3‐Chloro‐4‐methylphenylcarbamate‐(3‐(2‐O‐β‐cyclodextrin)‐2‐hydroxypropoxy)‐propylsilyl‐appended silica particles (CMP‐CD‐HPS), a new type of partially‐substituted cyclodextrin‐bonded phase, have been successfully synthesized and applied as a chiral stationary phase in high‐performance liquid chromatography under multi‐mode conditions including normal phase, reversed phase, and polar organic mobile phase conditions. Chemical characterization for the CMP‐CD‐HPS was carried out by elemental analysis. The chromatographic performance of CMP‐CD‐HPS‐packed column was evaluated by separating the positional isomers of nitrophenol and nitraniline and the enantiomers of some chiral drug compounds. The separation results show that CMP‐CD‐HPS exhibited excellent selectivity for separating the positional isomers of disubstituted benzenes and the enantiomers of the chiral drugs. The hydroxyl residues of partially‐substituted β‐cyclodextrin and the stable spacer linking to secondary hydroxyl site of the β‐cyclodextrin in the new CMP‐CD‐HPS phase play important roles in the chromatographic separations.
3-(Methylene-bis(1′,4′-phenylene) dicarbamate-2,3-bis(3,5-dimethylphenylcarbamate)-amylose)-2-hydroxylpropoxy-propylsilyl-appended silica particles (DMP-AM-HPS), a new type of 2, 3-regioselectively substituted amylose-immobilized chiral stationary phase (CSP) for high-performance liquid chromatography (HPLC), have been prepared by treatment of 3-(2,3-dihydroxyl-propoxy)-propylsilyl silica particles with 2,3-bis(3,5-dimethylphenylcarbamate)-amylose and 4,4′-diphenylmethane diisocyanate. The chemical characterization of the bonded particles DMP-AM-HPS has been carried out by elemental analysis and Fourier transform infrared spectroscopic analysis. The chromatographic performance of the DMP-AM-HPS has been evaluated in HPLC under multi-mode conditions including normal phase, reversed phase, and polar organic mobile phase conditions. The DMP-AM-HPS phase has exhibited excellent selectivity in separating enantiomers of a wide range of chiral drug compounds. The result also suggests that unsubstituted C6 hydroxyl groups in the regioselectively substituted amylose not only have important contributions to chiral recognitions and chromatographic separations, but also allow the DMP-AM-HPS to be used as a new type of amylose-immobilized CSP under multi-mode mobile phase conditions in HPLC.
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