Preparative, electroenzymatic reduction of ketones on an all components-immobilized graphite felt electrode

Y. Kashiwagi, Y. Yanagisawa, N. Shibayama, K. Nakahara, F. Kurashima, J. Anzai, T. Osa

Research output: Contribution to journalArticlepeer-review

26 Citations (Scopus)

Abstract

A thin cation-exchange polymer (Nafion)-and poly(acrylic acid) layers-coated graphite felt electrode immobilizing all mediation components of methyl viologen, NAD+, diaphorase and alcohol dehydrogenase to construct a complete bioelectrochemical reactor was prepared and applied to electroenzymatic reduction of ketones in a phosphate buffer at constant potential of -0.80 V vs sce. S-Isomers of 2-and 3-methylcyclohexanone were enantioselectively reduced to the corresponding (1S, 2S)-( + )-2-and (1S, 3S)-( - )-3-methylcyclohexanol, respectively, in high current efficiency (98.6 and 96.5%), high reduction yield (almost quantitatively) and high enantiomeric excess (ee) (100 and 93.1%), respectively. The unreacted ketones, (R)-( - )-2-and (R)-( + )-3-methylcyclohexanone, were recovered in high recovery yield (100 and 96%) and high ee (99.6 and 95.8%), respectively.

Original languageEnglish
Pages (from-to)2267-2270
Number of pages4
JournalElectrochimica Acta
Volume42
Issue number13-14
DOIs
Publication statusPublished - 1997 Jan 1

Keywords

  • Bioelectrochemical reactor
  • Electroenzymatic reduction
  • Methyl viologen
  • Modified electrode
  • Nafion

ASJC Scopus subject areas

  • Chemical Engineering(all)
  • Electrochemistry

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