- Turkish Journal of Chemistry
- Vol: 26 Issue: 4
- Bromination of 2,3-Dibromobenzobarrelene at Different Conditions: Highly Brominated Benzobicyclic Sy...
Bromination of 2,3-Dibromobenzobarrelene at Different Conditions: Highly Brominated Benzobicyclic Systems
Authors : Arif Daştan
Pages : 535-546
View : 8 | Download : 5
Publication Date : 9999-12-31
Article Type : Makaleler
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.