衍生化环糊精键合固定相色谱保留和手性识别机理的研究(Ⅰ)

合成了苯基氨基甲酸酯衍生化β-环糊精键合固定相,14个α-氨基膦酸酯类化合物首次在该固定相和商品化的(S)-(+)-萘乙基氨基甲酸酯衍生化β-环糊精固定相上进行液相色谱手性拆分.通过定量结构-对映异构体保留关系对比研究了两种不同的环糊精类固定相上可能的色谱保留和手性识别机理.

Investigation of Retention and Chiral Recognition Mechanism of the Derivative β-Cyclodextrin Bonded Stationary Phase

Apartially substituted β-CD CSPwas prepared by the reaction of phenyl isocyanate(CSP1). The enantiomers of a series of diphenyl 1-(N-benzoxycarbonyl)aminoalkanephosphonates were studied on CSP1 and a commercial( S )-(+)-(1-naphthyl)ethylcarbamate derivative β-CD bonded phase(CSP2) under normal phase condition. In order to compare the different chromatographic property between the two CSPS, four molecular describing parameters reflecting the properties of the solutes were chosen to correlate against the experimental log k' value to form the QSERRs through the stepwise multivariable regression analysis. Each describing parameter in QSERRs model characterizes a kind of interaction in the chromatographic process, and the regression coefficients of these describing parameters relate to the magnitude of the interactions. The retention and enantioselectivity on both columns were examined and compared combining with the characteristic structure of the different derivative group on β-CD.