Zimmermann, Thomas and Pustet, Nikola and Mannschreck, Albrecht (2000) Separation and thermal racemization of the enantiomers of spiro[cyclohexadiene-dihydroacridines]. MONATSHEFTE FUR CHEMIE, 131 (10). pp. 1083-1090. ISSN 0026-9247
Full text not available from this repository.Abstract
The enantiomers of substituted spiro[cyclohexadiene-dihydroacridines] were separated by enantioselective liquid chromatography with the sorbent/solvent systems triacetylcellulose/ methanol, tris-(3,5-dimethylphenylcarbamoyl)-cellulose/silica gel (Chiralcel OD(TM))/n-heptane/2-propanol, and (+)-poly-(trityl methacrylate)/silica gel/n-heptane/2-propanol. Interconversion barriers of the enantiomers were determined for a series of derivatives by thermal racemization. Electrocyclic ring opening/ring closure in terms of the Woodward-Hoffmann rules is discussed for the enantiomerization mechanism; the interconversion of the enantiomers by enolization is ruled out by deuterium exchange experiments.
| Item Type: | Article |
|---|---|
| Uncontrolled Keywords: | HETEROCYCLIC-COMPOUNDS; RING TRANSFORMATIONS; PYRYLIUM-SALTS; SPIROINDOLINES; PHOTOCHROMISM; STATE; spiro[cyclohexadiene-dihydroacridines]; enantiomers; enantioselective liquid chromatography; thermal racemization |
| Subjects: | 500 Science > 540 Chemistry & allied sciences |
| Divisions: | Chemistry and Pharmacy > Institut für Organische Chemie > Alumni or Retired Professors > Prof.Dr. Mannschreck |
| Depositing User: | Dr. Gernot Deinzer |
| Date Deposited: | 23 Mar 2022 06:11 |
| Last Modified: | 23 Mar 2022 06:11 |
| URI: | https://pred.uni-regensburg.de/id/eprint/42187 |
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