Chem. J. Chinese Universities ›› 2003, Vol. 24 ›› Issue (9): 1610.

• Articles • Previous Articles     Next Articles

Synthesis and Chromatographic Properties of a Novel Phenyl Carbamate Perderivatized β-Cyclodextrin Bonded Silica Chiral Stationary Phase

ZHOU Ai-Ling1, WANG Xiu-Ling2, HUANG Jun-Min1, WANG Xin-Sheng1, GAO Ru-Yu1   

  1. 1. College of Chemistry, Nankai University, Tianjin 300071, China;
    2. College of Life Science, Tianjin 300071, China
  • Received:2002-07-03 Online:2003-09-24 Published:2003-09-24

Abstract: Anovel chiral stationary phase has been prepared by immobilized of(mono-6-ethylene diamine-6-deoxy-2, 3, 6-perphenylcarbamated)β-cyclodextrin onto the surface of silica gel via the spacer 3-iso-cyanatopropyl-triethoxysilane with an extended application of the ester exchange reaction, in order to achieve the following two aims: firstly, we tried to use a facile method to get a characteristic multimode chiral stationary by adding more effective interaction sites ; secondly, we wanted to achieve the separation of chiral organophosphorus compounds. The resulting bonded silica stationary phase was characterized by the bonded density of derivative β-CDcalculated from the results of C, Hand Nelemental analyses and spectrum analysis, etc.. The column performance was up to 48000 plates/m, and symmetry factor up to 1. 095. Aseries of fifteen 2-(thiazolyl)-α-amidophosphonates organophosphorus compounds were successfully separated into their enantiomers in the normal phase of HPLCfor the first time. Some of them could be separated in baseline, good enantioseparations with separation factors of a up to 1. 789. Strong π-π interaction or dipole-dipole interaction, hydrophobic interaction etc., contribute to the possible chiral recognition mechanism.

Key words: HPLC, Chiral stationary phase, β-Cyclodextrin, α-Aminophosphonate

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