Journal
JOURNAL OF CHROMATOGRAPHY A
Volume 1203, Issue 1, Pages 54-58Publisher
ELSEVIER SCIENCE BV
DOI: 10.1016/j.chroma.2008.07.021
Keywords
chiral stationary phase; beta-cyclodextrin; calix[4]arene; chiral separation; high-performance liquid chromatography
Funding
- National University of Singapore (NUS) [R-174-000-110-112, R-174-000-106-133]
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Calix[4]arene-capped [3-(2-O-beta-cyclodextrin)-2-hydroxypropoxy]propylsilyl-appended silica particles (C4CD-HPS), a new type of substituted beta-cyclodextrin-bonded chiral stationary phase (CSP) for high-performance liquid chromatography (HPLC), have been synthesized by treatment of bromoacetate-substituted [3-(2-O-beta-cyclodextrin)-2-hydroxypropoxy]propylsilyl-appended silica particles (BACD-HPS) with calix[4]arene oxyanions in anhydrous N-mthyl-2-pyrrolidone, The synthetic stationary phase is characterized by means of elemental analysis. This new type of CSP has a chiral selector, with two recognition sites: calix[4]arene and beta-cycloclextrin (beta-CD). The chromatographic behavior of C4CD-HPS was Studied with several disubstituted benzenes and some chiral drug compounds under reversed-phase conditions. The results show that C4CD-HPS has excellent selectivity for the separation of aromatic positional isomers and enantiomers of chiral compounds due to the cooperative functioning of calix[4]arenes and beta-CDs. (C) 2008 Elsevier B.V. All rights reserved.
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