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Organic electroreductions at very negative potentials

  • Essie Kariv-Miller
  • Ryszard I. Pacut
  • Gaye K. Lehman
Conference paper
Part of the Topics in Current Chemistry book series (TOPCURRCHEM, volume 148)

Abstract

Organic electroreductions at mercury cathodes in tetraalkylammonium (TAA+) electrolyte solutions at the limit of the cathodic “potential window” are described. Aromatic hydrocarbons, fluorides, ethers and heterocycles, as well as aliphatic ketones, alkenes and alkynes have been studied, using both aqueous and non-aqueous solvents. At these very negative potentials neither the TAA+ cation nor the mercury cathode are inert, instead they combine to form TAA-mercury. It is hypothesized, and supporting evidence is presented, that TAA-mercury serve as mediators in the organic electroreductions. The mediated reactions show remarkable selectivity in certain cases and it is shown that this selectivity can be improved by the choice of the TAA+.

Keywords

Current Efficiency Negative Potential Potential Window Cathodic Reduction Reductive Cleavage 
These keywords were added by machine and not by the authors. This process is experimental and the keywords may be updated as the learning algorithm improves.

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Copyright information

© Springer-Verlag 1988

Authors and Affiliations

  • Essie Kariv-Miller
    • 1
  • Ryszard I. Pacut
    • 1
  • Gaye K. Lehman
    • 1
  1. 1.Department of ChemistryUniversity of MinnesotaMinneapolisUSA

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