Arif DAŞTAN

99102

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

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.

Anahtar Kelimeler:

benzobarrelene, high temperature bromination, Wagner-Meerwein rearrangement and poly-bromides.

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

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.,

Turkish Journal of Chemistry-Cover

ISSN: 1300-0527
Yayın Aralığı: 6
Yayıncı: TÜBİTAK

Arşiv

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