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光诱导硼化反应在有机硼化合物合成中的应用。

Photoinduced Borylation for the Synthesis of Organoboron Compounds.

机构信息

Institute for Inorganic Chemistry and Institute for Sustainable Chemistry & Catalysis with Boron, Julius-Maximilians-Universität Würzburg, Am Hubland, 97074 Würzburg, Germany.

出版信息

Chem Rev. 2021 Apr 14;121(7):3561-3597. doi: 10.1021/acs.chemrev.0c01236. Epub 2021 Feb 17.

DOI:10.1021/acs.chemrev.0c01236
PMID:33596057
Abstract

Organoboron compounds have important synthetic value and can be applied in numerous transformations. The development of practical and convenient ways to synthesize boronate esters has thus attracted significant interest. Photoinduced borylations originated from stoichiometric reactions of alkanes and arenes with well-defined metal-boryl complexes. Now, photoredox-initiated borylations, catalyzed by either transition metal or organic photocatalysts, and photochemical borylations with high efficiency have become a burgeoning area of research. In this Focus Review, we summarize research on photoinduced borylations, especially emphasizing recent developments and trends. This includes the photoinduced borylation of arenes, alkanes, aryl/alkyl halides, activated carboxylic acids, amines, alcohols, and so on based on transition metal catalysis, metal-free organocatalysis, and direct photochemical activation. We focus on reaction mechanisms involving single-electron transfer, triplet-energy transfer, and other radical processes.

摘要

有机硼化合物具有重要的合成价值,可应用于多种转化。因此,开发实用、方便的硼酸盐酯合成方法引起了广泛关注。光诱导的硼化反应源于烷烃和芳烃与定义明确的金属-硼基配合物的化学计量反应。现在,光还原引发的硼化反应,由过渡金属或有机光催化剂催化,以及高效的光化学硼化反应,已成为一个新兴的研究领域。在这篇重点综述中,我们总结了光诱导硼化反应的研究,特别是强调了最近的发展和趋势。这包括基于过渡金属催化、无金属有机催化和直接光化学活化的芳基、烷烃、芳基/烷基卤化物、活化羧酸、胺、醇等的光诱导硼化反应。我们重点关注涉及单电子转移、三重态能量转移和其他自由基过程的反应机制。

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