High-performance liquid Chromatographic separation of the enantiomers of N-aryloxazolinones, N-aryl thiazolinones and their sulfur derivatives on a synthetic chiral stationary phase

Forty atropisomers, generally described as N-aryloxazolinones, N-arylthiazolinones, and their thiono analogs, have been synthesized and the enantiomers of these compounds have been found to be easily separated on the synthetically derived chiral stationary phase now known as the WHELK-O 1. The obser...

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Bibliographic Details
Published in:Journal of Chromatography A 1996-03, Vol.726 (1), p.91-97
Main Authors: Pirkle, William H., Koscho, Michael E., Wu, Zhipei
Format: Article
Language:English
Subjects:
Chiral stationary phases, LC
Enantiomer separation
N-Aryloxazolinones
N-Arylthiazolinones
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Summary:Forty atropisomers, generally described as N-aryloxazolinones, N-arylthiazolinones, and their thiono analogs, have been synthesized and the enantiomers of these compounds have been found to be easily separated on the synthetically derived chiral stationary phase now known as the WHELK-O 1. The observed retentions, elution orders (when known) and extents of enantioselectivity suggest that these enantiodifferentiations occur by a mechanism consistent with the chiral recognition rationale used to develop this chiral stationary phase.
ISSN:0021-9673
DOI:10.1016/0021-9673(95)00949-3