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- Title
Photochemische Reaktionen 113. Mitteilung [1]. Zur Photospaltung konjugierter γ, δ-Epoxyenone: UV.-Bestrahlung von 5, 6-Epoxy-3,4-didehydro-5,6-dihydro-β-jonon.
- Authors
Murato, Kazuo; Wolf, Hans Richard; Jeger, Oskar
- Abstract
The Photoinduced Cleavage of Conjugated γ, δ-Epoxyenones: UV.-Irradiation of 5,6-Epoxy-3, 4-didehydro-5,6-dihydro-β-ionone On 1n, π*-excitation (λ ≥ 347 nm) in pentane or CClF2CFCl2 ( E)- 1 is isomerized to the dihydrofurane ( E/Z)- 2 as well to the ethers 3 and 5. Besides these products the isomeric cyclopropane derivative ( E)- 4 and the acetal 6 are obtained in methanol. The detection of 6 indicates the formation of an intermediate ketoniumylide a which may give 6 by addition of methanol. − On 1π, π*-excitation (λ=254 nm) in acetonitrile- d3, CClF2CFCl2 or pentane ( E)- 1 yields almost exclusively ( E)- 2. In methanol 6 is obtained in addition to ( E/Z)- 2, but no ( E)- 4 and 5 is formed.
- Publication
Helvetica Chimica Acta, 1980, Vol 63, Issue 8, p2212
- ISSN
0018-019X
- Publication type
Article
- DOI
10.1002/hlca.19800630811