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Preparation and chiral resolution properties of bridged bis(cyclodextrin)s hybrid spheres for high performance liquid chromatography
Authors:Litao Wang  Wenjing Lv  Siqi Han  Qinghua Yu  Dong Pei  Jian Xu  Meixia Wang  Guihua Gao  Mei Lv
Affiliation:1. School of Pharmacy, Jining Medical University, Rizhao, P. R. China;2. School of Pharmacy, Jining Medical University, Rizhao, P. R. China

School of Pharmacy, Weifang Medical University, Weifang, P. R. China;3. Key Laboratory of Chemistry of Northwestern Plant Resources and Key Laboratory for Natural Medicine of Gansu Province, Lanzhou Institute of Chemical Physics, Chinese Academy of Sciences, Lanzhou, P. R. China;4. Department of Pharmacy, Affiliated Hospital of Jining Medical University, Jining, P. R. China

Abstract:Selenium-bridged bis(β-cyclodextrin)s organic–inorganic hybrid silica material with regular spherical shape as new type of chiral stationary phase was directly synthesized under the one-pot hydrothermal synthesis method, and the chiral stationary phase was further characterized by infrared spectroscopy, scanning electron microscopy, thermogravimetry, and elemental analysis. The results of chiral separation showed that eight chiral compounds including various types of chiral alcohols and flavanone were successfully separated in the reversed-phase separation mode by high performance liquid chromatography, which showed the better chiral resolution effect than that on the C2 position of single β-cyclodextrin. The mechanism of chiral separation was likely due to multiple interactions such as inclusion, hydrogen bonding, electrostatic interaction, dipole–dipole interaction, and the synergistic effect of two cyclodextrins during the chiral resolution process. The synergy of the two cyclodextrins has great potential for development in chiral resolution.
Keywords:chiral resolution  chiral stationary phase  cyclodextrin  high performance liquid chromatography  organic–inorganic hybrid material
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