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Photochemical cycloaddition of cyclooctyne to benzene

โœ Scribed by R.D. Miller; V.Y. Abraitys

Publisher
Elsevier Science
Year
1971
Tongue
French
Weight
208 KB
Volume
12
Category
Article
ISSN
0040-4039

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โœฆ Synopsis

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-Smith and co-workers' have reported the inefficient production of cyclooctatetraene (@ < 0.001) upon irradiation of benzene and acetylene, and have claimed the fonaa-

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โœ Marlis F. Mirbach; Manfred J. Mirbach; Alfons Saus ๐Ÿ“‚ Article ๐Ÿ“… 1977 ๐Ÿ› Elsevier Science ๐ŸŒ French โš– 199 KB

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 in