Effect of Methyl-substitution of the Quinoline Ring of Cinchona Alkaloids on the Performance as a Modifier for the Enantioselective Hydrogenation of

The asymmetric hydrogenation of (E)-2,3-di(4-methoxyphenyl)propenoic acid was conducted over Pd/C chirally modified with cinchona alkaloids methyl-substituted at 2'-position of the quinoline ring. It is revealed that the adsorption strength of the modifiers and the intrinsic enantioselectivity...

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Bibliographic Details
Published inCatalysis letters Vol. 151; no. 3; pp. 863 - 874
Main Authors Nakatsuji, Makoto, Kubota, Takeshi, Fujita, Morifumi, Okamoto, Yasuaki, Sugimura, Takashi
Format Journal Article
LanguageEnglish
Published Springer 01.03.2021
Subjects
Acrylic acid
Alkaloids
Catalysts
Fine chemicals
Hydrogenation
Organic acids
Quinoline
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Summary:The asymmetric hydrogenation of (E)-2,3-di(4-methoxyphenyl)propenoic acid was conducted over Pd/C chirally modified with cinchona alkaloids methyl-substituted at 2'-position of the quinoline ring. It is revealed that the adsorption strength of the modifiers and the intrinsic enantioselectivity at the modified sites are decreased by the methyl-substitution. The intrinsic enantioselectivity of the modifier is correlated to kinetic parameters.
ISSN:1011-372X
1572-879X
DOI:10.1007/s10562-020-03351-4