Journal of Organic Chemistry p. 3501 - 3507 (1988)
Update date:2022-09-26
Topics:
Shields, Charles J.
Falvey, Daniel E.
Schuster, Gary B.
Buchardt, Ole
Nielsen, Peter E.
Direct irradiation of 4-<(dimethylamino)carbonyl>phenyl azide (DAA) in an inert solvent with UV light causes ring expansion to an inermediate dehydroazepine and eventual isolation of 4,4'-azobis<<(dimethylamino)carbonyl>benzene> (AZB).The dehydroazepine can be trapped with nucleophilic reagents to give substituted 3H-azepines.The photochemistry of DAA takes a different course when it is sensitized by pyrene, 1-acetamidopyrene (5), or 9-acetamidoacridine (2).Under these conditions, single-electron transfer occurs in competition with energy transfer as evidenced by detection of radical ions in laser transient absorption spectroscopy and by formation of 4-<(dimethylamino)carbonyl>aniline (DAH) as a major product.Energy transfer and electron transfer compete also when the sensitizer and the aryl azide are linked together by a flexible chain of methylene groups.These results have particular significance for the application of such compounds to phtolabeling experiments.
View MoreContact:+86-025-52406782
Address:8 Taizishan Rd., Yanjiang Industrial Development Area, Nanjing, Jiangsu, China.
Guangxi Bonger Pharmaceutical Co., Ltd
website:http://napo.lookchem.com/
Contact:+86-18817331185
Address:Donghai Industrial Zone, Tiandong Country,Guangxi,China
Beijing Huikang Boyuan Chemical Tech Co.,LTD
Contact:+86-10-68862197
Address:No.7 Haiying Road,Science City,Fengtai District,Beijing,China
Shanghai Yurui Biotechnology(Anyang) Pharmaceutical Co., Ltd
Contact:+86-0372-3662335 +86-0372-3661988
Address:hanling industrial park anyang
website:http://www.oceanchem-group.com
Contact:86-536-8596048
Address:9th floor,Building B future Plaza, No.88.Fenghuang Street,Weifang,Shandong,China
Doi:10.1021/ic100673b
(2010)Doi:10.1039/b711802c
(2008)Doi:10.1002/jhet.5570220361
(1985)Doi:10.1016/j.bmcl.2007.10.073
(2008)Doi:10.1002/ejoc.201200984
(2013)Doi:10.1039/jr9570000516
(1957)