Photolysis of 2-amino- and 2-methylamino-1,4-naphthoquinone |
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| Affiliation: | 1. Department of Chemistry, Potchefstroom University for CHE, Potchefstroom 2520, South Africa;2. National Chemical Research Laboratory, Council for Scientific and Industrial Research, Pretoria 0001, South Africa;1. Department of Chemistry and Biomolecular Science, Faculty of Engineering, Gifu University, 1-1 Yanagido, Gifu 501-1193, Japan;2. Field of Biological Molecular Sciences, United Graduate School of Drug Discovery and Medical Information Sciences, Gifu University, 1-1 Yanagido, Gifu 501-1193, Japan;3. Regeneration and Advanced Medical Sciences, Graduated School of Medicine, Gifu University, 1-1 Yanagido, Gifu 501-1194, Japan;1. School of Chemical Engineering, Purdue University, West Lafayette, IN 47907, USA;2. Eli Lilly and Company, Small Molecule Design and Development, Lilly Research Laboratories, Indianapolis, IN 46285, USA;1. School of Biological Engineering, Tianjin University of Science and Technology, #29, 13th Avenue, TEDA, Tianjin 300457, China;2. Tianjin Binjiang Pharma, Inc., #238 Baidi Road, Nankai District, Tianjin 300192, China;3. Tianjin Key Laboratory of Radiation Medicine and Molecular Nuclear Medicine, Institute of Radiation Medicine, Chinese Academy of Medical Sciences & Peking Union Medical College, #238 Baidi Road, Nankai District, Tianjin 300192, China |
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| Abstract: | Pyrex-filtered sunlight irradiation of solutions of 2-amino-1,4-naphthoquinone unexpectedly failed to produce cyclobutane dimers. Irradiation in acetic anhydride led to the formation of the trimeric 6-[3'-amino-2'-(1,4-naphthoquinonyl)]-dibenzo[b,h]carbazole-5,13:7,12-diquinone as well as 3,3'-diaraino-2,2'-bi-1,4-naphthoquinonyl and diben=zo[b,h]carbazole-5,13;7,12-diquinone. Similar treatment of 2-methyl=amino-1,4-naphthoquinone afforded 6-[3'-methylamino-2'-(1,4-naphthoqui=nonyl)]-dibenzo[b,h]carbazole-5,13:7,12-diquinone and 6-methyl-dibenzo=[b,h]carbazole-5,13:7,12-diquinone. |
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