ChemCatChem

Mechanistic Investigations of a Stable, Highly Active, Extremely Sterically Shielded Molecular Gold Catalyst

SG Weber, D Zahner, F Rominger, BF Straub

Index: Weber, Simone G.; Zahner, David; Rominger, Frank; Straub, Bernd F. ChemCatChem, 2013 , vol. 5, # 8 p. 2330 - 2335

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Citation Number: 16

Abstract

Abstract An N-heterocyclic carbene gold complex IPr** AuNTf 2 has been synthesized, spectroscopically investigated, structurally characterized, and used as a highly active and stable catalyst in the Hashmi phenol synthesis (IPr**= 1, 3-di-p-tolylimidazol-2-ylidene with four di-tert-butylbenzhydryl ortho substituents, Tf= trifluoromethansulfonyl). A side reaction comprises an irreversible arene oxide ring opening with subsequent 1, 2 methyl shift. The ...