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

Vanden Broeck, Sofie M. P. and Nelson, David J. and Collado, Alba and Falivene, Laura and Cavallo, Luigi and Cordes, David B. and Slawin, Alexandra M. Z. and van Hecke, Kristof and Nahra, Fady and Cazin, Catherine S. J. and Nolan, Steven P. (2021) Synthesis of gold(I)-trifluoromethyl complexes and their role in generating spectroscopic evidence for a gold(I)-difluorocarbene species. Chemistry - A European Journal, 27 (33). pp. 8461-8467. ISSN 0947-6539 (https://doi.org/10.1002/chem.202100195)

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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.