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Enantioselective electrodes: stereoselective electroreduction of 4-methylbenzophenone and acetophenone1 Dedicated to Professor W. Vielstich on the occasion of his 75th birthday and in recognition of his contribution to electrochemistry.1

Authors
Journal
Journal of Electroanalytical Chemistry
1572-6657
Publisher
Elsevier
Publication Date
Volume
461
Identifiers
DOI: 10.1016/s0022-0728(98)00039-4
Keywords
  • Poly(Pyrroles)
  • Chiral Pyrrole Monomers
  • Stereoselective Electroreduction
  • Enantioselectivity
Disciplines
  • Chemistry

Abstract

Abstract The poly(pyrroles) 1 and 2, synthesized from chiral pyrrole monomers, were used as asymmetric inductors for the electrochemical reduction of prochiral organic molecules. 4-Methylbenzophenone ( 3) and acetophenone ( 4) were potentiostatically reduced in DMF+LiBr in the presence of phenol as proton donor, with up to 17% optical purity of the corresponding alcohols. The enantioselectivity depends on the electrolyte used for electropolymerization. Mechanisms of the reduction are presented and discussed.

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