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Visible light induced ‘on water’ benzylic bromination with N-bromosuccinimide
Authors:Ajda Podgor&scaron  ek,Marko Zupan
Affiliation:a ‘Jo?ef Stefan’ Institute, Jamova 39, 1000 Ljubljana, Slovenia
b Faculty of Chemistry and Chemical Technology, University of Ljubljana, Ašker?eva 5, Ljubljana, Slovenia
Abstract:Benzylic bromination of various 4-substituted toluenes (Me, tert-Bu, COOEt and COMe) was effectively conducted with NBS in pure water and with a 40 W incandescent light-bulb as an initiator of the radical chain process, while electron donating groups (OMe and NHAc) directed the reaction to electrophilic aromatic substitution.
Keywords:Water   Halogenation   Benzyl bromination   Radical reactions   N-Bromosuccinimide   Aqueous media
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