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Enantioselective hydrogenation of propenoic acids bearing heteroaromatic substituents over cinchonidine modified Pd/alumina

Paper ID Volume ID Publish Year Pages File Format Full-Text
51543 46846 2009 4 PDF Available
Title
Enantioselective hydrogenation of propenoic acids bearing heteroaromatic substituents over cinchonidine modified Pd/alumina
Abstract

The hydrogenation of two 2,3-diarylpropenoic acids bearing heteroaromatic substituents, i.e. (E)-2-phenyl-3-(2-furyl)propenoic acid and (E)-2-(3-pyridyl)-3-phenylpropenoic acid was studied over cinchonidine modified Pd catalyst for the first time. The 2-furyl substituted compound was selectively hydrogenated to 2-phenyl-3-(2-furyl)propionic acid in the presence of cinchonidine in up to 73% ee. The hydrogenation of the acid bearing 3-pyridyl substituent afforded lower ee as compared to (E)-2,3-diphenylpropenoic acid, reaching up to 61% in presence of benzylamine additive. The differences in the results were assumed to be due to the different adsorption strengths and modes of these acids and deviations in their interactions with the adsorbed modifier.

Keywords
Carboxylic acids; Cinchonidine; Enantioselective; Heteroaromatic; Heterogeneous catalyst; Hydrogenation; Palladium
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Enantioselective hydrogenation of propenoic acids bearing heteroaromatic substituents over cinchonidine modified Pd/alumina
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Publisher
Database: Elsevier - ScienceDirect
Journal: Catalysis Communications - Volume 10, Issue 7, 10 March 2009, Pages 1107–1110
Authors
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Subjects
Physical Sciences and Engineering Chemical Engineering Catalysis
Get Full-Text Now
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Price was $35.95
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Price after discount Only $4.95
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