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Bulletin of the Korean Chemical Society (BKCS)

ISSN 0253-2964(Print)
ISSN 1229-5949(Online)
Volume 16, Number 4
BKCSDE 16(4)
April 20, 1995

Title	Chiral Recognition Models for the Liquid Chromatographic Resolution of Enantiomers on (S)-Naproxen-Derived Chiral Stationary Phase Bearing Both π-Acidic and -Basic Sites
Author	Myung Ho Hyun*, Jong Sung Jin, Myoung Seon Na, Kyung Kyu Jyung
Keywords
Abstract	As an effort to elucidate the chiral recognition mechanisms exerted by the (S)-naproxen-derived CSP bearing both π-acidic and π-basic sites, a homologues series of π-basic N-acyl-α -(1-naphthyl)alkylamines and π-acidic N-(3,5-dinitrobenzoyl)-α-amino esters were prepared and resolved. Based on the chromatographic resolution trends of the homologues series of analytes on the (S)-naproxen-derived chiral stationary phase, we proposed chiral recognition mechanisms which demonstrate that the intercalation of the substituent in the analyte molecule between the strands of bonded phase does significantly influence the enantioselectivity for resolving N-acyl-α-(1-naphthyl)alkylamines but the intercalation process is not involved in resolving N-(3,5-dinitrobenzoyl)-α-amino esters.
Page	344 - 348
Full Text	PDF

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