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Gold-Catalyzed Cross-Coupling Reactions: An Overview of Design Strategies, Mechanistic Studies, and Applications - PubMed

️Wed Jan 01 2020

Review

. 2020 Feb 3;26(7):1442-1487.

doi: 10.1002/chem.201903377. Epub 2019 Dec 10.

Affiliations

PMID: 31657487
DOI: 10.1002/chem.201903377

Review

Gold-Catalyzed Cross-Coupling Reactions: An Overview of Design Strategies, Mechanistic Studies, and Applications

A Nijamudheen et al. Chemistry. 2020.

Abstract

Transition-metal-catalyzed cross-coupling reactions are central to many organic synthesis methodologies. Traditionally, Pd, Ni, Cu, and Fe catalysts are used to promote these reactions. Recently, many studies have showed that both homogeneous and heterogeneous Au catalysts can be used for activating selective cross-coupling reactions. Here, an overview of the past studies, current trends, and future directions in the field of gold-catalyzed coupling reactions is presented. Design strategies to accomplish selective homocoupling and cross-coupling reactions under both homogeneous and heterogeneous conditions, computational and experimental mechanistic studies, and their applications in diverse fields are critically reviewed. Specific topics covered are: oxidant-assisted and oxidant-free reactions; strain-assisted reactions; dual Au and photoredox catalysis; bimetallic synergistic reactions; mechanisms of reductive elimination processes; enzyme-mimicking Au chemistry; cluster and surface reactions; and plasmonic catalysis. In the relevant sections, theoretical and computational studies of Au^I /Au^III chemistry are discussed and the predictions from the calculations are compared with the experimental observations to derive useful design strategies.

Keywords: catalysis; density functional calculations; gold; mechanistic studies; oxidative coupling; reductive elimination; transmetalation.

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