Merz, Andreas and Gromann, L. and Karl, A. and Parkanyi, L. and Schneider, O. (1998) Conformers and rotamers of (+/-)-trans-2,3-bis(2-naphthyl)-15-crown-5 and -18-crown-6 and their alkali metal complexes. EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 1998 (2). pp. 403-408. ISSN 1434-193X, 1099-0690
Full text not available from this repository. (Request a copy)Abstract
The conformations of (+/-)-trans-2,3-Bis (1-naphthyl)-15-crown-5 (1) and -18-crown-6 (2) are investigated by MM2 and dynamic H-1-NMR spectroscopy. The most stable conformation is the diequatorial one in both the free Ligands and the alkali metal complexes 1 . NaClO4 and 2 . KClO4. Three rotamers, pseudo-aa, pseudo-ee, and pseudo-ae, with respect to the spatial arrangement of the naphthyl groups, were found as calculated minima by MM2 and experimentally by low-temperature NMR, with fair agreement of the rotational barriers. In the cation-reinforced crowns the rotation rates are significantly diminished. The distribution of the rotamers depends on the size of the crown and its state, free or complexed.
| Item Type: | Article |
|---|---|
| Uncontrolled Keywords: | CROWN-ETHERS; STEREOCHEMICAL CHARACTERIZATION; CONFORMATIONS; CHEMISTRY; conformation analysis; dynamic NMR spectroscopy; crown compounds |
| Subjects: | 500 Science > 540 Chemistry & allied sciences |
| Divisions: | Chemistry and Pharmacy > Institut für Organische Chemie |
| Depositing User: | Dr. Gernot Deinzer |
| Date Deposited: | 28 Feb 2023 09:32 |
| Last Modified: | 28 Feb 2023 09:32 |
| URI: | https://pred.uni-regensburg.de/id/eprint/50097 |
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