The photochemical cycloaddition of acetylene to benzene and its simple derivatives leading ultimately to cyclooctatetraenes has enjoyed rather limited applicability. Previously, successful examples were confined to electron deficient acetylenes or activated aromatic systems.' Very recently, Bryce-
Photochemical cycloadditions of ethene and propene to benzene
β Scribed by Marlis F. Mirbach; Manfred J. Mirbach; Alfons Saus
- Publisher
- Elsevier Science
- Year
- 1977
- Tongue
- French
- Weight
- 199 KB
- Volume
- 18
- Category
- Article
- ISSN
- 0040-4039
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β¦ Synopsis
Addition of photoexcited benzene to olefinsgiveseither L.2-, 1.3-, or 1.4-adducts, depending on the nature of the olefin. The 1.3-addition of benzene to alkenes may proceed from the S l1 -state of benzene through a prefulvene intermediate or by a concerted meta addition. In some cases an exciplex intermediate has been proposed based on kinetic investigation. 2 The l.2-addition is believed to be the preferred product forming process when the adding olefins have certain donor or acceptor character. D. Bryce-Smith concluded from
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Diarylthioketones 1,2 , thiophosgene3, and thione carbonates 4 react with substituted alkenes under photochemical conditions to give thietanes and in some cases, 1,4-dithianes. It is known that thioparabanates, A, undergo photoreduction in ethanolic solution5. However, the formation of a small amoun