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US 8,575,346 B2Granted
Ruthenium based complexes
AssigneeFirmenich SA
InventorsLucia Bonomo, Philippe Dupau, Serge Bonnaudet
Life of this patent
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Abstract
The present invention relates to the field of catalysis and, more particularly, to a ruthenium carbonate complex of formula [Ru(diene)(C03)] or [Ru(diene)(C03)2]Mn, wherein M is an alkaline (n is 2) or alkaline earth (n is 1) cation. The invention relates also to the use of said ruthenium carbonate complex as precursors for a number of Ru carboxylate complexes. Said specific ruthenium complexes possess a number of important advantages over the similar prior art known precursors.
Claims12
A process for the preparation of a compound of formula (I)
- {[(diene)Ru(OOCR1)2]n(H2O)v} (I)
- wherein n is 1 or 2;
- v is 0 or 1;
- and
- R1 represents:
- a hydrogen atom;
- a pyridyl group;
- a phenyl group optionally substituted by one to five halogen atoms and/or C1-4 alkyl or alkoxyl groups;
- or
- a C1-18 alkyl or alkenyl, optionally halogenated, and optionally substituted with one or two phenyl group, each phenyl group being optionally substituted by one to five halogen atoms and/or by C1-4 alkyl or alkoxyl groups;
- and/or optionally substituted with one or two OH, or amino;
- comprising the step of reacting a precursor compound of the formulae
- [Ru(diene)(CO3)2]Mn (II)
- or
- [Ru(diene)(CO3)] (II′)
- wherein “diene” is selected from the group consisting of COD (cycloocta-1,5-diene), NBD (norbornadiene), 2,4-dimethyl-1,3-pentadiene and cyclohepta-1,4-diene, M is an alkaline (n is 2) or alkaline earth (n is 1) cation;
- in the presence of a carboxylic acid R1COOH, wherein R1 is as defined in formula (I).
14 more elements
A process for the preparation of a compound of formula (I)
- {[(diene)Ru(OOCR1)2]n(HnO)v} (I)
- wherein n is 1 or 2;
- v is 0 or 1;
- “diene” represents a linear or branched C4-C15 hydrocarbon compound comprising two carbon-carbon double bonds or a cyclic C7-C20 hydrocarbon group comprising two carbon-carbon double bonds;
- and
- R1 represents:
- a hydrogen atom;
- a pyridyl group;
- a phenyl group optionally substituted by one to five halogen atoms and/or C1-4 alkyl or alkoxyl groups;
- or
- a C1-18 alkyl or alkenyl, optionally halogenated, and optionally substituted with one or two phenyl group, each phenyl group being optionally substituted by one to five halogen atoms and/or by C1-4 alkyl or alkoxyl groups;
- and/or optionally substituted with one or two OH, or amino;
- comprising the step of reacting a precursor compound of the formulae
- wherein “diene” has the same meaning as defined in formula (I), M is an alkaline (n is 2) or alkaline earth (n is 1) cation;
- in the presence of a carboxylic acid R1COOH, wherein R1 is as defined in formula (I) wherein the R1 group represents a C2-10 alkyl group, optionally branched in the α and/or β position.
12 more elements
A process for the preparation of a compound of formula (I)
- {[(diene)Ru(OOCR1)2]n(H2O)v} (I)
- wherein n is 1 or 2;
- v is 0 or 1;
- “diene” represents a linear or branched C4-C15 hydrocarbon compound comprising two carbon-carbon double bonds or a cyclic C7-C20 hydrocarbon group comprising two carbon-carbon double bonds;
- and
- R1 represents:
- a hydrogen atom;
- a pyridyl group;
- a phenyl group optionally substituted by one to five halogen atoms and/or C1-4 alkyl or alkoxyl groups;
- or
- a C1-18 alkyl or alkenyl, optionally halogenated, and optionally substituted with one or two phenyl group, each phenyl group being optionally substituted by one to five halogen atoms and/or by C1-4 alkyl or alkoxyl groups;
- and/or optionally substituted with one or two OH, or amino;
- comprising the step of reacting a precursor compound of the formulae
- wherein the R1COOH, and consequently the R1COO group of (I), is acetic, the mono-, di-, tri-chloroacetic, propionic, isobutyric, pivalic, tBu-acetic, 2-Et-hexanoic, cyclohexanecarboxylic, picolinic, cinnaminic, benzoic, 4-Me-benzoic, 4-OMe-benzoic, 3,5-dichloro-benzoic, isovaleric, 1-adamantanecarboxylic or sec-butyric acid;
- wherein “diene” has the same meaning as defined in formula (I), M is an alkaline (n is 2) or alkaline earth (n is 1) cation,
- M is an alkaline (n is 2) or alkaline earth (n is 1) cation;
- and
- the reacting is conducted in the presence of a carboxylic acid R1COOH, wherein R1 is as defined in formula (I).
15 more elements
A compound of formula
- wherein “diene” is selected from the group consisting of COD (cycloocta-1,5-diene), NBD (norbornadiene), 2,4-dimethyl-1,3-pentadiene and cyclohepta-1,4-diene M is an alkaline (n is 2) or alkaline earth (n is 1) cation.
Dependencies are inferred from the claim text.