Synthesis of gold(I)-trifluoromethyl complexes and their role in generating spectroscopic evidence for a gold(I)-difluorocarbene species

Sofie M. P. Vanden Broeck, David J. Nelson, Alba Collado, Laura Falivene, Luigi Cavallo, David B. Cordes, Alexandra M. Z. Slawin, Kristof van Hecke, Fady Nahra, Catherine S. J. Cazin, Steven P. Nolan

Research output: Contribution to journalArticlepeer-review

Abstract

Readily prepared and bench-stable [Au(CF 3)(NHC)] compounds were synthesized by using new methods, starting from [Au(OH)(NHC)], [Au(Cl)(NHC)] or [Au(L)(NHC)]HF 2 precursors (NHC=N-heterocyclic carbene). The mechanism of formation of these species was investigated. Consequently, a new and straightforward strategy for the mild and selective cleavage of a single carbon/fluorine bond from [Au(CF 3)(NHC)] complexes was attempted and found to be reversible in the presence of an additional nucleophilic fluoride source. This straightforward technique has led to the unprecedented spectroscopic observation of a gold(I)−NHC difluorocarbene species.

Original languageEnglish
Pages (from-to)8461-8467
Number of pages7
JournalChemistry - A European Journal
Volume27
Issue number33
Early online date6 Apr 2021
DOIs
Publication statusPublished - 10 Jun 2021

Keywords

  • difluorocarbene
  • trifluoromethyl
  • N-heterocyclic carbene
  • gold(I)
  • fluoride abstraction

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