Chinese Journal of Applied Chemistry ›› 1996, Vol. 0 ›› Issue (3): 87-89.

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Asymmetric Reduction of Acetophenone Using L-Valine Methyl Ester Modified Graphite Electrode

Chen Gang, Lu Jiaxing, Xu Chengtian, Chen Liang, Zhang Wuchang   

  1. Department of Chemistry, East China Normal University, Shanghai 200062
  • Received:1995-09-20 Revised:1995-12-20 Published:1996-06-10 Online:1996-06-10

Abstract: We have prepared covalently modified graphite electrodes(CelValM)that bind L-valine methyl ester to their surface via amide bonds,thereby providing a stable,chiral interfacial region for the reduction of acetophenone.The optical yield(o.y.)and chemical yield (c.y.)of S(-)-1-phenylethanol were measured as a function of CelValM cathode potential, current density,amount of electricity passed,substrate concentration,pH,and the number of repeated use of electrodes.The highest o.y.was 15.8%.The characteristics and kinetic parameters of electrode processes were determined by potentiodynamic method and rotating disk electrode.A possible mechanism of the asymmetric electroreduction of acetophenone was forwarded.

Key words: L-valine methyl ester, modified electrode, asymmetric reduction, acetophenone