M. Balci, M. Harmandar
1988
Citations
0
Influential Citations
8
Citations
Journal
Tetrahedron
Abstract
Abstract The bromination of 3-bromo-6,7-benzobicyclo [3.2.1] octa-2,6-diene at -50°C has been found to give only one product, the tribromide 8 produced via Wagner-Meerwein rearrangement with accompanying aryl migration. The bromination at 0°C produced nonrearranged tribromides beside the rearranged tribromide and the ketone 12. The structures of the products were determined by 1 H-, 13 C-NMR data and single X-ray structural analysis. The addition mechanism is discussed in terms of exo- and endo-attack.