Chinese Journal of Organic Chemistry ›› 2023, Vol. 43 ›› Issue (6): 1977-1990.DOI: 10.6023/cjoc202212003 Previous Articles     Next Articles


宋亭谕a, 李冉b, 黄利华a,*(), 贾世琨a,*(), 梅光建a,*()   

  1. a 郑州大学化学学院 郑州 450001
    b 郑州大学化工学院 郑州 450001
  • 收稿日期:2022-12-03 修回日期:2023-01-05 发布日期:2023-01-18
  • 基金资助:
    河南省自然科学基金(222300420084); 河南省自然科学基金(222300420292); 中国博士后基金(2022M712862); 郑州大学培育基金(JC22261005)

Catalytic Asymmetric Synthesis of N—N Atropisomers

Tingyu Songa, Ran Lib, Lihua Huanga,*(), Shikun Jiaa,*(), Guangjian Meia,*()   

  1. a College of Chemistry, Zhengzhou University, Zhengzhou 450001
    b School of Chemical Engineering, Zhengzhou University, Zhengzhou 450001
  • Received:2022-12-03 Revised:2023-01-05 Published:2023-01-18
  • Contact: E-mail:;;
  • Supported by:
    Natural Science Foundation of Henan Province(222300420084); Natural Science Foundation of Henan Province(222300420292); China Postdoctoral Science Foundation(2022M712862); Cultivating Fund Project of Zhengzhou University(JC22261005)

The N—N bond is widely found in natural products and bioactive compounds. The atropisomerism of N—N bond, however, has been dismissed for a long time due to the stereotype that N—N axis is unstable. The electronic barrier stemming from the repulsive interaction between the lone pairs on the two nitrogen atoms leads to a rotationally hindered axis, resulting in stable N—N atropisomers. Since the first report in 2021, the catalytic asymmetric synthesis of N—N atropisomers has been developed rapidly into an emerging area. These reactions include asymmetric N—H bond functionalization, asymmetric desymmetrization and atroposelective de novo construction of (hetero-)aromatic rings. The N—N axially chiral compounds are valuable molecules, in terms of their potential application in chiral ligand/catalysts design and biological activity evaluation. Herein, the state-of-the-art catalytic asymmetric synthesis of N—N atropisomers is summarized.

Key words: N—N bond, atropisomer, catalytic asymmetric synthesis