Cobalt-catalyzed vinylation of aromatic halides using β-halostyrene: Experimental and DFT studies

Aurélien Moncomble, Pascal Le Floch, Agusti Lledos, Corinne Gosmini

Research output: Contribution to journalArticleResearchpeer-review

34 Citations (Scopus)

Abstract

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. © 2012 American Chemical Society.
Original languageEnglish
Pages (from-to)5056-5062
JournalJournal of Organic Chemistry
Volume77
Issue number11
DOIs
Publication statusPublished - 1 Jun 2012

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