Oxidation and halogenation of divinyl selenide. first synthesis of divinyl selenoxide
- Authors: Kurkutov E.O.1, Potapov V.A.1, Amosova S.V.1
-
Affiliations:
- Favorskii Irkutsk Institute of Chemistry, Siberian Branch
- Issue: Vol 52, No 5 (2016)
- Pages: 624-627
- Section: Article
- URL: https://journal-vniispk.ru/1070-4280/article/view/214264
- DOI: https://doi.org/10.1134/S107042801605002X
- ID: 214264
Cite item
Abstract
Efficient procedure was developed for the preparation of divinyl selenoxide in 92% yield by oxidation of divinyl selenide with sodium periodate. At the action of S-nucleophiles on the divinyl selenoxide it is reduced to divinyl selenide. The reaction of divinyl selenide with an equimolar amount of sulfuryl chloride or bromine led to halogenation products at the selenium atom: divinylselenium dichloride and divinylselenium dibromide. A rearrangement was discovered of divinylselenium dibromide into vinyl(1,2-dibromoethyl)-selenide. The hydrolysis of divinylselenium dichloride results in divinyl selenide.
About the authors
E. O. Kurkutov
Favorskii Irkutsk Institute of Chemistry, Siberian Branch
Email: amosova@irioch.irk.ru
Russian Federation, ul. Favorskogo 1, Irkutsk, 664033
V. A. Potapov
Favorskii Irkutsk Institute of Chemistry, Siberian Branch
Email: amosova@irioch.irk.ru
Russian Federation, ul. Favorskogo 1, Irkutsk, 664033
S. V. Amosova
Favorskii Irkutsk Institute of Chemistry, Siberian Branch
Author for correspondence.
Email: amosova@irioch.irk.ru
Russian Federation, ul. Favorskogo 1, Irkutsk, 664033
Supplementary files
