有机化学 ›› 2022, Vol. 42 ›› Issue (1): 16-32.DOI: 10.6023/cjoc202108043 上一篇    下一篇

综述与进展

自由基化学促进的饱和碳碳单键转化研究进展

吴锦涛, 柳忠全*()   

  1. 南京中医药大学药学院 南京 210023
  • 收稿日期:2021-08-23 修回日期:2021-09-17 发布日期:2021-09-26
  • 通讯作者: 柳忠全
  • 基金资助:
    国家自然科学基金(21971116)

Advances in Free-Radical Promoted C(sp3)—C(sp3) Bond Conversion

Jintao Wu, Zhongquan Liu()   

  1. College of Pharmacy, Nanjing University of Chinese Medicine, Nanjing 210023
  • Received:2021-08-23 Revised:2021-09-17 Published:2021-09-26
  • Contact: Zhongquan Liu
  • Supported by:
    National Natural Science Foundation of China(21971116)

高效的碳碳键转化策略可为清洁能源和循环经济带来革新. 在过去的几十年里, 关于化学活性相对较高的碳碳重键的转化研究取得了较大的发展, 然而, 对于化学惰性较高的碳碳单键的转化研究却进展缓慢. 本综述从有机自由基化学角度, 概述了该领域的研究进展, 旨在让感兴趣的学者迅速了解该领域. 重点介绍了醇醚、胺、芳基烷烃以及饱和烷烃四类化合物中饱和C—C键的自由基转化及其机理. 在每一类物质转化中, 分别按照热化学、光化学以及电化学三种引发方式进行阐述.

关键词: 自由基化学, 碳碳键活化, 光化学, 电化学, 醇醚, 胺, 芳基烷烃, 饱和烷烃

Efficient C—C bond conversion might bring innovation to clean energy and circular economy. In the past several decades, developments of relatively chemical active carbon-carbon multibond conversion have been made. However, the research progress on effective functionalization of inert C(sp3)—C(sp3) bond is heavy going. The advances in this area from a free-radical chemistry point of view are summarized, which can help researchers who are interested in this topic to understand it quickly. The progesses as well as the corresponding mechanisms for free-radical promoted selective cleavage of saturated C—C bonds in alcohols and ethers, amines, aryl alkanes and simple alkanes are demonstrated. In each part, the explorations are depicted according to the initiating manners such as thermochemistry, photochemistry and electrochemistry.

Key words: free-radical chemistry, C—C bond activation, photochemistry, electrochemistry, alcohol and ether, amine, aryl alkane, simple alkane