Trimethylsilyl group migrations in cryogenic ozonolysis of trimethylsilylethene: Evidence for nonconcerted primary ozonide decomposition pathway

Authors
Fajgar, R Roithova, J Pola, J
Citation
R. Fajgar et al., Trimethylsilyl group migrations in cryogenic ozonolysis of trimethylsilylethene: Evidence for nonconcerted primary ozonide decomposition pathway, J ORG CHEM, 66(21), 2001, pp. 6977-6981
Citations number
52
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
JOURNAL OF ORGANIC CHEMISTRY
ISSN journal
00223263 → ACNP
Volume
66
Issue
21
Year of publication
2001
Pages
6977 - 6981
Database
ISI
SICI code
0022-3263(20011019)66:21<6977:TGMICO>2.0.ZU;2-1
Abstract
The identification of trimethylsiloxy-1,2-dioxetane and 2-trimethylsilylope roxyacetaldehyde and assignment of trimethylsiloxymethyl formate as product s of the low-temperature ozonolysis of trimethylsilylethene demonstrate fea sibility of migrations of trimethylsilyl group in a dioxygen-centered (oxyp eroxy) diradical produced via a homolytic cleavage of each of both O-O bond s in the primary ozonide. The results provide the first experimental eviden ce on the nonconcerted decomposition of the primary ozonide.