Journal of the Chemical Society. Perkin transactions I p. 1461 - 1466 (1996)
Update date:2022-08-05
Topics:
Moriwaki, Hiroshi
Matsumoto, Takashi
Nagai, Toshikazu
Oshima, Takumi
The photoreactions of diphenylhomobenzoquinones 1a-d bearing 2-bromo and 2-methyl substituents have been investigated in the presence of amine donors. The products of these reactions are much dependent on the substituents and the nature of added amines. Irradiation of 1-bromo substituted diphenylhomobenzoquinone 1a with triethylamine (TEA) resulted in ring-opening of the fused-cyclopropane moiety to give 2-diphenylmethyl- 1,4-benzoquinone 3a. However, the photoreaction of 1a with N,N-dimethylaniline (DMA) yielded the 1:1 animated bicyclic dione 4a and bis(p-dimethylamino-phenyl)methane 7 along with 3a. In contrast, irradiation of 1-methyl substituted diphenylhomobenzoquinones 1b-d with TEA brought about hydrogenation of the C=C double bond to give the bicyclic diones 8b-d. Similar photoreaction of 1b,c with DMA provided only the 1:1 animated bicyclic diones 4b,c, although the trimethyl substituted 1d remained essentially intact.
View MoreShanghai Longjin Metallic Material Co., Ltd.
website:http://www.shlongjin.cn/
Contact:021-56517503,56502257
Address:No.16, Lane 555, Chengyin Road, Shanghai
Qingdao Pana-Life Biochem Co.,Ltd.
Contact:86-532-87683902
Address:No.967 Dalao Road, Licang Zone, Qingdao City,Shandong, China 266021
Contact:+86 512 6287 2180
Address:398 Ruoshui Road, Suzhou Industrial Park, Suzhou, Jiangsu, P. R. China
Shandong General Materials Co.,Ltd（Shandong Aoertong Chemical Co., Ltd）
Contact:86-531-88072280
Address:No. 1825 Hualong Road, Licheng District, Jinan, Shandong, China
Nanjing Spring & Autumn Biological Engineering Co., Ltd.
Contact:86-180510-83338
Address:Suite# 210, No. 1 BuildingNanjing Agricultural Biotechnology High-tech Entrepreneurship Center, No. 4 Tongwei Road, Xuanwu District, Nanjing,China
Doi:10.1021/jo01156a018
(1949)Doi:10.1021/jm00194a004
(1979)Doi:10.1002/anie.200904745
(2010)Doi:10.1021/jm00195a003
(1979)Doi:10.1021/jm00195a014
(1979)Doi:10.1039/b315817a
(2004)
