Photochemical nucleophile-olefin combination, aromatic substitution (photo-NOCAS) reaction. Part 6: methanol, nonconjugated dienes, and 1, 4-dicyanobenzene

DR Arnold, KA McManus, X Du

文献索引：Arnold, Donald R.; McManus, Kimberly A.; Du, Xinyao Canadian Journal of Chemistry, 1994 , vol. 72, # 2 p. 415 - 429

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被引用次数: 16

摘要

Irradiation, through Pyrex, of an acetonitrile-methanol (3: 1) solution of 1, 4-dicyanobenzene (1) and 1, 5-hexadiene (9) leads to formation of ortho and meta cyclic adducts (13-16) arising from the intermediate exciplex. There was no evidence for interaction between the two double bonds of this nonconjugated diene. The oxidation potential of 9 is high enough (> 3 V vs. sce) to preclude single electron transfer (SET); no photo-NOCAS products are ...