title: Cobalt-catalyzed vinylation of aromatic halides using β-halostyrene: experimental and DFT studies.
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 rationalize 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.
authors.affiliation: Laboratoire Hétéroéléments et Coordination, Ecole Polytechnique, CNRS, Route saclay, 91128 Palaiseau Cedex, France.
authors.forename: Aurélien
authors.initials: A
authors.lastname: Moncomble
authors.forename: Pascal
authors.initials: P
authors.lastname: Le Floch
authors.forename: Agusti
authors.initials: A
authors.lastname: Lledos
authors.forename: Corinne
authors.initials: C
authors.lastname: Gosmini
mesh_terms: D002384:Catalysis; D003035:Cobalt / Q000737:chemistry*; D006846:Hydrocarbons, Halogenated / Q000737:chemistry*; D008024:Ligands; D015394:Molecular Structure; D013237:Stereoisomerism; D013267:Stilbenes / Q000138:chemical synthesis* / Q000737:chemistry; D013343:Styrenes / Q000737:chemistry*
chemical_list: D006846:Hydrocarbons, Halogenated; D008024:Ligands; D013267:Stilbenes; D013343:Styrenes; D003035:Cobalt