Photooxidation of 1,5-dithiacyclooctane. A novel carbon-sulfur bond cleavage

Autor: Christopher S. Foote, Chimin Sheu, Chee Liang Gu
Rok vydání: 1992
Předmět:
Zdroj: Journal of the American Chemical Society. 114:3015-3021
ISSN: 1520-5126
0002-7863
Popis: Sensitized photooxidation of 1,5-dithiacyclooctane (1,5-DTCO) has been investigated in various solvents. At high conversions, a novel C-S bond cleavage occurs. SigniFicant solvent effects are also observed. At high concentration (0.05-0.1 M) in methanol, more than 90% of the corresponding monosulfoxide and a mixture of cis- and trans-bissulfoxides are produced. In aprotic solvents (benzene, chloroform, acetone, and acetonitrile), novel cleavage products (1,2-ditluolane 1-oxide, 1,2-dithiolane 1,1-dioxide, and acrolein) were obtained in addition to the monosulfoxide and bissulfoxides
Databáze: OpenAIRE