From acetone metalation to the catalytic α-arylation of acyclic ketones with NHC-nickel(II) complexes

Chem Commun (Camb). 2014 May 7;50(35):4624-7. doi: 10.1039/c4cc00959b.

Abstract

Air-stable N-heterocyclic carbene-nickel(ii) complexes at concentrations as low as 1 mol% exhibit high catalytic activity for the α-arylation of acyclic ketones and join a highly restricted list of nickel catalysts for this key reaction. Mechanistic investigations suggest a radical pathway.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Acetone / chemistry*
  • Catalysis
  • Coordination Complexes / chemistry*
  • Heterocyclic Compounds / chemistry
  • Hydrocarbons, Aromatic / chemistry*
  • Ketones / chemistry*
  • Methane / analogs & derivatives*
  • Methane / chemistry
  • Models, Molecular
  • Nickel / chemistry*

Substances

  • Coordination Complexes
  • Heterocyclic Compounds
  • Hydrocarbons, Aromatic
  • Ketones
  • Acetone
  • carbene
  • Nickel
  • Methane