Synthesis of Cyclic Peroxides Containing the Si-gem-bisperoxide Fragment. 1,2,4,5,7,8-Hexaoxa-3-silonanes as a New Class of Peroxides

• Published in: Journal of organic chemistry Vol. 73; no. 8; pp. 3169 - 3174
• Main Authors: Terent'ev, Alexander O., Platonov, Maxim M., Tursina, Anna I., Chernyshev, Vladimir V., Nikishin, Gennady I.
• Format: Journal Article
• Language: English
• Published: United States American Chemical Society 18-04-2008
• ISSN: 0022-3263; 1520-6904
• DOI: 10.1021/jo7027213

A method was developed for the synthesis of the previously unknown class of organic peroxides, 1,2,4,5,7,8-hexaoxa-3-silonanes, based on the reaction of dialkyldichlorosilanes with 1,1‘-dihydroperoxyperoxides. 1,2,4,5,7,8-Hexaoxa-3-silonanes are rather stable under ambient conditions and were characterized by NMR spectroscopy, X-ray diffraction, and elemental analysis. Their yields are in a range of 59−96%. The attempts were made to prepare 1,2,4,5-tetraoxa-3-silinanes by the reaction of dialkyldichlorosilanes with gem-bishydroperoxides. 1,2,4,5-Tetraoxa-3-silinanes were detected by NMR spectroscopy; these compounds rapidly decompose upon isolation.