Seven new chiral stationary phases obtained from (S)-phenylalanine derivatives, (R)-Mosher's acid and (S)-naproxen were prepared and evaluated. The racemic substances used to test them contained either pi-acidic or pi-basic sites. The best results were observed when the chiral entity bonded to gamma-aminopropylsilica gel was 3,5-dimethylanilido-, 3,5-dimethylbenzoyl- or 3,5-dimethoxybenzoyl-(S)-phenylalanine and -(S)-naproxen.