Catalytic Gold Chemistry: From Simple Salts to Complexes for Regioselective C−H Bond Functionalization. Issue 41 (1st June 2021)

• Record Type: Journal Article
• Authors: Praveen, Chandrasekar; Dupeux, Aurélien; Michelet, Véronique
• Is Part Of: Chemistry. Volume 27:Issue 41(2021)
• Page Start: 10495
• Page End: 10532
• Publication Date: 2021-06-01
• Subjects: C−H activation -- contributing factors -- gold catalysis -- regioselectivity -- site selectivity; Chemistry -- Periodicals; 540
• DOI: 10.1002/chem.202100785
• Languages: English
• ISSNs: 0947-6539

Abstract

Abstract: Gold coordinated to neutral phosphines (R3 P), 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. Abstract : The focus of this review is to highlight the advances in catalysis by gold complexes and salts on C−H bond activation chemistry. In particular, it covers the gold‐catalyzed regioselective as well as site‐selective C−H bond functionalization with emphasis on structural features, mechanisms and contributing factors of the relevant reactions. Depending on the nature of substrate, this review was categorized into six sections along with discussing applications in natural product synthesis.