Evaluation of the specific intermolecular interactions responsible for chiral selectivity for phenylalanine analogs in subcritical fluid chromatography

Abstract

A set of phenyl ring-substituted N-t-butoxycarbonyl-phenylalanine analogs were chirally resolved using an α-Burke 2 Pirkle-type chiral column under subcritical fluid conditions. Various mobile phase modifiers were used to elute the chiral analytes, resulting in different selectivity factors for each analog. The observed selectivity factors were accurately modeled based on the bulk solvation parameters for each mobile phase modifier. The resulting model equation was used to predict the selectivity factors using an additional modifier not included in the model building data set. The predictive ability of the model was demonstrated to be quite good for this limited range of analogs and mobile phase modifiers. Chirality 11:98–102, 1999. © 1999 Wiley-Liss, Inc.