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Electrogenerated bases

  • James H. P. Utley
Conference paper
Part of the Topics in Current Chemistry book series (TOPCURRCHEM, volume 142)

Abstract

Cathodically generated anion-radicals and dianions often have useful basic properties. Such electrogenerated bases (EGB's) have been applied to organic synthesis and are either generated stoichiometrically in situ or ex situ, or, in some cases, in catalytic amounts. Especially useful are bases derived from azobenzenes, ethenetetracarboxylates, dioxygen, and fluoren-9-ylidenemethane derivatives. The method has been successful for a range of base-promoted alkylation reactions, ylid generation, carboxylations, and oxygenations (through carbanion-oxygen reactions).

Recent developments include the measurement of the kinetic basicities of EGB's by convenient electroanalytical methods. The establishment of a scale of EGB basicities will in turn facilitate the measurement of kinetic acidities of carbon acids.

Keywords

Carbon Acid Phosphonium Salt Base Strength Effective Base Kinetic Basicity 
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 1987

Authors and Affiliations

  • James H. P. Utley
    • 1
  1. 1.Queen Mary College, Department of ChemistryUniversity of LondonLondonUK

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