Bromination of 2,3-dibromobenzobarrelene at different conditions: Highly brominated benzobicyclic systems

Dastan A.

TURKISH JOURNAL OF CHEMISTRY, cilt.26, sa.4, ss.535-546, 2002 (SCI-Expanded) identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 26 Sayı: 4
  • Basım Tarihi: 2002
  • Dergi Adı: TURKISH JOURNAL OF CHEMISTRY
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus, TR DİZİN (ULAKBİM)
  • Sayfa Sayıları: ss.535-546
  • Atatürk Üniversitesi Adresli: Evet

Özet

The electrophilic addition of bromine to 2,3-dibromobenzobarrelene at 10degreesC led to the formation of completely rearranged products in high yield. Bromination of 2,3-dibromobenzobarrelene with molecular bromine in decalin at 150degreesC and with DBTCE in CCl(4) at 77degreesC gave rearranged and non-rearranged products. The radical and ionic mechanism are discussed. All compounds were characterized properly. by NMR spectroscopy and chemical transformation.