Improved simple synthesis of cyclic sulfates from trimethylsilyl chlorosulfonate

Improved simple synthesis of cyclic sulfates from trimethylsilyl chlorosulfonate

Reaction of iodosobenzene and trimethylsilyl chlorosulfonate followed by removal of the solvent and trimethylchlorosilane gives phenyliodosulfate. This can be used without further purification to prepare cyclic sulfates from alkenes, including vinylsilanes. Previous results have shown that if the tr...

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Veröffentlicht in:Canadian journal of chemistry 2000-11, Vol.78 (11), p.1479-1483
Hauptverfasser: Bassindale, Alan R, Katampe, Ibrahim, Taylor, Peter G
Format: Artikel
Sprache:eng
Schlagworte:
Alkenes
Chemical bonds
Chemistry
Chlorine
Organometallic compounds
Silicon
Silicon compounds
Sulfates
Sulfur
Sulphur compounds
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Zusammenfassung:Reaction of iodosobenzene and trimethylsilyl chlorosulfonate followed by removal of the solvent and trimethylchlorosilane gives phenyliodosulfate. This can be used without further purification to prepare cyclic sulfates from alkenes, including vinylsilanes. Previous results have shown that if the trimethylchlorosilane is not removed, sultones are formed and a possible explanation of this behaviour is given.Key words: silicon, vinylsilanes, cyclic sulfate, phenyliodosulfate.
ISSN:0008-4042
1480-3291
DOI:10.1139/v00-050