Tetrahedron p. 5841 - 5848 (1986)
Update date:2022-08-03
Topics:
Elnagar, H.Y.
Chow, K.H.
Johnson, A.T.
Somanathan, R.
Nunez, P.
et al.
The preparations and silver-assisted acetolyses of the 1-methoxy (5), 1-methyl (6), 1-carbomethoxy (7), and 1-nitro (8) derivatives of trans-7,8-dichlorodibenzobicyclo <2.2.2> octa-2,5-dienes are described.Rearranged products possessing the dibenzobicyclo <3.2.1> octadiene skeleton were identified.With compound 5, the P8:P7 ratio (ratio of products derived from ionizations of C8-Cl and C7-Cl bonds) was 1.3.For 6 and 7, the corresponding P8:P7 ratios were 0.4 and 33 respectively.Acetolysis of 8 led to products in detectable quantities from ionization of the C8-Cl bond only.The data support the proposal by Cristol that the transition states for these solvolytic rearrangements more closely resemble phenonium ion-like intermediates than benzyl cations.
View MoreTaixing Shenfeng Chemical Co., Ltd.
Contact:+86-523-87117033, 87117666
Address:4# Yinsanlu, Huangqiao town, Taixing, Jiangsu, China.
Guangxi Shanyun Biochemical Science and Technology Co., Ltd
Contact:+86-0772--6828887
Address:#2 Industrial Park of Luzhai County, Liuzhou, Guangxi, China
Xian Changyue Biological Technology Co., Ltd.
website:https://www.xachangyue.com/
Contact:+86-029-88211911
Address:Keji Road NO.70
Beijing Mashi Fine Chemical Co.,Ltd.
Contact:+86-10-61271592
Address:Room 506, Section B, Kaichi Mansion, Industrial Development
Contact:
Address:308# dongwu avenue dongxihu district wuhan city
Doi:10.1002/jms.1873
(2011)Doi:10.1039/b709861h
(2007)Doi:10.1016/j.bmc.2008.08.053
(2008)Doi:10.1016/S0040-4039(00)94275-8
(1986)Doi:10.1248/cpb.34.2397
(1986)Doi:10.1021/acs.orglett.8b03337
(2018)
