Heart of gold: enabling ligands for oxidative addition of haloorganics in Au(i)/Au(iii) catalysed cross-coupling reactions. Issue 8 (2nd February 2023)

• Record Type: Journal Article
• Authors: McCallum, Terry
• Is Part Of: Organic & biomolecular chemistry. Volume 21:Issue 8(2023)
• Page Start: 1629
• Page End: 1646
• Publication Date: 2023-02-02
• Subjects: Chemistry, Organic -- Periodicals; Bioorganic chemistry -- Periodicals; Chemistry, Physical organic -- Periodicals; 547
• DOI: 10.1039/d3ob00002h
• Languages: English
• ISSNs: 1477-0520

Abstract

Abstract : Advances in cross-coupling reactions using Au(i )/Au(iii ) catalysis, forming C–C, C–N, C–O, and C–S bonds, are discussed. Enabling ligands facilitate the challenging oxidative addition of haloorganics, precluding the need for external oxidants. Abstract : The field of Au-catalysis has been an area rich with new discoveries due to the unique properties of the lustrous element. In the past decade, developments in Au(i )/Au(iii ) cross-coupling methodology have been made possible with the use of external oxidants that facilitate the challenging oxidation of Au(i ) to Au(iii ) in a stable and catalytically competent fashion. Until recently, Au-chemistry was not known to undergo catalytic transformations that feature oxidative addition of haloarenes like those that were made famous by transition metals such as Pd and Ni. The discovery that ligand modification could facilitate the oxidative addition of Au(i ) with haloorganics to provide Au(iii ) intermediates that are competent in other areas of catalysis ( i.e. Lewis acid catalysis) has revolutionized this field and has led to the invention of new cross-coupling methodology. The recent advances at the leading edge in the emerging field of Au(i )/Au(iii ) catalysis under redox-neutral conditions are highlighted.