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Cathodic synthesis of powerful electronπ-donors including dithiadiazafulvalenes

Authors
Journal
Journal of Electroanalytical Chemistry
1572-6657
Publisher
Elsevier
Publication Date
Volume
462
Issue
2
Identifiers
DOI: 10.1016/s0022-0728(98)00396-9
Keywords
  • Dithiadiazafulvalene
  • Cathodic Coupling
  • Dithiafulvene
  • Oxidative Dimerization
  • Vinylogous Ttf
Disciplines
  • Chemistry

Abstract

Abstract Intramolecular coupling of bis(2-ethylthio-1,3-thiazolium) salts upon electrochemical reduction leads to dithiadiazafulvalenes (DTDAF). These novel π-electron donor molecules show extremely high donating properties compared to their sulfur analogues, tetrathiafulvalenes (TTF). In addition we report that a DTDAF precursor substituted by a dithiafulvenyl group undergoes dimerization upon oxidation to afford vinylogous TTF. Cathodic coupling of the corresponding tetra(2-ethylthio-1,3-thiazolium) salt leads to a new donor including two different donor families: DTDAF and vinylogous TTF.

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