The enantiomers of N-aryl-2-thioxo-4-oxazolidinones and N-arylrhodanines. Investigation by liquid chromatography, circular dichroism and thermal racemization
Тип публикации: Journal Article
Дата публикации: 1993-01-01
SJR: —
CiteScore: —
Impact factor: —
ISSN: 03009580, 13645471, 1472779X
General Environmental Science
General Earth and Planetary Sciences
Краткое описание
The enantiomers of the sterically hindered title heterobiaryls 1 and 2 have been investigated for the first time analytically and enriched semi-preparatively by liquid chromatography on triacetyl- and tribenzoylcellulose. The circular dichroism spectra of the enriched enantiomers provide relative configurations which are discussed with respect to the order of chromatographic elution. Barriers to rotation about the C–N bond have been determined (104–121 kJ mol–1) and are rationalized qualitatively by repulsive interactions in a planar transition state traversed upon partial rotation.
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Dogan I., Pustet N., Mannschreck A. The enantiomers of N-aryl-2-thioxo-4-oxazolidinones and N-arylrhodanines. Investigation by liquid chromatography, circular dichroism and thermal racemization // Journal of the Chemical Society Perkin Transactions 2. 1993. Vol. 8. p. 1557.
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Dogan I., Pustet N., Mannschreck A. The enantiomers of N-aryl-2-thioxo-4-oxazolidinones and N-arylrhodanines. Investigation by liquid chromatography, circular dichroism and thermal racemization // Journal of the Chemical Society Perkin Transactions 2. 1993. Vol. 8. p. 1557.
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TY - JOUR
DO - 10.1039/p29930001557
UR - https://doi.org/10.1039/p29930001557
TI - The enantiomers of N-aryl-2-thioxo-4-oxazolidinones and N-arylrhodanines. Investigation by liquid chromatography, circular dichroism and thermal racemization
T2 - Journal of the Chemical Society Perkin Transactions 2
AU - Dogan, Ilknur
AU - Pustet, Nikola
AU - Mannschreck, Albrecht
PY - 1993
DA - 1993/01/01
PB - Royal Society of Chemistry (RSC)
SP - 1557
IS - 8
SN - 0300-9580
SN - 1364-5471
SN - 1472-779X
ER -
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@article{1993_Dogan,
author = {Ilknur Dogan and Nikola Pustet and Albrecht Mannschreck},
title = {The enantiomers of N-aryl-2-thioxo-4-oxazolidinones and N-arylrhodanines. Investigation by liquid chromatography, circular dichroism and thermal racemization},
journal = {Journal of the Chemical Society Perkin Transactions 2},
year = {1993},
publisher = {Royal Society of Chemistry (RSC)},
month = {jan},
url = {https://doi.org/10.1039/p29930001557},
number = {8},
pages = {1557},
doi = {10.1039/p29930001557}
}