ISSN:
0935-6304
Keywords:
Liquid chromatography
;
chiral separation
;
chiral stationary phase
;
separation of enantiomers
;
Chemistry
;
Analytical Chemistry and Spectroscopy
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
---A new reciprocal π-basic chiral stationary phase (CSP) was designed based on the reciprocity conception of chiral recognition and prepared starting from (S)-leucine. The CSP thus prepared was applied in resolving various π-acidic N-(3,5-dinitrobenzoyl)-α-amino amides and esters and found to be very effective. Especially, N-(3,5-dinitrobenzoyl)-α-amino N,N-dialkyl amides were resolved very well on the new reciprocal CSP. From the chromatographic resolution results and based on the reciprocity conception of chiral recognition with the aid of Corey/Pauling/Koltan (CPK) molecular model studies, a chiral recognition mechanism which utilizes π-π interaction and simultaneously two hydrogen bonding interactions between the CSP and the analyte has been proposed. The CSP prepared in this study was also successful in resolving 3,5-dinitrophenylcarbamate derivatives of 2-hydroxycarboxylic acid esters.
Additional Material:
4 Ill.
Type of Medium:
Electronic Resource
Permalink
