DOGAN, I and PUSTET, N and MANNSCHRECK, A (1993) 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 (8). pp. 1557-1560. ISSN 0300-9580,
Full text not available from this repository.Abstract
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.
| Item Type: | Article |
|---|---|
| Uncontrolled Keywords: | INTERNAL-ROTATION; BARRIERS; SEPARATION; TRIACETYLCELLULOSE; ENRICHMENT; FLOW; |
| Depositing User: | Dr. Gernot Deinzer |
| Last Modified: | 19 Oct 2022 08:42 |
| URI: | https://pred.uni-regensburg.de/id/eprint/53861 |
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