- 著者
-
Hiroshi Ikeda
Kazuki Matsuo
Yasunori Matsui
Masaya Matsuoka
Kazuhiko Mizuno
- 出版者
- The Chemical Society of Japan
- 雑誌
- Bulletin of the Chemical Society of Japan (ISSN:00092673)
- 巻号頁・発行日
- pp.1104260289, (Released:2011-05-07)
- 参考文献数
- 67
- 被引用文献数
-
3
The mechanism of the Cope rearrangement of 1,5-hexadienes remains controversial. Two pathways for the rearrangement of 2,5-diphenyl-1,5-hexadiene have been debated over the past several decades. The first is a concerted route that takes place via a pericyclic transition state and the other is a stepwise process via a biradical intermediate or biradicaloid transition structure. In this study, we explored a new intramolecular trapping approach to examine the possible existence of the putative biradical that might intervene in the stepwise Cope rearrangement. For this purpose, a study was carried out in which a 1,5-hexadiene, bearing two lophyl radicals at C2 and C5 positions, moieties capable of trapping a putative biradical intermediate intramolecularly, was designed, generated, and characterized both experimentally and with density functional theory.