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通过电光催化实现 C(sp(2))-H 键的可切换直接氧化芳基化反应。

Switchable Direct Oxygenative Arylation of C(sp)-H Bonds via Electrophotocatalysis.

机构信息

Hefei National Center for Physical Sciences at Microscale, Key Laboratory of Precision and Intelligent Chemistry, School of Chemistry and Materials Science, University of Science and Technology of China, Hefei, Anhui 230026, China.

CAS Key Laboratory of Microscale Magnetic Resonance, Department of Modern Physics, University of Science and Technology of China, Hefei, Anhui 230026, China.

出版信息

Org Lett. 2023 Jul 14;25(27):5067-5072. doi: 10.1021/acs.orglett.3c01751. Epub 2023 Jun 30.

Abstract

A metal-free electrophotochemical C(sp)-H arylation was developed under mild conditions. This method enables a switchable synthesis of diaryl alcohols and diaryl alkanes from inactive benzylic carbons. More importantly, a cheap and safe mediator -chlorosuccinimide (NCS) was developed, which was employed for the hydrogen atom transfer (HAT) process of the benzylic C-H bond. In addition, this active radical was captured and identified by electron paramagnetic resonance (EPR).

摘要

发展了一种在温和条件下无需金属的光电化学 C(sp)-H 芳基化反应。该方法能够实现从非活性苄基碳出发,选择性合成二芳基醇和二芳基烷烃。更重要的是,开发了一种廉价且安全的介体——氯代丁二酰亚胺(NCS),用于苄基 C-H 键的氢原子转移(HAT)过程。此外,该活性自由基可以通过电子顺磁共振(EPR)捕获和鉴定。

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