Assignment of absolute configuration to a recently developed chiral se
lector useful in the separation of the underivatized enantiomers of na
proxen and other nonsteroidal anti-inflammatory drugs (NSAIDs) is desc
ribed, Circular dichroism, H-1 NMR, and X-ray diffraction have been us
ed to confirm the original assignment which was based solely upon elut
ion orders from HPLC chiral stationary phases. All of these techniques
agree in the assignment of the (S,S) absolute configuration to the en
antiomer of the chiral selector which associates preferentially with (
S)-naproxen. (C) 1994 Wiley-Liss, Inc.