Chinese Journal of Chromatography ›› 2010, Vol. 28 ›› Issue (10): 971-976.DOI: 10.3724/SP.J.1123.2010.00971

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Influence of selector configurations of biselector chiral stationary phases on enantioseparation

ZHANG Juan, WEI Wenjuan, CHEN Wei, WU Yuanxin, BAI Zhengwu*   

  1. School of Chemical Engineering and Pharmacy, Wuhan Institute of Technology, Key Laboratory for Green Chemical Process of Ministry of Education, Wuhan 430073, China
  • Received:2010-06-28 Revised:2010-08-01 Online:2010-10-28 Published:2010-10-28
  • Contact: Zheng-wu Bai

Abstract: In order to investigate the influence of selector configurations of a biselector chiral stationary phase (CSP) on its chiral recognition, a new biselector CSP was prepared in this work using (1S,2S)-(~)-1,2-diphenylethylenediamine (DPEDA) and L-(~)-dibenzoyl tartaric acid (DBTA) as the chiral origins. The enantioseparation ability of the biselector CSP was evaluated towards chiral analytes of different structures under normal, polar organic and reverse phase modes. The chromatographic separation results showed that the enantioseparation ability of the CSP was equivalent to that of another biselector CSP in previous work, which was derived from (1R,2R)-(+)-1,2-DPEDA and L-(~)-DBTA. However, the chiral compounds separated on the two CSPs were not identical. The influence of selector configurations of biselector CSPs on the chiral recognition was discussed. In the event that the two selectors in a biselector CSP were prepared from different chiral compounds, the stereo-configurations of the two selectors cannot simultaneously match the ones of a chiral analyte, thus causing the decrease in the enantioseparation ability of the biselector CSP.

Key words: biselector, chiral stationary phase, configuration, enantioseparation, high performance liquid chromatography (HPLC)