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- Title
Photochemische Reaktionen. 121. Mitteilung. Zur Photochemie von ε,ζ-Methano-α,γ-dienonen und 7,8-Methano-1,3,5-trienen.
- Authors
Ishii, Keitaro; Frei, Bruno; Wolf, Hans Richard; Jeger, Oskar
- Abstract
Photochemistry of ε,ζ-Methano-α,γ-dienones and 7,8-Methano-1,3,5-trienes Irradiation of the δ-cyclopropyl-dienone ( E)- 6 (λ ≥ 347 nm) gives ( Z)- 6, 10 (1,5-sigmatropic H-shift), ( E/Z)- 9 (electrocyclic process involving C(ε), C(ζ)-cleavage) and 11 (ring opening). The corresponding 6-cyclopropyl-triene ( E)- 7 gives on singlet excitation (δ > 280 nm) 14 (1,5-sigmatropic H-shift) and, to a smaller extent, the bicyclo [3.2.0] heptenyl-dienes ( E/Z)- 13. However, on triplet excitation (λ ≥ 347 nm, benzophenone) ( E)- 7 gives ( E/Z)- 13 as the main products. On both 1π,π*- and 3π,π*-excitation, ( Z)- 7 and 15 are formed in small amounts.
- Publication
Helvetica Chimica Acta, 1981, Vol 64, Issue 5, p1235
- ISSN
0018-019X
- Publication type
Article
- DOI
10.1002/hlca.19810640502