Preparation and characterization of 4-isopropylcalix[4]arene-capped (3-(2-O- beta -cyclodextrin)-2-hydroxypropoxy)-propylsilyl-appende d silica particles as chiral stationary phase for high-performance liquid chromatography

A new type of 4-isopropylcalix[4]arene-capped (3-(2-O- beta -cyclodextrin)-2-hydroxypropoxy)propylsilyl-appended silica particles (IPC4CD-HPS) has been prepared by treatment of bromoacetate-substituted (3-(2-O- beta -cyclodextrin)-2-hydroxypropoxy)propylsilyl-appended silica particles (BACD-HPS) wit...

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Bibliographic Details
Published in:Journal of Chromatography A 2014-01, Vol.1324, p.104-108
Main Authors: Chelvi, S K, Zhao, Jia, Chen, Lijuan, Yan, Shi, Yin, Xiaoxing, Sun, Jiaquan, Yong, EL, Wei, Qunli, Gong, Yinhan
Format: Article
Language:English
Subjects:
Chromatography
Enantiomers
Fourier transforms
Isomers
Liquid chromatography
Selectors
Separation
Silicon dioxide
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Summary:A new type of 4-isopropylcalix[4]arene-capped (3-(2-O- beta -cyclodextrin)-2-hydroxypropoxy)propylsilyl-appended silica particles (IPC4CD-HPS) has been prepared by treatment of bromoacetate-substituted (3-(2-O- beta -cyclodextrin)-2-hydroxypropoxy)propylsilyl-appended silica particles (BACD-HPS) with 4-isopropylcalix[4]arene oxyanions in anhydrous N-methyl-2-pyrrolidone. The bonded silica IPC4CD-HPS has been successfully used as chiral stationary phase (CSP) in high-performance liquid chromatography (HPLC) for the first time. The synthetic stationary phase was characterized by means of elemental analysis and Fourier transform infrared spectroscopy. This new CSP has a chiral selector with two anchored functional moieties: 4-isopropylcalix[4]arene and beta -cyclodextrin. The chromatographic performance of IPC4CD-HPS was investigated by separation of positional isomers of several disubstituted benzenes and enantiomers of some chiral drug compounds under reversed-phase conditions. The results showed that IPC4CD-HPS had excellent selectivity for the separation of aromatic positional isomers and enantiomers of chiral compounds due to the cooperative functioning of the anchored 4-isopropylcalix[4]arenes and beta -cyclodextrins.
ISSN:0021-9673
DOI:10.1016/j.chroma.2013.11.025