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

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.

SUBMITTER: Zhang S

PROVIDER: S-EPMC10719393 | biostudies-literature | 2023 Dec

REPOSITORIES: biostudies-literature

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

Zhang Shuyao S Wei Jingwen J Ye Xiaohan X Perez Angel A Shi Xiaodong X

Nature communications 20231213 1

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<sup>III</sup> 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 func ...[more]

PMID: 38092735

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