有机化学 ›› 2019, Vol. 39 ›› Issue (2): 318-327.DOI: 10.6023/cjoc201807002 上一篇    下一篇

所属专题: 碳氢活化合辑2018-2019

综述与进展

过渡金属催化导向基团辅助的惰性C-H键硝化反应研究进展

程辉成a,b, 林锦龙a, 张耀丰a, 陈冰a, 王敏a, 程丽华a,b, 马姣丽a,b   

  1. a 广东石油化工学院 化学工程学院 茂名 525000;
    b 广东省石油化工腐蚀与安全工程技术研究开发中心 茂名 525000
  • 收稿日期:2018-07-01 修回日期:2018-08-29 发布日期:2018-09-26
  • 通讯作者: 马姣丽 E-mail:xiaojiaoli.good@163.com
  • 基金资助:

    茂名市科技计划项目(No.917313)、广东石油化工学院人才引进项目(No.517152)、广东石油化工学院(Nos.517152、517136、201711656024)资助项目.

Recent Advances in Transition-Metal-Catalyzed Directing Group Assisted Nitration of Inert C-H Bonds

Cheng Huichenga,b, Lin Jinlonga, Zhang Yaofenga, Chen Binga, Wang Mina, Cheng Lihuaa,b, Ma Jiaolia,b   

  1. a College of Chemcal Engineering, Guangdong University of Petrochemical Technology, Maoming 525000;
    b Guangdong Province Petrochemical Corrosion and Safety Engineering Technology Research and Development Center, Maoming 525000
  • Received:2018-07-01 Revised:2018-08-29 Published:2018-09-26
  • Contact: 10.6023/cjoc201807002 E-mail:xiaojiaoli.good@163.com
  • Supported by:

    Project supported by the Maoming City Technology Bureau (No. 917313), the Guangdong University of Petrochemical Technology (Nos. 517152、517136、201711656024).

芳香族硝基化合物是一类重要的化学原料和有机合成中间体.传统的亲电硝化反应难以做到区域选择性地定位硝化.近几十年来,过渡金属催化的C-H键活化反应得到了快速发展,目前大多数官能团都可以通过过渡金属与导向基团的螯合作用引入芳烃的特定位置.钯、钌及铑等过渡金属催化的导向基团辅助芳烃C-H键硝化反应研究副产物较少,具有很好的区域选择性,更加绿色环保,已经取得了重要的进展.根据不同的过渡金属催化剂进行分类,综述了导向基团辅助的惰性C-H键硝化反应研究进展,对该研究领域的局限性和未来的发展前景进行总结和展望.

关键词: 过渡金属催化, 惰性C-H键, 硝化反应, 芳香族硝基化合物

Aromatic nitro compounds are of great importance as chemical raw materials and organic synthesis intermediates. Traditional electrophilic nitration is difficult to achieve regioselective nitrification. In recent years, transition-metal-catalyzed C-H bond activation has developed rapidly. Most functional groups can be introduced into specific sites of aromatics through the chelation of transition metals with directing groups. Directing-group assisted C-H nitration, which is catalyzed by palladium, rhodium, ruthenium and other transition-metal, has made important progress due to its less byproducts, good regioselectivity and environmental protection. According to different transition metal catalysts, the research progress on transition-metal-catalyzed directing-group assisted C-H nitration is summarized, and the limitations of the research field and prospects for future develop-ment are presented.

Key words: transition metal-catalyzed, inert C-H bonds, nitration, aromatic nitro compounds