO(aryl),CO2(aryl), CHCH-CO2(aryl), CH=CH-CO2H, PO(aryl)2, PO(alkyl)2, PO3H or PO(o-alkyl)2 where two or more neighboring groups are optionally bonded to form a condensed ring system; alkyl = 1-12C alkyl; alkenyl = optionally unsaturated 2-4C alkenyl optionally substituted by Cl, F, 1-12C alkyl, -1-12C alkoxy, 5-10C aryl, 5-10C aryloxy, NH2, 1-12C alkylamine, 1-12C dialkylamine; and aryl = 5-10C aromatic, optionally substituted by Cl, F, 1-12C alkyl, 1-12C alkoxy, 5-10C aryl(oxy), NH2 or 1-12C (di)alkylamine, where 1-4C atoms of the aromatic groups are substituted by N, O or S to form a 5-10 membered heteroaromatic aryl. Independent claims are also included for the following: (1) catalysts prepared by reaction of a metal salt or a metal complex precursor with a ligand of formula (I); and (2) a process for the production of chiral ligands of formula (I) where enantiomer rich dimethyl compounds of formula (II) are lithiated with alkyl lithium compounds, followed by reaction with aminophosphorus dichlorides, alkyl- or arylphosphorus dichlorides.