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Download fileCobalt-Catalyzed Vinylation of Aromatic Halides Using β‑Halostyrene: Experimental and DFT Studies
journal contribution
posted on 2012-06-01, 00:00 authored by Aurélien Moncomble, Pascal
Le Floch, Agusti Lledos, Corinne GosminiA 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.
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presenceVinylationretentionligandvarietyaryl halidesDFT StudiesAAromatic Halidesreactive groupHalostyrenemethodvinylationform functionalized stilbenesstereoselective synthesishalostyreneExperimentalbond configurationtriphenylphosphineprocedurereaction pathwayPreliminary DFT calculations rationnalize