Singlet oxygenation of 1,1,2,2-tetramesityl-1,2-disilirane la afforded the corresponding cyclic peroxide 3a . Trapping experiments and theoretical studies of the initially formed peroxidic intermediate were also carried out. Peroxonium ion type intermediate is required to rationalize the results. M
Formation of 1,2-dioxolane in the singlet oxygenation of cyclopropane
โ Scribed by Takeshi Akasaka; Koichiro Fukuoka; Wataru Ando
- Publisher
- Elsevier Science
- Year
- 1991
- Tongue
- French
- Weight
- 297 KB
- Volume
- 32
- Category
- Article
- ISSN
- 0040-4039
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Tetraphenylporphyrin-sensitized photooxygenation of cycloheptatriene afforded the 1,2-dioxetane (3 ) in 9% yield, %% thus completing the set of possible cycloa dition products; the 1,2-dioxetane (&$ 1s the precursor to the benzaldehyde product, but not the (2+6)-cycloadduct (&).
Photosensitized singlet oxygenation of 1,3,5-cyclooctatriene affords the (4.2.2)-and (2.2.2)-type endoperoxides, which were reduced with diimide, thermally isomerized, and deoxygenated with triphenylphosphine. Cycloocta-1,3,5-triene (k) is a versatile substrate for cycloaddition in view of its dive