Electrochemical oxidation of tetracyclones and tetraphenylthiophene-S-oxide

Jesus Iniesta, Hannah Alcock, David J. Walton, Masataka Watanabe, Shuntaro Mataka, Thies Thiemann

Research output: Contribution to journalArticlepeer-review

12 Citations (Scopus)

Abstract

The electrooxidative behaviour of tetraphenylcyclopentadienone (tetracyclone) and a number of its substituted derivatives have been studied by cyclic voltammetry. Preparative electrooxidation reactions have been found for the tetracyclones to yield the corresponding α-pyrones as major product from an oxygen insertion reaction; while in contrast, under similar conditions the sulfoxy analogue, tetraphenylthiophene-S-oxide, is oxidized to (Z)-diphenacylstilbene with loss of the sulfur-function from the heteroaromatic ring.

Original languageEnglish
Pages (from-to)5682-5690
Number of pages9
JournalElectrochimica Acta
Volume51
Issue number26
DOIs
Publication statusPublished - Aug 15 2006
Externally publishedYes

Keywords

  • Desulfurisation
  • Electrooxidation
  • Oxygen insertion
  • Tetraarylcyclopentadienone
  • Tetracyclone
  • Thiophene-S-oxide

ASJC Scopus subject areas

  • General Chemical Engineering
  • Electrochemistry

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