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Gold(I) α‐Trifluoromethyl Carbenes: Synthesis, Characterization and Reactivity Studies

Abstract : Aryl trifluoromethyl diazomethanes 2-R (R = Ph, OMe, CF 3) are readily decomposed by the (o-carboranyl)diphosphine gold(I) complex 1. The resulting α-CF 3 substituted carbene complexes 3-R have been characterized by multi-nuclear NMR spectroscopy as well as X-ray crystallography (for 3-Ph). The bonding situation was thoroughly assessed by computational means, showing stabilization of the electrophilic carbene center by π-donation from the aryl substituent and backdonation from Au, as enhanced by the chelating P^P ligand. Reactivity studies under stoichiometric and catalytic conditions substantiate typical carbene-type behavior for 3-Ph.
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Submitted on : Monday, May 16, 2022 - 10:32:14 AM
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Mathilde Rigoulet, David Vesseur, Karinne Miqueu, Didier Bourissou. Gold(I) α‐Trifluoromethyl Carbenes: Synthesis, Characterization and Reactivity Studies. Angewandte Chemie International Edition, Wiley-VCH Verlag, 2022, ⟨10.1002/anie.202204781⟩. ⟨hal-03668834⟩

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