Bromination of 2,3-Dibromobenzobarrelene at Different Conditions: Highly Brominated Benzobicyclic Systems

Authors : Arif DAŞTAN

Pages : 535-546

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Publication Date : 0000-00-00

Article Type : Research Paper

Abstract :The electrophilic addition of bromine to 2,3-dibromobenzobarrelene at 10oC led to the formation of completely rearranged products in high yield. Bromination of 2,3-dibromobenzobarrelene with molecular bromine in decalin at 150oC and with DBTCE in CCl4 at 77oC gave rearranged and non-rearranged products. The radical and ionic mechanism are discussed. All compounds were characterized properly, by NMR spectroscopy and chemical transformation.
Keywords : benzobarrelene, high temperature bromination, Wagner Meerwein rearrangement and poly bromides