✦ LIBER ✦
Bioactive Four-Membered Heterocyclic Compounds: The Anti → Syn Interconversion in Dithietane-1,3-dioxide
✍ Scribed by J.Guillermo Contreras; Sandra T. Madariaga
- Publisher
- Elsevier Science
- Year
- 2001
- Tongue
- English
- Weight
- 53 KB
- Volume
- 29
- Category
- Article
- ISSN
- 0045-2068
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✦ Synopsis
The anti-dithietane-1,3-dioxide → syn-dithietane-1,3-dioxide isomerization reaction has been theoretically studied on the frame of MO theory both in the gas phase and in solution. In the gas phase the anti (II a ) } syn (II s ) equilibrium is slightly displaced to the anti isomer formation. The syn concentration ([Syn]) is ca. 36% in the gas phase, whereas in low polarity solvent, such as carbon tetrachloride, [Syn] is ca. 63%. In medium-high polarity solvents like acetonitrile and dimethyl-sulfoxide the [ anti]/[ syn ] ratio is ca. 0.37.