Increased enantioselectivity in the presence of benzylamine in the heterogeneous hydrogenation of α, β-unsaturated carboxylic acids

G. Szöllősi, Taka Aki Hanaoka, Shu Ichi Niwa, Fujio Mizukami, M. Bartók

Research output: Contribution to journalArticle

54 Citations (Scopus)

Abstract

The use of one equivalent of benzylamine increased the enantioselectivity in the heterogeneous catalytic hydrogenation of α,β-unsaturated carboxylic acids over cinchonidine-modified 5% Pd/Al2O3 catalyst. The beneficial effect of the amine additive was dependent on substrate structure. The highest effect, a more than sixfold increase in the enantiomeric excess, was obtained in the hydrogenation of itaconic acid. This is the first report on the enantioselective hydrogenation of a prochiral α,β- unsaturated dicarboxylic acid over a supported heterogeneous metal catalyst.

Original languageEnglish
Pages (from-to)480-483
Number of pages4
JournalJournal of Catalysis
Volume231
Issue number2
DOIs
Publication statusPublished - Apr 25 2005

Fingerprint

Enantioselectivity
Carboxylic Acids
Carboxylic acids
carboxylic acids
Hydrogenation
hydrogenation
catalysts
Dicarboxylic Acids
Catalysts
Acids
dicarboxylic acids
Amines
amines
Metals
acids
Substrates
metals
benzylamine

Keywords

  • Cinchonidine
  • Enantioselective
  • Heterogeneous
  • Hydrogenation
  • Itaconic acid
  • Palladium
  • Unsaturated carboxylic acid

ASJC Scopus subject areas

  • Catalysis
  • Process Chemistry and Technology

Cite this

Increased enantioselectivity in the presence of benzylamine in the heterogeneous hydrogenation of α, β-unsaturated carboxylic acids. / Szöllősi, G.; Hanaoka, Taka Aki; Niwa, Shu Ichi; Mizukami, Fujio; Bartók, M.

In: Journal of Catalysis, Vol. 231, No. 2, 25.04.2005, p. 480-483.

Research output: Contribution to journalArticle

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AU - Mizukami, Fujio

AU - Bartók, M.

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