有机化学 ›› 2018, Vol. 38 ›› Issue (3): 541-554.DOI: 10.6023/cjoc201710028 上一篇    下一篇

综述与进展

螺烯及其衍生物在不对称催化中的应用

房蕾a,b, 林伟彬a,b, 沈赟a, 陈传峰a,b   

  1. a 中国科学院化学研究所 分子识别与功能院重点实验室 北京 100190;
    b 中国科学院大学 北京 100049
  • 收稿日期:2017-10-24 修回日期:2017-11-16 出版日期:2018-03-25 发布日期:2017-11-28
  • 通讯作者: 陈传峰,E-mail:cchen@iccas.ac.cn E-mail:cchen@iccas.ac.cn
  • 基金资助:

    国家自然科学基金(Nos.21572233,51373180)和中国科学院先导(No.XDB12010400)资助项目.

Applications of Helicenes and Their Derivatives in Asymmetric Catalysis

Fang Leia,b, Lin Weibina,b, Shen Yuna, Chen Chuanfenga,b   

  1. a Key Laboratory of Molecular Recognition and Functions, Institute of Chemistry, Chinese Academy of Sciences, Beijing 100190;
    b University of Chinese Academy of Sciences, Beijing 100049
  • Received:2017-10-24 Revised:2017-11-16 Online:2018-03-25 Published:2017-11-28
  • Contact: 10.6023/cjoc201710028 E-mail:cchen@iccas.ac.cn
  • Supported by:

    Project supported by the National Natural Science Foundation of China (Nos. 21572233, 51373180), and the Strategic Priority Research Program of Chinese Academy of Sciences (No. XDB12010400).

螺烯是一类由多个芳(杂)环邻位稠合而成的具有螺旋手性的π共轭分子.与其他类型手性催化剂相比,螺烯类催化剂的研究起步晚、发展慢,但是由于螺烯分子具有刚性强、热稳定性好、易于衍生化、手性空间独特等特点,近年来螺烯作为手性催化剂在不对称合成中的应用研究引起了人们越来越多的关注与兴趣.根据螺烯在不对称催化反应中承担的角色不同,从螺烯作为手性诱导试剂、手性配体与有机小分子催化剂三方面综述螺烯类催化剂在不对称催化合成中的应用研究进展.

关键词: 螺烯, 不对称催化, 手性诱导, 螺旋手性配体, 小分子催化剂

Helicenes are a kind of π-conjugated helical compounds which are consisted of ortho-fused benzene or other aromatic rings. Compared to other kinds of chiral catalysts, studies on helicene-based catalysts with helical chirality showed late start and lagging development. However, since helicene molecules exhibit structural rigidity, thermal stability, easily functionalization, and excellent chiral environment for asymmetric catalysis by continuous elaborate curve in three-dimensional space, investigation on the synthesis of helicene-based chiral catalysts and their applications in asymmetric catalysis have attracted increasing interest in recent years. According to the different roles of the helicenes played in the asymmetric catalysis, the helicene-based catalysts can be classified into chiral inducers, helically chiral ligands and helical organocatalysts, and their applications in asymmetric catalysis will be focused on in this review, respectively.

Key words: helicene, asymmetric catalysis, chiral induction, helical ligand, organocatalyst