VORKAPICFURAC, J and MINTAS, M and KASTNER, F and MANNSCHRECK, A (1992) ENANTIOMERS AND BARRIERS TO RACEMIZATION OF STERICALLY HINDERED N-ARYLPYRROLES AND N-HETEROARYLPYRROLES. JOURNAL OF HETEROCYCLIC CHEMISTRY, 29 (2). pp. 327-333. ISSN 0022-152X,
Full text not available from this repository.Abstract
The N-aryl- and N-heteroaryl-2,5-dimethylpyrrole-3-carbaldehydes 2-8 have been synthesized by condensation of hexane-2,5-dione with the appropriate amine and subsequent Vilsmeier-Haack formylation of the pyrrole ring. Diastereomeric association complexes of the racemic pyrrole 8 were studied by pmr chemical shifts and the splittings induced by (+)-1-(9-anthryl)-2,2,2-trifluoroethanol. Enrichment of the enantiomers M and P of 2 and 6 was achieved by liquid chromatography on triacethylcellulose. The barrier to partial rotation about the C-N bond in 6 was determined by thermal racemization and its lower limits in 2 and 8 were estimated.
| Item Type: | Article |
|---|---|
| Uncontrolled Keywords: | LIQUID-CHROMATOGRAPHY; SEPARATION; TRIACETYLCELLULOSE; |
| Depositing User: | Dr. Gernot Deinzer |
| Last Modified: | 19 Oct 2022 08:44 |
| URI: | https://pred.uni-regensburg.de/id/eprint/54626 |
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