title: General and mild Ni(0)-catalyzed α-arylation of ketones using aryl chlorides.
abstract: A general methodology for the α-arylation of ketones using a nickel catalyst has been developed. The new well-defined [Ni(IPr*)(cin)Cl] (1 c) pre-catalyst showed great efficiency for this transformation, allowing the coupling of a wide range of ketones, including acetophenone derivatives, with various functionalised aryl chlorides. This cinnamyl-based Ni-N-heterocyclic carbene (NHC) complex has demonstrated a different behaviour to previously reported NHC-Ni catalysts. Preliminary mechanistic studies suggest a Ni(0)/Ni(II) catalytic cycle to be at play.
authors.affiliation: EaStCHEM, School of Chemistry, University of St Andrews, North Haugh, St Andrews, Fife, KY16 9ST (UK).
authors.forename: José A
authors.initials: JA
authors.lastname: Fernández-Salas
authors.forename: Enrico
authors.initials: E
authors.lastname: Marelli
authors.forename: David B
authors.initials: DB
authors.lastname: Cordes
authors.forename: Alexandra M Z
authors.initials: AM
authors.lastname: Slawin
authors.forename: Steven P
authors.initials: SP
authors.lastname: Nolan
mesh_terms: D002384:Catalysis; D002712:Chlorides; D056831:Coordination Complexes / Q000737:chemistry*; D006843:Hydrocarbons, Chlorinated / Q000737:chemistry*; D007659:Ketones / Q000737:chemistry*; D008697:Methane / Q000031:analogs & derivatives* / Q000737:chemistry; D015394:Molecular Structure; D009532:Nickel / Q000737:chemistry*
chemical_list: D002712:Chlorides; D056831:Coordination Complexes; D006843:Hydrocarbons, Chlorinated; D007659:Ketones; C030011:carbene; D009532:Nickel; D008697:Methane
keywords: N-heterocyclic carbenes; aryl chlorides; cross-coupling reactions; ketone arylation; nickel; synthetic methods