Effect of coacid acidity on the cinchona-modified Pt-catalyzed enantioselective hydrogenations

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Abstract

The effect of acid strength of coacids on the enantioselective hydrogenation of ethyl pyruvate over cinchona-modified Pt/Al2O3 catalysts is described. The enantioselectivity passes through a maximum as a function of acid strenght. The best value was obtained using trifluoroacetic acid as additive, which increased the optical yields from 85% to 93% ee. Chiral acids were also studied. It was found, however, that the individual chirality of acids used did not modify the basic characteristics of the outcome of the reactions. The configuration of the products were determined by the cinchona alkaloid. On the basis of separate experiments with cinchona salts a short interpretation of acid-effect is also provided.

Original languageEnglish
Pages (from-to)3381-3386
Number of pages6
JournalStudies in Surface Science and Catalysis
Volume130 D
DOIs
Publication statusPublished - 2000

ASJC Scopus subject areas

  • Catalysis
  • Condensed Matter Physics
  • Physical and Theoretical Chemistry
  • Surfaces, Coatings and Films
  • Materials Chemistry

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