The photochemistry of 8-methyl 1-2, 3-benzobicyclo [4.2. 0] octa-2, 4, 7-triene

CO Bender, DL Bengtson, D Dolman…

Index: Bender, Christopher Owen; Bengtson, Donald Laverne; Dolman, Douglas; Mckay, Ryan Todd Canadian Journal of Chemistry, 1994 , vol. 72, # 6 p. 1556 - 1564

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Citation Number: 7

Abstract

8-Methyl-2, 3-benzobicyclo [4.2. 0] octa-2, 4, 7-triene (20) was prepared by Shapiro reaction from 8-methyl-2, 3-benzobicyclo [4.2. 0] octa-2, 7-dien-4-one (19). Triene 20 was found to be thermally and photochemically reactive. 6-Methylbenzocyclooctatetraene (ie, 6-methyl COT 21) was the unique product formed when solutions of 20 were heated at 150° C for 10 h. The direct irradiation of triene 20 gave 6-methylbenzosemibullvalene (ie, SB 22, 46%, Φ= ...