1. ChemInform Abstract: Photochemical Reactions of Hydroarenes with N-Bromosuccinimide
- Author
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Jin Lu, Qun Jiang, Zhi-Min Zong, Wei-Hong Zhang, and Xian-Yong Wei
- Subjects
chemistry.chemical_compound ,Chemistry ,Radical ,Acenaphthene ,Halogenation ,Dehydrogenation ,General Medicine ,N-Bromosuccinimide ,Photochemistry ,Hydrogen atom abstraction - Abstract
The photochemical reactions of 1,2,3,4-tetrahydronaphthalene (THN), 9,10-dihydrophenanthrene (DHP), 9,10-dihydroanthracene (DHA), and acenaphthene (AN) with N-bromosuccinimide (NBS) were investigated under N2 atmosphere at room temperature. The results show that the relative reactivities of the hydroarenes toward a photochemical reaction with NBS are THN < DHP < AN << DHA, which is consistent with the stabilities of the radicals produced by benzylic hydrogen abstraction from the hydroarenes. Photochemical reactions of THN and DHP mainly afforded dehydrogenated products, while the photobrominations of the dehydrogenated products from AN and DHA with NBS proceeded readily.
- Published
- 2010
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