化学
催化作用
芳基
烷基
电喷雾电离
镍
酰胺
组合化学
基质(水族馆)
醛
电化学
有机化学
光化学
海洋学
地质学
离子
物理化学
电极
作者
Shunyao Tang,Siyi Wang,Dongmei Zhang,Xinxing Zhang,Guang Yang,Yanwei Wang,Youai Qiu
标识
DOI:10.1016/j.cclet.2023.108660
摘要
Herein, a site-selective paired electrochemical C–H oxidation of functionalized alkyl arenes promoted by nickel catalyst is disclosed. A Ni(II)-dioxygen species formed in situ efficiently enable the oxidation process under mild conditions with a broad substrate scope with excellent functional group compatibilities, such as free carboxylic acid, aldehyde, halogen (including aryl iodide), amide and amino acid. The use of the nickel catalyst in combination with water provides a safe, green and economical method for oxidation of a range of molecules varying in complexity and drug derivatives, demonstrating its potential application in organic synthesis and the pharmaceutical industry. Reaction outcomes and mechanistic studies revealed the key role of the in situ Ni(II)-dioxygen species for the subsequent oxidation of C(sp3)–H bonds, and short-lived reactive intermediates (aryl radical cation) was rapidly captured by the combination of a bipolar ultramicroelectrode (BUME) with nano-electrospray ionization mass spectrometry.
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