Reduction by a silane in the presence of Zinc catalyst
AssigneeFirmenich SA
InventorsThomas Jerphagnon, Joel Pastori
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Abstract
The present invention relates to the field of organic synthesis. More specifically, it concerns a process for the selective reduction of a C3-C70 substrate containing one or more carbonyl or carboxylic functional groups into the corresponding alcohol diol, or polyalcohol in the presence of a silane and at least one catalyst or pre-catalyst in the form of a zinc complex. The Zinc complex of formula (I) or (II) is also part of the invention.
Claims20
Process for the reduction of a C3-C70 substrate containing one or more carbonyl or carboxylic functional groups into the corresponding alcohol, diol, or polyalcohol, the process comprising
- a) reacting the C3-C70 substrate containing one or more carbonyl or carboxylic functional groups with a silane and at least one catalyst or pre-catalyst in the form of a zinc complex of formula
- wherein X is an anion and L is an aminoalcohol or thioalcohol, wherein all ligands X are identical or different and all ligands L are identical or different;
- and L′ is of formula (III);
- wherein m represents an integer between 0 and 1000, n represent an integer between 0 and 1000, G represents C1-6 hydrocarbon group, optionally comprising one or two oxygen atoms and/or one or two nitrogen atoms, Z represents a nitrogen or a sulphur atom, R1 and R2 are, independently from each other, a hydrogen atom or a C1-3 alkyl group, o is 0 when Z is a sulphur atom or o is 1 when Z is a nitrogen atom;
- and
- b) hydrolyzing the obtained siloxane with a basic agent to form an alcohol, a diol or a polyalcohol.
A zinc complex of formula
- wherein X is an anion and L is an aminoalcohol or thioalcohol, wherein all ligands X are identical or different and all ligands L are identical or different;
- and L′ is of formula (III):
- wherein m represents an integer between 0 and 1000, n represent an integer between 0 and 1000, G represents C1-6 hydrocarbon group, optionally comprising one or two oxygen atoms and/or one or two nitrogen atoms, Z represents a nitrogen or a sulphur atom, R1 and R2, are, independently from each other, a hydrogen atom or a C1-3 alkyl group and o is 0 when Z is a sulphur atom or o is 1 when Z is a nitrogen atom.
Dependencies are inferred from the claim text.