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Journal of Chinese Pharmaceutical Sciences ›› 2014, Vol. 23 ›› Issue (12): 858-865.DOI: 10.5246/jcps.2014.12.109

• Original articles • Previous Articles     Next Articles

Synthesis, separation and NMR analysis of geometrical isomers of 3-benzylidene-indolin-2-one derivatives

Lingyu Li , Lunyong Shi, Hong Liang, Qingying Zhang*   

  1. State Key Laboratory of Natural and Biomimetic Drugs and Department of Natural Medicines, School of Pharmaceutical Sciences, Peking University Health Science Center, Beijing 100191, China
  • Received:2014-05-28 Revised:2014-06-23 Online:2014-12-25 Published:2014-07-20
  • Contact: Tel.: 86-10-82801725
  • Supported by:
    National Natural Science Foundation of China (Grant No. 21172008 and 21372015).

Abstract: A series of E and Z-isomers of 3-(4'-substituted benzylidene)-indolin-2-one derivatives were synthesized and separated. Based on their 1H NMR characterization, an unusual counterintuitive deshielding phenomenon for the protons presenting in the shielding zone of phenyl ring was observed and analyzed for the first time.

Key words: 3-Benzylidene-indolin-2-one, Geometrical isomers, Deshielding phenomenon, NMR analysis

CLC Number: 

Supporting: