Trifluoromethylation of [AuF3 (SIMes)]: Preparation and Characterization of [Au(CF3 )x F3-x (SIMes)] (x=1-3) Complexes

Chemistry : a European Journal
Marlon WinterSebastian Riedel

Abstract

Trifluoromethylation of [AuF3 (SIMes)] with the Ruppert-Prakash reagent TMSCF3 in the presence of CsF yields the product series [Au(CF3 )x F3-x (SIMes)] (x=1-3). The degree of trifluoromethylation is solvent dependent and the ratio of the species can be controlled by varying the stoichiometry of the reaction, as evidenced from the 19 F NMR spectra of the corresponding reaction mixtures. The molecular structures in the solid state of trans-[Au(CF3 )F2 (SIMes)] and [Au(CF3 )3 (SIMes)] are presented, together with a selective route for the synthesis of the latter complex. Correlation of the calculated SIMes affinity with the carbene carbon chemical shift in the 13 C NMR spectrum reveals that trans-[Au(CF3 )F2 (SIMes)] and [Au(CF3 )3 (SIMes)] nicely follow the trend in Lewis acidities of related organo gold(III) complexes. Furthermore, a new correlation between the Au-Ccarbene bond length of the molecular structure in the solid state and the chemical shift of the carbene carbon in the 13 C NMR spectrum is presented.

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Methods Mentioned

BETA
NMR
X‐ray

Software Mentioned

POV
ShelXL
MestReNova
TURBOMOLE
Ray
ShelXT
OPUS
OLEX2
Origin
Selectfluor

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