Harie, Guenäelle and Samat, André and Guglielmetti, Robert and van Parys, Inge and Saeyens, Wim and de Keukeleire, Denis and Lorenz, Klaus and Mannschreck, Albrecht (1997) Chiral 2-aryl-2-methyl-2H-1-benzopyrans: Synthesis, characterization of enantiomers, and barriers to thermal racemization. HELVETICA CHIMICA ACTA, 80 (4). pp. 1122-1132. ISSN 0018-019X, 1522-2675
Full text not available from this repository.Abstract
The ease of thermal breaking of the C(sp(3))-O bond of the 2-aryl-2-methyl-2H-1-benzopyrans 1-9 was evaluated by measuring the free energy (Delta G(e)(not equal)) of the racemization reaction of optically active compounds. The variation of Delta G(e)(not equal) of the thermal ring opening in terms of structural modifications is discussed. The synthesis of the studied compounds, the preparative separation of enantiomers by liquid chromatography, the determination of enantiomeric purity, the circular dichroism of enriched enantiomers, and the measurement of rate constants of enantiomerization by monitoring the decrease of the polarimetric angle of rotation at suitable temperatures are described.
| Item Type: | Article |
|---|---|
| Uncontrolled Keywords: | LIQUID-CHROMATOGRAPHY; CHIROPTICAL DETECTION |
| 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: | 24 May 2023 09:11 |
| Last Modified: | 24 May 2023 09:11 |
| URI: | https://pred.uni-regensburg.de/id/eprint/51193 |
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