𝔖 Bobbio Scriptorium
✦   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

No coin nor oath required. For personal study only.

✦ 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.