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Electrochemistry and Gold Catalysis: Unusual Allies in Redox Mediated Organic Reactions
Chandrasekar Praveen1, Giuliano C Clososki1
1Núcleo de Pesquisas em Produtos Naturais e Sintéticos (NPPNS), Departamento de Ciências BioMoleculares, Faculdade de Ciências Farmacêuticas de Ribeirão Preto (FCFRP), Universidade de São Paulo (USP), Ribeirão Preto-SP, 14040-903, Brazil.
Abstract:
Devising advanced protocols to avoid harsh oxidants is of paramount interest in gold catalyzed redox reactions. To address this issue, electrochemical oxidation of precatalytic AuI complexes to catalytically active AuIII in situ species has started to emerge as a potential alternative. Such endeavours not only unlocked the possibility of direct anodic oxidation of AuI to AuIII, but also enables stepwise oxidation of AuI to AuII to AuIII through the mediation of electro-generated organic radicals. Induction of these apt redox events opened the gates for several cross-coupling and cyclization reactions. Therefore, the prime focus of this review is to summarize the foundational studies laid on electro-redox strategies for oxidant-free gold catalyzed reactions. Wherever required, we covered insightful discussions on the limited examples by correlating the role of electrolytes, catalysts, electrodes, and solvents contributing for reactivity as well as selectivity of such reactions.
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