CHIRAL RESOLUTION OF THE ENANTIOMERS OF PHENYLGLYCINOL USING (S)-DI-NAPHTHYLPROLINOL CALIX[4]ARENE BY CAPILLARY ELECTROPHORESIS AND FLUORESCENCE SPECTROSCOPY

We have previously shown that the tetra-(S)-di-2-naphthylprolinol cali x[4]arene derivative possesses the ability to provide chiral discrimin ation between enantiomers of phenylethylamine and norephedrine, using fluorescence quenching experiments and Stern-Volmer plots. In this pap er, we demonstrate that the same compound interacts selectively with e nantiomers of phenylglycinol, using the same approach. We also show th at this chiral discrimination can provide efficient separation of phen ylglycinol by capillary electrophoresis through the immobilisation of the calix[4]arene on the capillary wall. The results obtained by both methods suggest that the (R)-phenylglycinol enantiomer interacts more strongly with the chiral calixarene than the (S)-enantiomer.