Preparation and application of a new HPLC chiral stationary phase derived from 2-amino-1-indanol

A new chiral stationary phase (CSP) based on (1R,2S)-2-amino-1-indanol, whi ch is expected to be conformationally rigid because of its cyclic nature, w as prepared. The new CSP was applied in resolving various N-acyl-alpha -ary lalkylamines. The chromatographic resolution results on the new CSP were co mpared with those on the other CSP based on (1S,2R)-norephedrine, which is believed to be conformationally flexible. Comparison of the chromatographic resolution results on the two CSPs demonstrated that conformationally flex ible analytes are resolved better on the conformationally rigid CSP while c onformationally rigid analytes are resolved better on the conformationally flexible CSP. From these results it was concluded that conformational rigid ity or flexibility of CSPs is the important factor for the chiral recogniti on.