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Base-catalyzed condensation of cyclopentadiene derivatives. Synthesis of fulvalene analogues: strong proaromatic electron acceptors
Authors:Emad Aqad  Philippe Leriche  Gilles MabonAlain Gorgues  Magali AllainAmédée Riou  Arkady EllernVladimir Khodorkovsky
Institution:a Laboratoire IMMO, UMR CNRS, UFR Sciences, Université d'Angers, 2 Bd Lavoisier, 49045 Angers cedex, France
b Department of Chemistry, Ben-Gurion University of the Negev, Beer-Sheva 84105, Israel
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.
Keywords:condensation  electron acceptors  fulvalene
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