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通过直接激发硼烯基烷基硼酸盐生成烷基自由基。

Generation of Alkyl Radical through Direct Excitation of Boracene-Based Alkylborate.

机构信息

Division of Pharmaceutical Sciences, Graduate School of Medical Sciences, Kanazawa University, Kakuma-machi, Kanazawa 920-1192, Japan.

Laboratory for Chemical Biology, RIKEN Center for Biosystems Dynamics Research (BDR), 6-7-3 minatojima-minamimachi, Chuo-ku, Kobe 650-0047, Japan.

出版信息

J Am Chem Soc. 2020 Jun 3;142(22):9938-9943. doi: 10.1021/jacs.0c04456. Epub 2020 May 18.

Abstract

The generation of tertiary, secondary, and primary alkyl radicals has been achieved by the direct visible-light excitation of a boracene-based alkylborate. This system is based on the photophysical properties of the organoboron molecule. The protocol is applicable to decyanoalkylation, Giese addition, and nickel-catalyzed carbon-carbon bond formations such as alkyl-aryl cross-coupling or vicinal alkylarylation of alkenes, enabling the introduction of various C(sp) fragments to organic molecules.

摘要

三级、二级和一级烷基自由基的生成是通过直接可见光激发基于硼烯的烷基硼酸盐来实现的。该体系基于有机硼分子的光物理性质。该方案适用于癸腈烷基化、Giese 加成以及镍催化的碳-碳键形成,如烷基-芳基交叉偶联或烯烃的邻位烷基芳基化,从而能够将各种 C(sp)片段引入有机分子中。

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