title: Catalytic intermolecular direct arylation of perfluorobenzenes.
abstract: Penta-, tetra-, tri-, and difluorobenzenes undergo direct arylation with a wide range of arylhalides in high yield. Inverse reactivity is observed compared to the common electrophilic aromatic substitution pathway since electron-deficient, C-H acidic arenes react preferentially. Computational studies indicate that C-H bond cleavage occurs via a concerted carbon-palladium and carbon-hydrogen bond cleaving event involving a carbonate or a bromide ligand. The reactions are rapid, require only a slight excess of the perfluoroarene reagent, and utilize commercially available, air-stable catalyst precursors.
authors.affiliation: Center for Catalysis Research and Innovation, Department of Chemistry, University of Ottawa, 10 Marie Curie, Ottawa, Ontario, Canada K1N 6N5.
authors.forename: Marc
authors.initials: M
authors.lastname: Lafrance
authors.forename: Christopher N
authors.initials: CN
authors.lastname: Rowley
authors.forename: Tom K
authors.initials: TK
authors.lastname: Woo
authors.forename: Keith
authors.initials: K
authors.lastname: Fagnou