University Chemistry ›› 2019, Vol. 34 ›› Issue (4): 55-60.doi: 10.3866/PKU.DXHX201808002

• Chemistry Laboratory • Previous Articles     Next Articles

Synthesis of Chiral Organocatalysts Possessing a Skeleton of 6, 7-Dihydro-5H-pyrrolo[1, 2-a]imidazole: A Comprehensive College Chemistry Experiment

Fang XIE,Zhenfeng ZHANG,Ye ZHANG,Wanbin ZHANG*()   

  • Received:2018-08-02 Accepted:2018-10-16 Published:2019-04-28
  • Contact: Wanbin ZHANG E-mail:wanbin@sjtu.edu.cn

Abstract:

A new and comprehensive chemistry experiment was introduced, which was developed based on our research work. Chiral bicyclic imidazole nucleophilic catalysts were synthesized from the readily available starting materials, imidazole and acrolein, and were separated easily by kinetic resolution using Nov435. The structures were identified by IR, 1H NMR, 13C NMR, HRMS, melting point measurements and optical rotations. This experiment covers training in experimental skills such as synthesis, structural characterization and optical purity measurements. This is not only beneficial to improve the comprehensive experimental ability of the students but also broadens their vision.

Key words: Bicyclic imidazole, Kinetic resolution, Organocatalyst

MSC2000: 

  • G64