[go: up one dir, main page]

Berthod et al., 2004 - Google Patents

New perfluoroalkylated BINAP usable as a ligand in homogeneous and supercritical carbon dioxide asymmetric hydrogenation

Berthod et al., 2004

Document ID
14503669406127091854
Author
Berthod M
Mignani G
Lemaire M
Publication year
Publication venue
Tetrahedron: Asymmetry

External Links

Snippet

New (R)-or (S)-4, 4′-and 5, 5′-perfluoroalkylated BINAP have been synthesized in four steps from enantiomerically pure BINAP. These new ligands were used in the homogeneous asymmetric hydrogenation of ethyl acetoacetate in ethanol and in the asymmetric …
Continue reading at www.sciencedirect.com (other versions)

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C67/00—Preparation of carboxylic acid esters
    • C07C67/30—Preparation of carboxylic acid esters by modifying the acid moiety of the ester, such modification not being an introduction of an ester group
    • C07C67/333—Preparation of carboxylic acid esters by modifying the acid moiety of the ester, such modification not being an introduction of an ester group by isomerisation; by change of size of the carbon skeleton
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
    • C07B53/00—Asymmetric syntheses
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
    • C07B2200/00—Indexing scheme relating to specific properties of organic compounds
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C29/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
    • C07C29/132—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group
    • C07C29/136—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group of >C=O containing groups, e.g. -COOH
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS, COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
    • B01J31/16—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes
    • B01J31/18—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes containing 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
    • B01J31/1805—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes containing 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 the ligands containing nitrogen
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F17/00—Metallocenes
    • C07F17/02—Metallocenes of metals of Groups 8, 9 or 10 of the Periodic System
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS, COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
    • B01J31/16—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes
    • B01J31/22—Organic complexes
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F15/00—Compounds containing elements of Groups 8, 9, 10 or 18 of the Periodic System
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS, COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J2231/00—Catalytic reactions performed with catalysts classified in B01J31/00
    • B01J2231/60—Reduction reactions, e.g. hydrogenation
    • B01J2231/64—Reductions in general of organic substrates, e.g. hydride reductions or hydrogenations
    • B01J2231/641—Hydrogenation of organic substrates, i.e. H2 or H-transfer hydrogenations, e.g. Fischer-Tropsch processes

Similar Documents

Publication Publication Date Title
Berthod et al. New perfluoroalkylated BINAP usable as a ligand in homogeneous and supercritical carbon dioxide asymmetric hydrogenation
Wu et al. A new chiral dipyridylphosphine ligand Xyl-P-Phos and its application in the Ru-catalyzed asymmetric hydrogenation of β-ketoesters
Berthod et al. 4, 4′ and 5, 5′-DiamBINAP as a hydrosoluble chiral ligand: syntheses and use in Ru (II) asymmetric biphasic catalytic hydrogenation
Pai et al. Synthesis of new chiral diphosphine ligand (BisbenzodioxanPhos) and its application in asymmetric catalytic hydrogenation
Shibata et al. Iridium-catalyzed enantioselective Pauson–Khand-type reaction of 1, 6-enynes
JP4004123B2 (en) Method for producing alcohol compound using ruthenium complex as catalyst
Liu et al. Highly efficient and convenient asymmetric hydrosilylation of ketones catalyzed with zinc Schiff base complexes
Schwink et al. New C2-symmetrical ferrocenyl diamines as ligands for ruthenium catalyzed transfer hydrogenation
Tsuruta et al. A new P-chiral bisphosphine, 1, 1′-bis [(t-butyl) methyl-phosphino] ferrocene, as an effective ligand in catalytic asymmetric hydrosilylation of simple ketones
Kloetzing et al. Ferrocenyl-QUINAP: a planar chiral P, N-ligand for palladium-catalyzed allylic substitution reactions
Zhang et al. A comparison of the asymmetric hydrogenation catalyzed by rhodium complexes containing chiral ligands with a binaphthyl unit and those with a 5, 5′, 6, 6′, 7, 7′, 8, 8′-octahydro-binaphthyl unit
JP5091485B2 (en) Catalyst and method for producing tert-alkyl alcohol using the same
Imamoto et al. Optically active 1, 1′-di-tert-butyl-2, 2′-diphosphetanyl and its application in rhodium-catalyzed asymmetric hydrogenations
Chen et al. Preparation and application of chiral spiro nitrogen-containing ligands for cobalt-catalyzed asymmetric Michael addition
Inoue et al. Chiral Phebox–rhodium complexes as catalysts for asymmetric direct aldol reaction
Liu et al. Discovery of chiral catalysts by asymmetric activation for highly enantioselective diethylzinc addition to imines: using racemic and achiral diimines as effective activators
JP5001861B2 (en) Asymmetric hydrosilylation of ketones
Liu et al. Efficient chirality switching in the asymmetric addition of indole to N-tosylarylimines in the presence of axially chiral cyclometalated bidentate N-heterocyclic carbene palladium (II) complexes
CN110494439B (en) Chiral biphenyl diphosphine ligand and preparation method thereof
EA027889B1 (en) Biaryl diphosphine ligands, intermediates of the same and their use in asymmetric catalysis
Li et al. Enantioselective hydrogenation of olefins with axial chiral iridium QUINAP complex
Meng et al. Asymmetric hydrogenation and allylic substitution reaction with novel chiral pinene-derived N, P-ligands
Lyubimov et al. Asymmetric iridium-catalyzed hydrogenation of 2-methylindole using phosphite ligands
Gross et al. Application of [BoPhoz Rh] catalysts in the asymmetric hydrogenation of a pyridyl benzothiophene alkene
Guo et al. Modified BINAPO ligands for Rh-catalysed enantioselective hydrogenation of acetamidoacrylic acids and esters