Base-catalyzed condensation of cyclopentadiene derivatives. Synthesis of fulvalene analogues: Strong proaromatic electron acceptors

Emad Aqad, Philippe Leriche, Gilles Mabon, Alain Gorgues, Magali Allain, Amédée Riou, Arkady Ellern, Vladimir Khodorkovsky

Research output: Contribution to journalArticlepeer-review

14 Scopus citations

Abstract

A series of proaromatic electron acceptors derived from fulvenes were synthesized from tetrachlorocyclopentadiene and previously unknown 1,4-dicyano- and 1,4-dialkoxycarbonyl-2,3-dimethoxy cyclopentadienes. Two reversible one-electron reductions steps observed for fulvalenes coalesce into one two-electron reduction step upon increasing the length of the conjugating bridge.

Original languageEnglish
Pages (from-to)5773-5782
Number of pages10
JournalTetrahedron
Volume59
Issue number30
DOIs
StatePublished - 21 Jul 2003

Keywords

  • Condensation
  • Electron acceptors
  • Fulvalene

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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