Some photochemical rearrangements of vinylcyclopentadienes. Mechanistic and exploratory organic photochemistry

HE Zimmerman, WD Ramsden

Index: Zimmerman, Howard E.; Ramsden, William D. Canadian Journal of Chemistry, 1984 , vol. 62, p. 2592 - 2611

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Citation Number: 4

Abstract

The photochemistry of 2, 3-diphenyl-1, 4, 5-trimethyl-5-vinylcyclopentadiene and 1, 2- diphenyl-3, 4, 5-trimethyl-5-vinylcyclopentadiene was studied. The triplet of the 2, 3-diphenyl isomer was found to undergo a 1, 5-vinyl migration; in contrast, the 1, 2-diphenyl diene was unreactive. On direct irradiation, in addition to vinyl migration, four photoproducts were formed from the cyclopentadienes. These were shown to be 5, 6-diphenyl-1, 2, 7- ...