ISSN:
0935-6304
Keywords:
Chiral stationary phase
;
Chiral separations
;
HPLC
;
N(1-Naphthyl)leucine
;
N(5-Acenaphthyl)leucine
;
Polysiloxane
;
Chemistry
;
Analytical Chemistry and Spectroscopy
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
A π-basic, brush-type chiral stationary phase (CSP) derived from (S)-N-(1-naphthyl)leucine undecenyl ester has been shown to effectively separate the enantiomers of a broad array of π-acidic analytes. Armed with a mechanistic hypothesis as to how this CSP differentiates between the enantiomers of π-acidic derivatives of α-amino acids, the structure of this CSP was modified in a series of steps, each intended to enhance the enantioselectivity of the CSP. Specifically, brush-type CSPs were prepared from N-(5-naphthyl)leucine di-n-propyl amide and from N-(5-acenaphthyl)leucine di-n-propyl amide. The latter selector was also incorporated into a polysiloxane, then coated and bonded to silica. The rationale for each of the structural changes, and its effect on the enantioselectivity of the resulting CSP is described.
Additional Material:
1 Ill.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/jhrc.1240170902
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