Premium
Synthesis of Gold(I)−Trifluoromethyl Complexes and their Role in Generating Spectroscopic Evidence for a Gold(I)−Difluorocarbene Species
Author(s) -
Vanden Broeck Sofie M. P.,
Nelson David J.,
Collado Alba,
Falivene Laura,
Cavallo Luigi,
Cordes David B.,
Slawin Alexandra M. Z.,
Van Hecke Kristof,
Nahra Fady,
Cazin Catherine S. J.,
Nolan Steven P.
Publication year - 2021
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.202100195
Subject(s) - difluorocarbene , carbene , trifluoromethyl , nucleophile , chemistry , fluoride , fluorine , medicinal chemistry , bond cleavage , nucleophilic addition , carbon fibers , photochemistry , combinatorial chemistry , organic chemistry , catalysis , materials science , inorganic chemistry , alkyl , composite number , composite material
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.