The preparation of stable alpha-chlorosulfenyl chlorides from sterically crowded tetramethylcyclobutanethiones and chlorine

Citation
Kn. Koch et al., The preparation of stable alpha-chlorosulfenyl chlorides from sterically crowded tetramethylcyclobutanethiones and chlorine, EUR J ORG C, (1), 1999, pp. 83-86
Citations number
41
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
ISSN journal
1434193X → ACNP
Issue
1
Year of publication
1999
Pages
83 - 86
Database
ISI
SICI code
1434-193X(199901):1<83:TPOSAC>2.0.ZU;2-K
Abstract
The sterically crowded 2,2,4,4-tetramethyl-3-thioxocyclobutanone (7) and it s dithio analogue 9 were found to react readily with gaseous chlorine to af ford 1:1 and 1:2 adducts, respectively. The stable, crystalline products we re identified as the alpha-chlorosulfenyl chlorides 8 and 12 which yielded corresponding disulfides after treatment with equimolar amounts of thioacet ic acid.