𝔖 Bobbio Scriptorium
✦   LIBER   ✦

Equatorial SO bond in 1,3-dithiane-1-oxides

✍ Scribed by M.J. Cook; A.P. Tonge


Book ID
104246728
Publisher
Elsevier Science
Year
1973
Tongue
French
Weight
119 KB
Volume
14
Category
Article
ISSN
0040-4039

No coin nor oath required. For personal study only.

✦ Synopsis


The axial preference shown by the S.0 bond of thiane-l-oxide is well established' and Harpp and Gleason2 showed recently that this preference is exhibited in 1,2-dithiane-l-oxide also. Current interest3 in the effect of heteroatom X on the orientation of R in rings of type 1 prompted us to examine some 1,3-dithiane-l-oxides, and we now report 4a that the "normal" axial preference of the sulphinyl oxygen is reversed in this ring system.


📜 SIMILAR VOLUMES


A remarkable difference in the conformat
✍ L. Van Acker; M. Anteunis 📂 Article 📅 1974 🏛 Elsevier Science 🌐 French ⚖ 196 KB

The sulfoxide group shows a lot of interesting stereochemical features (2). In thiane-l-oxide the axial conformation (62% of the mixture at -9OOC) is favored by 175 Cal/mole (2). Introduction of a 3,3-dimethyl grouping reverses this axial