title: Preparation and application of methylcalix[4]resorcinarene-bonded silica particles as chiral stationary phase in high-performance liquid chromatography.
abstract: Two new types of methylcalix[4]resorcinarene-bonded stationary phases, (3-(C-methylcalix[4]resorcinarene)-2-hydroxypropoxy)-propylsilyl-appended silica particles (MCR-HPS) and bromoacetate-substituted MCR-HPS particles (BAMCR-HPS), have been synthesized and used as chiral stationary phases for high-performance liquid chromatography (HPLC) for the first time. The synthetic stationary phases are characterized by means of elemental analysis and Fourier-transform infrared spectroscopy. The chromatographic behavior of MCR-HPS and BAMCR-HPS was studied with several disubstituted benzenes and some chiral drug compounds under both normal phase and reversed-phase conditions. The results show that MCR-HPS has excellent selectivity for the separation of aromatic positional isomers and BAMCR-HPS exhibits excellent performance for separation of enantiomers of chiral compounds.
authors.affiliation: Department of Obstetrics and Gynaecology, Yong Loo Lin School of Medicine, National University of Singapore, 5 Lower Kent Ridge Road, Singapore 119074.
authors.forename: Huey Min
authors.initials: HM
authors.lastname: Tan
authors.forename: Shu Fang
authors.initials: SF
authors.lastname: Soh
authors.forename: Jia
authors.initials: J
authors.lastname: Zhao
authors.forename: E L
authors.initials: EL
authors.lastname: Yong
authors.forename: Yinhan
authors.initials: Y
authors.lastname: Gong
mesh_terms: D000085:Acetates / Q000737:chemistry; D001554:Benzene / Q000737:chemistry; D047250:Calixarenes / Q000737:chemistry*; D002626:Chemistry, Pharmaceutical / Q000379:methods; D002845:Chromatography / Q000379:methods; D002851:Chromatography, High Pressure Liquid / Q000379:methods*; D006860:Hydrogen Bonding; D007536:Isomerism; D008956:Models, Chemical; D008968:Molecular Conformation; D004364:Pharmaceutical Preparations / Q000737:chemistry; D010649:Phenylalanine / Q000031:analogs & derivatives* / Q000737:chemistry; D012118:Resorcinols / Q000737:chemistry*; D012822:Silicon Dioxide / Q000737:chemistry*; D017550:Spectroscopy, Fourier Transform Infrared / Q000379:methods; D013237:Stereoisomerism
chemical_list: D000085:Acetates; D004364:Pharmaceutical Preparations; D012118:Resorcinols; C466160:resorcinarene; D047250:Calixarenes; D010649:Phenylalanine; C016274:bromoacetate; D012822:Silicon Dioxide; D001554:Benzene