Three consecutive steps over the chirally modified Pt surface: Asymmetric catalytic cascade reaction of 2-nitrophenylpyruvates

G. Szöllősi, Lenke Kovács, Zsolt Makra

Research output: Contribution to journalArticle

11 Citations (Scopus)

Abstract

The influence of the reaction conditions on the asymmetric heterogeneous cascade reaction of 2-nitrophenylpyruvates over Pt catalysts modified with cinchonidine leading to (R)-3-hydroxy-3,4-dihydroquinolin-2(1H)-one derivatives has been studied. Results of studies on the amount of acetic acid or catalyst, nature of the Pt support, kinetic examinations, effect of H2 pressure, and modifier and substrate concentrations showed that all three steps of this catalytic cascade take place on the Pt surface, with the nitro group reduction immediately following the enantioselective hydrogenation of the keto group, whereas the final intramolecular amidation was preceded by desorption after complete reduction of the substrate and re-adsorption of the corresponding intermediate.

Original languageEnglish
Pages (from-to)697-704
Number of pages8
JournalCatalysis Science and Technology
Volume5
Issue number2
DOIs
Publication statusPublished - Feb 1 2015

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Catalysts
Substrates
Catalyst supports
Acetic acid
Acetic Acid
Hydrogenation
Desorption
Derivatives
Adsorption
Kinetics
dihydroquinolin-2(1H)-one
cinchonidine

ASJC Scopus subject areas

  • Catalysis

Cite this

Three consecutive steps over the chirally modified Pt surface : Asymmetric catalytic cascade reaction of 2-nitrophenylpyruvates. / Szöllősi, G.; Kovács, Lenke; Makra, Zsolt.

In: Catalysis Science and Technology, Vol. 5, No. 2, 01.02.2015, p. 697-704.

Research output: Contribution to journalArticle

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