Turkish Journal of Chemistry
DOI
-
Abstract
The electrophilic addition of bromine to 2,3-dibromobenzobarrelene at 10^oC led to the formation of completely rearranged products in high yield. Bromination of 2,3-dibromobenzobarrelene with molecular bromine in decalin at 150^oC and with DBTCE in CCl_{4} at 77^oC 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.
First Page
535
Last Page
546
Recommended Citation
DAŞTAN, ARİF (2002) "Bromination of 2,3-Dibromobenzobarrelene at Different Conditions: Highly Brominated Benzobicyclic Systems," Turkish Journal of Chemistry: Vol. 26: No. 4, Article 10. Available at: https://journals.tubitak.gov.tr/chem/vol26/iss4/10
