Diels-alder adduct of hexakis(trifluoromethyl)benzvalene with cyclobutadiene

✍ Scribed by Yoshiro Kobayashi; Itsumaro Kumadaki; Akio Ohsawa; Yuji Hanzawa; Masamitsu Honda; Wakako Miyashita; Yoichi Iitaka

• Book ID: 104235903
• Publisher: Elsevier Science
• Year: 1977
• Tongue: French
• Weight: 203 KB
• Volume: 18
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/s0040-4039(01)83606-6

✦ Synopsis

Following the thermolysis of 1,2,3,4,5,6-hexakis(trifluoromethyl)tetracyclo-[4.4.0.0 2,4.93,5]d eta-7,9-diene (I)l), photolysis of I was investigated, since C4(CF3)4 compounds had been expected to be obtained. 2) However, irradiation of I with a low pressure mercury lamp gave a mixture (1:l) of two isomers (II and III) of I. The compounds (II and III) were also obtained by the Diels-Alder reaction of hexakis(trifluoromethyl)benzvalene (IV) with cyclobutadiene (V). (Chart 1.) While our work had been in progress, Warrener et al. 3) reported that the Diels-Alder reaction of IV with V gave the same products as ours.