Influence of achiral amine additives on the Orito's reaction

Emília Tálas, Ferenc Zsila, Pál Szabó, József L. Margitfalvi

Research output: Article

3 Citations (Scopus)

Abstract

In enantioselective hydrogenation of ethyl pyruvate and methylbenzoyl formate over Pt/Al 2O 3 catalyst achiral tertiary and secondary amine additives increased both the reaction rate and the enantiomeric excess using low cinchonidine concentration and toluene as a solvent. However, no beneficial effect of primary amine was observed. Results of circular dichroism spectroscopic measurements proved that in the presence of both secondary and tertiary amines the virtual concentration of chiral modifier increased in accordance with the shift of dimer-monomer equilibrium of cinchonidine. The effect of achiral amines was more pronounced at ethyl pyruvate than at methylbenzoyl formate substrate.

Original languageEnglish
Pages (from-to)87-94
Number of pages8
JournalJournal of Molecular Catalysis A: Chemical
Volume357
DOIs
Publication statusPublished - máj. 1 2012

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ASJC Scopus subject areas

  • Catalysis
  • Process Chemistry and Technology
  • Physical and Theoretical Chemistry

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