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2023 , Vol. 43 >Issue 5: 1691 - 1705

DOI: https://doi.org/10.6023/cjoc202302022

综述与进展

芳烃间/对位选择性碳氢硼化反应研究进展

  • 蒋旺 ,
  • 史壮志
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  • a 南京大学化学化工学院 配位化学国家重点实验室 南京 210000
    b 扬州大学化学化工学院 江苏扬州 225000

收稿日期: 2023-02-22

  修回日期: 2023-04-25

  网络出版日期: 2023-05-06

基金资助

国家自然科学基金(22025104); 国家自然科学基金(22171134); 国家自然科学基金(21972064); 国家自然科学基金(21901111)

收起

Recent Progress in meta-/para-Selective Aromatic C—H Borylation

  • Wang Jiang ,
  • Zhuangzhi Shi
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  • a State Key Laboratory of Coordination Chemistry, School of Chemistry and Chemical Engineering, Nanjing University, Nanjing 210093
    b College of Chemistry and Chemical Engineering, Yangzhou University, Yangzhou, Jiangsu 225000
* Corresponding author. E-mail:

Received date: 2023-02-22

  Revised date: 2023-04-25

  Online published: 2023-05-06

Supported by

National Natural Science Foundation of China(22025104); National Natural Science Foundation of China(22171134); National Natural Science Foundation of China(21972064); National Natural Science Foundation of China(21901111)

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摘要

有机硼化物是实现分子多样性的重要砌块, 通过碳氢硼化将碳氢化合物转化为有机硼化物的策略非常具有吸引力. 其中铱催化的碳氢硼化取得了重大进展. 由于取代芳烃通常含有邻位、间位和对位的碳氢键, 因此区域选择控制一直是芳香族碳氢硼化的一个长期挑战. 在过去十年中, 邻位选择性碳氢硼化取得了重大进展, 而间位和对位选择性依然具有挑战性. 这篇综述旨在对铱催化的间/对选择性芳香族碳氢硼化反应提供一份详尽的总结, 从导向和非导向碳氢硼化两个角度进行梳理.

关键词： 间位选择性; 对位选择性; 铱催化; 碳氢硼化; 导向基团

本文引用格式

蒋旺 , 史壮志 . 芳烃间/对位选择性碳氢硼化反应研究进展[J]. 有机化学, 2023 , 43(5) : 1691 -1705 . DOI: 10.6023/cjoc202302022

Abstract

Organoboron compounds are important building blocks to create molecular diversity. Strategies that can transform the readily available hydrocarbons into these compounds by C—H borylation are highly attractive. In this context, significant progress has been made towards iridium-catalyzed C—H borylation. Because substituted arenes typically contain ortho-, meta- and para-C—H bonds, regiocontrol has been a long-standing challenge within this type of chemistry. During the past decade, significant progress has been made in the ortho-selective C—H borylation, while the meta-/para-selectivity is still challenging. This review aims to provide a comprehensive overview of this topic on meta-/para-selective aromatic C—H borylation by iridium catalysis. This topic is categorized into directed and non-directed C—H borylation.

Key words： meta selectivity; para selectivity; iridium catalysis; C—H borylation; directing groups

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