Journal of Organic Chemistry p. 2202 - 2206 (1983)
Update date:2022-07-29
Topics:
Lamberts, Joseph J. M.
Laarhoven, Wim H.
The photochemical rearrangements of phenyl-substituted benzobicyclo<3.1.0>hex-2-enes can generally be explained by assuming that homolytic fission of that cyclopropane bond which leads to the most stable diradical is the primary step.The final products are formed by 1,2 hydrogen shifts in the intermediate.An exception to this general pattern was observed with 5-phenylbenzobicyclo<3.1.0>hex-2-ene (5).The photoproducts of 5 could only be explained by assuming reverse di-?-methane rearrangements followed by 1,3 hydrogen shifts.It is argued that this reaction path is followed because of the high rate to the back-reaction of the homolytic bond fission of 5.
View MoreContact:+86-371-86058576
Address:NO.32, Jingsan Road, Zhengzhou, China
Contact:+86-25-85281586
Address:13F,Bld2#,South of Longpan Road
Suzhou Ryan Pharmachem Technology Co.,Ltd
Contact:+86-0512-68780025
Address:B-301,No.2 Taishan Road,Suzhou New District,Jiangsu,P.R. China
Changzhou Sunsheng Chem Co., Ltd
Contact:+1-(989)-854-0648
Address:No. 28 Yinshan Rd., Xixiashu Industrial Park
Contact:+86-021-50792271
Address:Building 24A, 300 Chuantu Road, Chuansha, Pudong new area, Shanghai, China, 201202
Doi:10.1016/j.jorganchem.2005.01.050
(2005)Doi:10.1016/S0040-4039(00)85816-5
(1982)Doi:10.1039/b313119j
(2004)Doi:10.1021/ja01341a046
(1932)Doi:10.1055/s-1983-30401
(1983)Doi:10.4039/Ent134403-3
(1931)