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US 8,946,470 B2Granted
Method for the oxidation of unsaturated organic compounds
AssigneeCatexel Limited
InventorsRonald Hage, Johannes Wietse De Boer, Pattama Saisaha
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Abstract
A one-pot method for the oxidative cleavage of unsaturated carbon-carbon bonds to provide a carboxylic acid or a ketone-containing compound is disclosed. The method comprises contacting an alkene or an alkyne with hydrogen peroxide and a manganese transition metal catalyst having a ligand of formula (I):
Claims25
A one-pot method for providing a carboxylic acid or a ketone-containing compound, the method comprising:
- contacting an alkene or an alkyne with a catalytic oxidation system to form a reaction mixture, wherein the catalytic oxidation system comprises:
- (i) hydrogen peroxide,
- (ii) a manganese transition metal catalyst having a ligand of formula (I):
- R is independently selected from the group consisting of:
- hydrogen, C1-C6-alkyl, CH3CH2OH, CH3COOH, and pyridin-2-ylmethyl, and optionally one of R is linked to the N of another Q from another ring via an ethylene or propylene bridge;
- R1, R2, R3, and R4 are independently selected from the group consisting of:
- H, C1-C4-alkyl, and C1-C4-alkylhydroxy;
- (iii) a carboxylic acid, carboxylate salt or mixture thereof;
- or ascorbic acid, or a salt or ester thereof, or mixture thereof;
- and
- wherein the molar ratio of hydrogen peroxide to the alkene or the alkyne is from 20:1 to 1:1, and the manganese transition metal catalyst is present in a range from 0.0001 to 5 mol % with respect to the alkene or the alkyne;
- and
- forming a second carboxylic acid or a ketone-containing compound.
10 more elements
Dependencies are inferred from the claim text.