Copper(I) complexes bearing carbenes beyond classical N-heterocyclic carbenes: synthesis and catalytic activity in “click chemistry”

Yannick Daniel Bidal, Mathieu Lesieur, Mohand Melaimi, Fady Nahra, David Bradford Cordes, Kasun Sankalpa Athukorala Arachchige, Alexandra Martha Zoya Slawin, Guy Bertrand, Catherine S.J. Cazin

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48 Citations (Scopus)
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Abstract

The synthesis and characterization of abnormal N-heterocyclic carbene, cyclic (alkyl)(amino)carbene, and mesoionic carbene copper(I) complexes are reported. These organometallic species are obtained via a versatile and inexpensive synthetic pathway using readily available reactants, namely copper oxide and iminium salts. The catalytic activity of this series of complexes was evaluated in the [3+2] cycloaddition of alkynes with azides (CuAAC). Outstanding catalytic properties were
observed for the abnormal NHC- and triazolylidene-based copper(I) complexes.

Original languageEnglish
Pages (from-to)3155–3161
JournalAdvanced Synthesis & Catalysis
Volume357
Issue number14-15
DOIs
Publication statusPublished - 12 Oct 2015

Keywords

  • Copper
  • Abnormal carbene
  • Remote carbene
  • N-heterocyclic carbene
  • Click chemistry
  • [3+2] cycloaddition

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