title: Gold-catalyzed allylation of aryl boronic acids: accessing cross-coupling reactivity with gold.
abstract: A sp(3)-sp(2) C-C cross-coupling reaction catalyzed by gold in the absence of a sacrificial oxidant is described. Vital to the success of this method is the implementation of a bimetallic catalyst bearing a bis(phosphino)amine ligand. A mechanistic hypothesis is presented, and observable transmetalation, C-Br oxidative addition, and C-C reductive elimination in a model gold complex are shown. We expect that this method will serve as a platform for the development of novel transformations involving redox-active gold catalysts.
authors.affiliation: Department of Chemistry, University of California, Berkeley, Berkeley, CA 94720 (USA).
authors.forename: Mark D
authors.initials: MD
authors.lastname: Levin
authors.forename: F Dean
authors.initials: FD
authors.lastname: Toste
mesh_terms: D001897:Boronic Acids / Q000737:chemistry*; D002384:Catalysis; D006046:Gold / Q000737:chemistry*; D016877:Oxidants
chemical_list: D001897:Boronic Acids; D016877:Oxidants; D006046:Gold
keywords: CC coupling; allylation; bimetallic catalysis; gold catalysis; oxidative addition