Unprecedented ipso aromatic nucleophilic substitution upon oxidative decarboxylation of tris(p-carboxyltetrathiaaryl)methyl (TAM) radicals: a new access to diversely substituted TAM radicals

Chem Commun (Camb). 2011 Apr 28;47(16):4805-7. doi: 10.1039/c1cc10426h. Epub 2011 Mar 16.

Abstract

A new reaction of oxidative substitution of aromatic carboxyl groups on stable trityl radical derivatives (TAMs) by various nucleophiles is described; it leads to a wide variety of new persistent and diversely substituted TAM radicals.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Decarboxylation
  • Free Radicals / chemistry
  • Hydrocarbons, Aromatic / chemistry*
  • Molecular Structure
  • Oxidation-Reduction
  • Stereoisomerism
  • Sulfhydryl Compounds / chemical synthesis
  • Sulfhydryl Compounds / chemistry*
  • Trityl Compounds / chemical synthesis
  • Trityl Compounds / chemistry*

Substances

  • Free Radicals
  • Hydrocarbons, Aromatic
  • Sulfhydryl Compounds
  • Triphenylmethyl Compounds