Investigation of retention and chiral recognition mechanism of the derivative β-cyclodextrin bonded stationary phase

A partially substituted beta-CD CSP was 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 beta-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 beta-CD.