OXIDATION OF GAMMA-STANNYL SULFIDES BY MONOCHLORAMINE CB AND HYDROGEN-PEROXIDE

Authors
SHCHERBAKOV VI STOLYAROVA NE KURSKII YA
Citation
Vi. Shcherbakov et al., OXIDATION OF GAMMA-STANNYL SULFIDES BY MONOCHLORAMINE CB AND HYDROGEN-PEROXIDE, Russian chemical bulletin, 46(2), 1997, pp. 358-361
Citations number
22
Categorie Soggetti
Chemistry
Journal title
Russian chemical bulletin → ACNP
ISSN journal
10665285
Volume
46
Issue
2
Year of publication
1997
Pages
358 - 361
Database
ISI
SICI code
1066-5285(1997)46:2<358:OOGSBM>2.0.ZU;2-O
Abstract
The first gamma-trimethylstannyl sulfimide, Me3Sn(CH2)(3)S(=NSO2Ar)C5H 11-n, was synthesized by oxidative imination of Me3Sn(CH2)(3)SC5H11-n with ArSO2N(Na)Cl (Ar = C6H4Cl-4). Oxidation of gamma-trimethylstannyl sulfimide by an alkaline solution of H2O2 gave gamma-trimethylstannyl sulfoximide, Me3Sn(CH2)(3)S(O)(=NSO2Ar)C5H11-n, and gamma-trimethylst annyl sulfone, Me3Sn(CH2)(3)SO2C5H11-n, the latter compound resulting from hydrolysis of the arylsulfimide group. Oxidation of stannyl sulfi de by hydrogen peroxide yielded gamma-trimethylstannyl sulfoxide, Me3S n(CH2)(3)S(O)C5H11-n (under mild conditions) or gamma-trimethylstannyl sulfone (under more severe conditions).