ISSN:
1573-1111
Keywords:
chiral recognition
;
phenylacetic acid derivatives
;
aminated cyclodextrins
;
capillary zone electrophoresis
;
1H NMR
Source:
Springer Online Journal Archives 1860-2000
Topics:
Chemistry and Pharmacology
Notes:
Abstract Chiral recognition of mandelic acid ( 1), acetylmandelic acid ( 2), 1-methoxyphenylacetic acid ( 3), phenylsuccinic acid ( 4), 2-phenylpropanoic acid ( 5) and ibuprofen ( 6) in their anionic forms by protonated 6A-amino-6A-deoxy-β-cyclodextrin (mono-NH3+-β-CD) and 6A,6D-diamino-6A,6D-dideo xy-β-cyclodextrin (di-NH3+-β-CD) has been studied by means of capillary zone electrophoresis (CZE) and 1H NMR spectroscopy. Both methods show the preferable guests for mono-NH3+-β-CD to be the (R)-enantiomers of 1, 3 and 5 and the (S)-enantiomers of 2, 4 and 6. Cooperative work of Coulomb interactions and inclusion is essential for chiral recognition of these anionic guests.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1023/A:1008090113212
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