Evaluation of non-polar interactions in chiral recognition by alkylated β- and γ-cyclodextrin chiral stationary phases

Autor: Ivan Špánik, Peter Oswald, Ján Krupčík, Eva Benická, Daniel W. Armstrong, Pat Sandra
Rok vydání: 2002
Předmět:
Zdroj: Journal of Separation Science. 25:45-52
ISSN: 1615-9314
1615-9306
DOI: 10.1002/1615-9314(20020101)25:1/2<45::aid-jssc45>3.0.co;2-l
Popis: The gas chromatographic separation of enantiomers of seven N-TFA-O-alkyl amino acid derivatives was studied on four different permethyl- and 2,6-di-O-methyl-3-O-pentyl-β- and -γ-CD stationary phases.It was shown that the separation of enantiomers N-TFA-O-alkyl amino acid derivatives depends both on the length of the linear alkyl chain attached to the stereogenic carbon (R 1 ) and to the ester part of the amino acid derivative (R 2 ). The cyclodextrin cavity size also affected selectivity. The separation of the amino acid derivatives decreases with increasing length of both the R 1 and R 2 alkyl chains on β-CD stationary phases, but improves on γ-CD stationary phases. The separation of enantiomers of all N-TFA-O-methyl amino acid esters, is better on the larger γ-cyclodextrin CSPs except for enantiomers of N-TFA-O-alkyl esters of alanine which are better separated on β-CD stationary phases.
Databáze: OpenAIRE