Catalytic Gold Chemistry: From Simple Salts to Complexes for Regioselective C-H Bond Functionalization

Gold coordinated to neutral phosphines (R3P), N-heterocyclic carbenes (NHCs) or anionic ligands is catalytically active in functionalizing various C-H bonds with high selectivity. The sterics/electronic nature of the studied C-H bond, oxidation state of gold and stereoelectronic capacity of the coordinated auxiliary ligand are some of the associated selectivity factors in gold-catalyzed C-H bond functionalization reactions. Hence, in this review a comprehensive update about the action of different types of gold catalysts, from simple to sophisticated ones, on C-H bond reactions and their regiochemical outcome is disclosed. This review also highlights the catalytic applications of Au(I)- and Au(III)-species in creating new opportunities for the regio- and site-selective activation of challenging C-H bonds. Finally, it also intends to stress the potential applications in selective C-H bond activation associated with a variety of heterocycles recently described in the literature.

Automated summary

The review discusses the catalytic activity of gold in functionalizing various C-H bonds with high selectivity, highlighting factors such as steric/electronic properties of C-H bonds, oxidation state of gold, and stereoelectronic capacity of coordinated ligands. It also reveals the potential applications of Au(I) and Au(III) species in regio- and site-selective activation of challenging C-H bonds, as well as the selective C-H bond activation with different heterocycles described in recent literature.