Synthesis, Characterization, and Reactivity of Cationic Gold Diarylallenylidene Complexes

Angewandte Chemie
Nana Kim, Ross A Widenhoefer

Abstract

Methoxide abstraction from gold acetylide complexes of the form (L)Au[η1 -C≡CC(OMe)ArAr'] (L=IPr, P(t Bu)2 (ortho-biphenyl); Ar/Ar'=C6 H4 X where X=H, Cl, Me, OMe) with trimethylsilyl trifluoromethanesulfonate (TMSOTf) at -78 °C resulted in the formation of the corresponding cationic gold diarylallenylidene complexes [(L)Au=C=C=CArAr']+  OTf- in ≥85±5 % yield according to 1 H NMR analysis. 13 C NMR and IR spectroscopic analysis of these complexes established the arene-dependent delocalization of positive charge on both the C1 and C3 allenylidene carbon atoms. The diphenylallenylidene complex [(IPr)Au=C=C=CPh2 ]+  OTf- reacted with heteroatom nucleophiles at the allenylidene C1 and/or C3 carbon atom.

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Nov 20, 2018·Angewandte Chemie·Farzad ZamaniChristopher J T Hyland
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Feb 10, 2021·Chemical Reviews·Raquel P Herrera, M Concepción Gimeno
Jul 30, 2021·Chemical Communications : Chem Comm·Lucas C TorresChristopher B Caputo

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