Abstract

The present invention relates to the field of catalytic hydrogenation and, more particularly, to a process for the reduction by hydrogenation, using molecular H2, of a C6-C20 conjugated dienal into the corresponding deconjugated enal, characterized in that said process is carried out in the presence of a catalytic system comprising at least a base and at least one complex in the form of a rhodium complex comprising a C34-C60 bidentate diphosphine ligand (L2) coordinating the rhodium.

IPC Classes  ?

• C07C 45/62 - Preparation of compounds having C=O groups bound only to carbon or hydrogen atomsPreparation of chelates of such compounds by reactions not involving the formation of C=O groups by hydrogenation of carbon-to-carbon double or triple bonds
• C07C 49/203 - Unsaturated compounds containing keto groups bound to acyclic carbon atoms with only carbon-to-carbon double bonds as unsaturation
• C07C 49/21 - Unsaturated compounds containing keto groups bound to acyclic carbon atoms containing rings other than six-membered aromatic rings

Abstract

The present invention relates to the field of catalytic hydrogenation and, more particularly, to the use of specific ruthenium catalysts, or pre-catalysts, in hydrogenation processes for the reduction of ketones and/or aldehydes into the corresponding alcohol respectively. Said catalysts are ruthenium complexes comprising a tetradentate ligand (L4) coordinating the ruthenium with: - two nitrogen atoms, each in the form of a primary or secondary amine (i.e. a NH2 or NH group) or N-alkyl imine functional groups (i.e. a C=N group), and - two sulfur atoms, each in the form of thioether functional groups.

IPC Classes  ?

• C07C 29/141 - 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 of a —CHO group with hydrogen or hydrogen-containing gases
• C07C 29/145 - 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 of ketones with hydrogen or hydrogen-containing gases
• C07C 31/125 - Monohydroxylic acyclic alcohols containing five to twenty-two carbon atoms
• C07C 33/02 - Acyclic alcohols with carbon-to-carbon double bonds
• C07C 33/025 - Acyclic alcohols with carbon-to-carbon double bonds with only one double bond
• C07C 33/12 - Alcohols containing rings other than six-membered aromatic rings containing five-membered rings
• C07C 33/14 - Alcohols containing rings other than six-membered aromatic rings containing six-membered rings
• C07C 33/20 - Monohydroxylic alcohols containing only six-membered aromatic rings as cyclic part monocyclic
• C07C 33/30 - Alcohols containing only six-membered aromatic rings as cyclic part with unsaturation outside the aromatic rings monocyclic
• C07C 35/06 - Compounds having at least one hydroxy or O-metal group bound to a carbon atom of a ring other than a six-membered aromatic ring monocyclic containing five-membered rings
• C07C 35/18 - Compounds having at least one hydroxy or O-metal group bound to a carbon atom of a ring other than a six-membered aromatic ring monocyclic containing six-membered rings with unsaturation at least in the ring
• C07C 35/23 - Compounds having at least one hydroxy or O-metal group bound to a carbon atom of a ring other than a six-membered aromatic ring polycyclic, at least one hydroxy group bound to a condensed ring system with a hydroxy group on a condensed ring system having two rings
• C07C 35/36 - Compounds having at least one hydroxy or O-metal group bound to a carbon atom of a ring other than a six-membered aromatic ring polycyclic, at least one hydroxy group bound to a condensed ring system with a hydroxy group on a condensed ring system having two rings the condensed ring system being a [4.4.0] system, e.g. hydrogenated naphthols
• C07D 307/44 - Furfuryl alcohol
• C07D 317/54 - Radicals substituted by oxygen atoms

Abstract

The present invention relates to the field of catalytic hydrogenation and, more particularly, to the use of specific ruthenium catalysts, or pre-catalysts, in hydrogenation processes with molecular H2 for the reduction of ketones, aldehydes and esters or lactones into the corresponding alcohol or diol respectively. Said catalysts are ruthenium complexes comprising a ligand of the type (N-N) type, in which at least one of said amino groups is a secondary or primary amine (i.e. a NH or NH2) and a ligand of the type (P-N) in which N belongs to a tertiary amino group, a N, N, N' trisubstituted carboxiamide (a C(=N)N moiety) or a N-substituted imidoate (a C(=N)O moiety).

IPC Classes  ?

• B01J 31/18 - Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes containing nitrogen, phosphorus, arsenic or antimony
• C07C 29/136 - 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
• C07C 29/145 - 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 of ketones with hydrogen or hydrogen-containing gases
• B01J 31/22 - Organic complexes

Abstract

The present invention relates to the field of catalytic hydrogenation and, more particularly, to the use of specific ruthenium catalysts, or pre-catalysts, in hydrogenation processes for the reduction of ketones, aldehydes and esters or lactones into the corresponding alcohol or diol respectively. Said catalysts are ruthenium complexes comprising a ligand of the type (N-N) type and a ligand of the type (P-PO).

IPC Classes  ?

• B01J 31/18 - Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes containing nitrogen, phosphorus, arsenic or antimony
• B01J 31/24 - Phosphines
• C07C 29/00 - Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring

Abstract

The present invention relates to processes for the reduction by hydrogenation, using molecular H2, of a substrate containing one or two esters, or lactones, functional groups into the corresponding alcohol, or diol, said process is carried out in the presence of a base and at least one catalyst or pre-catalyst in the form of a ruthenium complex wherein the ruthenium is coordinated by a diphosphine bidentate ligand (PP ligand) and a diamino bidentate ligand (NN ligand) comprising at least one substituted α-carbon and one primary amine as one of the coordinating atoms.

IPC Classes  ?

• C07C 29/149 - 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 of carboxylic acids or derivatives thereof with hydrogen or hydrogen-containing gases