Studies in organic photochemistry. Part X. The photochemical addition of cyclohexene-1,4-diones to olefins and acetylenes
- 1 January 1969
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society C: Organic
- No. 1,p. 105-114
- https://doi.org/10.1039/j39690000105
Abstract
Illumination (λ > 325 mµ) of the ene-1,4-diones (Ia)—(Ie) in the presence of olefins and acetylenes gives derivatives of tetracyclo [8,2,1,02,9, 04,7] tridecane [e.g., (II)]. The reaction appears to involve an electrophilic 3(ππ*) state of the enedione which adds to the olefin via a transition state resembling the most stable biradical intermediate.Keywords
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