Substituent effects in arosemibullvalene photochemistry: the methylcyclopropane rearrangement of 1, 8-dimethylbenzosemibullvalene

…, D Dolman, CEL Herle, SF O'Shea

文献索引：Bender, Christopher Owen; Bengtson, Donald Laverne; Dolman, Douglas; Herle, Carolyn Elaine L.; O'Shea, Seamus Francis Canadian Journal of Chemistry, 1982 , vol. 60, p. 1942 - 1952

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被引用次数: 17

摘要

1, 6-and 1, 8-Dimethylbenzotricyclo [3.3. 0.02, 8] octa-3, 6-diene (16 and 14) are the major semibullvalene products formed from acetophenone sensitized irradiations of the barrelenes 2, 6-and 2, 3-dimethyl-1, 4-dihydro-1, 4-ethenonaphthalene (37 and 22), respectively (Φ37→ 16= 0.65; Φ22→ 14= 0.57). The direct (Φ14= 0.017) or chlorobenzene sensitized (Φ14= 0.12) irradiation of 14 yields 2, 3-benzo-5-methyl-6-methylenebicyclo [3.3. 0] octa-2 ...