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Accessing gold p-acid reactivity under electrochemical anode oxidation (EAO) through oxidation relay

Shuyao Zhang, Jingwen Wei, Xiaohan Ye, Ángel Pérez, Xiaodong Shi

2023Nature Communications13 citationsDOIOpen Access PDF

Abstract

Abstract The gold π-acid activation under electrochemical conditions is achieved. While EAO allows easy access to gold(III) intermediates over alternative chemical oxidation under mild conditions, the reported examples so far are limited to coupling reactions due to the rapid Au III reductive elimination. Using aryl hydrazine-HOTf salt as precursors, the π-activation reaction mode was realized through oxidation relay. Both alkene and alkyne di-functionalization were achieved with excellent functional group compatibility and regioselectivity, which extended the versatility and utility of electrochemical gold redox chemistry for future applications.

Topics & Concepts

ElectrochemistryRelayAnodeReactivity (psychology)Anodic oxidationOxidation reductionChemistryRedoxElectrodeMaterials scienceInorganic chemistryBiochemistryPhysicsMedicinePhysical chemistryQuantum mechanicsPower (physics)PathologyAlternative medicineElectrocatalysts for Energy ConversionElectrochemical Analysis and ApplicationsOxidative Organic Chemistry Reactions
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