有机化学 ›› 2018, Vol. 38 ›› Issue (1): 51-61.DOI: 10.6023/cjoc201708030 上一篇    下一篇

所属专题: 碳氢活化合辑2018-2019

综述与进展

过渡金属催化的碳氢键官能团化反应合成平面手性二茂铁化合物

黄家翩, 顾庆, 游书力   

  1. 中国科学院上海有机化学研究所 金属有机化学国家重点实验室 上海 200032
  • 收稿日期:2017-08-15 修回日期:2017-09-13 发布日期:2017-09-15
  • 通讯作者: 顾庆, 游书力 E-mail:qinggu@sioc.ac.cn;slyou@sioc.ac.cn
  • 基金资助:

    国家重点研发计划(No.2016YFA0202900)、国家重点基础研究发展计划(973计划,No.2015CB856600)、国家自然科学基金(Nos.21332009,21421091,21572250)、中国科学院(Nos.XDB20000000,QYZDY-SSW-SLH012)资助项目.

Synthesis of Planar Chiral Ferrocenes via Transition-Metal-Catalyzed Direct C-H Bond Functionalization

Huang Jiapian, Gu Qing, You Shuli   

  1. State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, Shanghai 200032
  • Received:2017-08-15 Revised:2017-09-13 Published:2017-09-15
  • Contact: 10.6023/cjoc201708030 E-mail:qinggu@sioc.ac.cn;slyou@sioc.ac.cn
  • Supported by:

    Project supported by the National Key R&D Program of China (No. 2016YFA0202900), the National Basic Research Program of China (973 Program, No. 2015CB856600), the National Natural Science Foundation of China (Nos. 21332009, 21421091, 21572250), and the Chinese Academy Sciences (Nos. XDB20000000, QYZDY-SSW-SLH012).

在不对称催化反应中,平面手性二茂铁化合物是一类非常高效的手性配体和催化剂.从原子和步骤经济性方面考虑,与传统方法相比不对称碳氢键直接官能团化反应是构建平面手性二茂铁最简洁有效的方法.综述了铜、钯、铑、铱、金和铂等过渡金属催化的不对称碳氢键官能团化反应合成平面手性二茂铁化合物的最新进展.此外,还介绍了利用这些方法合成多种平面手性二茂铁配体和催化剂及其不对称催化反应.

关键词: 过渡金属催化, 不对称催化, 碳氢键直接官能团化, 平面手性, 二茂铁

Ferrocenes bearing planar chirality have been demonstrated to be highly efficient ligands or catalysts in asymmetric catalysis. In view of their atom and step economies, direct asymmetric C—H bond functionalization is the most concise and powerful method for the construction of planar chiral ferrocenes compared with traditional approaches. This review summarizes recent progress on the development of novel methods to synthesize planar chiral compounds via transition- metal (Cu-, Pd-, Ir-, Rh-, Au-, Pt-) catalyzed asymmetric C—H bond functionalization. Preparation of a variety of new planar chiral ferrocene-based catalysts and ligands by utilizing these methods and their application in catalytic asymmetric reactions are also discussed.

Key words: transition metal catalysis, asymmetric catalysis, direct C-H bond functionalization, planar chirality, ferrocene