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Cobalt-Catalyzed Vinylation of Aromatic Halides Using β‑Halostyrene: Experimental and DFT Studies

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journal contribution
posted on 2012-06-01, 00:00 authored by Aurélien Moncomble, Pascal Le Floch, Agusti Lledos, Corinne Gosmini
A new protocol for the direct cobalt-catalyzed vinylation of aryl halides using β-halostyrene has been developed in order to form functionalized stilbenes. A variety of aromatic halides featuring different reactive group were employed. This method proceeded smoothly with a total retention of the double bond configuration in the presence of triphenylphosphine as ligand. Preliminary DFT calculations rationnalize these results and proposed a reaction pathway in agreement with the experimental conditions. This procedure offers a new route to the stereoselective synthesis of stilbenes.