The Sensitized Photooxidation of Cycloheptatriene (Tropilidene). Isolation and Thermal Isomerization of (4π+2π) Cycloadduct, 8,9-Dioxabicyclo[3.2.2]-2,6-nonadiene, and Preparation of Tropone

• Published in: Bulletin of the Chemical Society of Japan Vol. 51; no. 7; pp. 2131 - 2135
• Main Authors: Asao, Toyonobu, Yagihara, Morio, Kitahara, Yoshio
• Format: Journal Article
• Language: English
• Published: Tokyo The Chemical Society of Japan 01.07.1978; Chemical Society of Japan

The sensitized photooxidation of cycloheptatriene (tropilidene) in methanol afforded (4π+2π) cycloadduct; 8,9-dioxabicyclo[3.2.2]-2,6-nonadiene (1), 6-hydroxy-2,4-cycloheptadienone and 6-oxoheptadienal presumably derived from (6π+2π) cycloadduct, and small amounts of tropone and benzaldehyde. Mechan...