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

✍ Scribed by Ivan Spanik; Peter Oswald; Jan Krupcik; Eva Benicka; Pat Sandra; Daniel W. Armstrong


Publisher
John Wiley and Sons
Year
2002
Tongue
English
Weight
130 KB
Volume
25
Category
Article
ISSN
1615-9306

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✦ Synopsis


Evaluation of non-polar interactions in chiral recognition by alkylated b-and c-cyclodextrin chiral stationary phases

The gas chromatographic separation of enantiomers of seven N-TFA-O-alkyl amino acid derivatives was studied on four different permethyl- andOpentyl-b-and -c-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 b-CD stationary phases, but improves on c-CD stationary phases. The separation of enantiomers of all N-TFA-O-methyl amino acid esters, is better on the larger c-cyclodextrin CSPs except for enantiomers of N-TFA-O-alkyl esters of alanine which are better separated on b-CD stationary phases.