Chiral stationary phase design: A study in optimization

Autor:	William E. Bowen, William H. Pirkle
Rok vydání:	1994
Předmět:	animal structures Chromatography Chemistry General Chemical Engineering fungi Chiral stationary phase complex mixtures High-performance liquid chromatography chemistry.chemical_compound Amide parasitic diseases Organic chemistry Leucine Enantiomer
Zdroj:	Journal of High Resolution Chromatography. 17:629-633
ISSN:	1521-4168 0935-6304
DOI:	10.1002/jhrc.1240170902
Popis:	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.
Databáze:	OpenAIRE
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