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Oxidative Addition of Alkenyl and Alkynyl Iodides to a Au<sup>I</sup> Complex

Jamie A. Cadge, Hazel A. Sparkes, John F. Bower, Christopher A. Russell

2020Angewandte Chemie International Edition60 citationsDOIOpen Access PDF

Abstract

Abstract The first isolated examples of intermolecular oxidative addition of alkenyl and alkynyl iodides to Au I are reported. Using a 5,5′‐difluoro‐2,2′‐bipyridyl ligated complex, oxidative addition of geometrically defined alkenyl iodides occurs readily, reversibly and stereospecifically to give alkenyl‐Au III complexes. Conversely, reversible alkynyl iodide oxidative addition generates bimetallic complexes containing both Au III and Au I centers. Stoichiometric studies show that both new initiation modes can form the basis for the development of C−C bond forming cross‐couplings.

Topics & Concepts

Oxidative additionChemistryBimetallic stripStoichiometryOxidative phosphorylationIodideIntermolecular forceMedicinal chemistryPhotochemistryCatalysisOrganic chemistryMoleculeBiochemistryCatalytic C–H Functionalization MethodsCatalytic Alkyne ReactionsOxidative Organic Chemistry Reactions