OTOCAN, K and MINTAS, M and KASTNER, F and MANNSCHRECK, A and GOLEN, JA and WILLIARD, PG (1992) REGIOSPECIFIC SYNTHESIS AND STRUCTURAL STUDY OF SOME TRIFLUOROMETHYL SUBSTITUTED DIBENZOSEMIBULLVALENES. MONATSHEFTE FUR CHEMIE, 123 (12). pp. 1193-1205. ISSN 0026-9247,
Full text not available from this repository.Abstract
Preparation of the regiospecifically trifluoromethyl substituted dibenzosemibullvalenes 3 and 5 is described. An unequivocal proof of chirality of 3 and 5 was obtained by enrichment of their enantiomers using liquid chromatography on triacetyl- or tribenzoylcellulose. The stereostructure of compounds 3 to 5 was proved by their H-1-NMR spectra and confirmed by X-ray crystallographic analysis. The geometrical data from X-ray structural analyses showed that five-membered rings involved in the skeleton of 3 and 5 adopt flattened envelope conformations. These results indicate also a significant substituent-induced bond length asymmetry in the cyclopropane rings of 3 and 5.
| Item Type: | Article |
|---|---|
| Uncontrolled Keywords: | SMALL RINGS; GEOMETRY; CYCLOPROPANE; DIBENZOBARRELENE; DIBENZOSEMIBULLVALENE; ENANTIOSELECTIVE CHROMATOGRAPHY; TRIFLUOROMETHYLATION; PHOTOCHEMICAL REARRANGEMENT; X-RAY CRYSTAL STRUCTURES |
| Depositing User: | Dr. Gernot Deinzer |
| Last Modified: | 19 Oct 2022 08:44 |
| URI: | https://pred.uni-regensburg.de/id/eprint/54272 |
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