SYNTHESIS OF 2,3-DIBROMOBENZONORBORNADIENE AND ITS CYCLOTRIMERIZATIONINTO 5,18-6,11-12,17-TRIMETHANOTRINAPHTHYLENE

Authors
COSSU S DELUCCHI O LUCCHINI V VALLE G BALCI M DASTAN A DEMIRCI B
Citation
S. Cossu et al., SYNTHESIS OF 2,3-DIBROMOBENZONORBORNADIENE AND ITS CYCLOTRIMERIZATIONINTO 5,18-6,11-12,17-TRIMETHANOTRINAPHTHYLENE, Tetrahedron letters, 38(30), 1997, pp. 5319-5322
Citations number
16
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
38
Issue
30
Year of publication
1997
Pages
5319 - 5322
Database
ISI
SICI code
0040-4039(1997)38:30<5319:SO2AIC>2.0.ZU;2-V
Abstract
The synthesis of 2.3-dibromobenzonorbornadiene ene 11 by high temperat ure bromination of 2-bromobenzonorbornadiene 9 allows the synthesis of the benzoannelated trimers, syn- and anti-5,18:6,11:12,17-trimethanot rinaphthylene 8. The syn isomer is a basket shaped molecule that displ ays unusual geometric and electronic features including bond length fi xation of the central benzene ring as shown by X-ny diffraction (exocy clic bond 1.41 Angstrom, endocyclic bond 1.36 Angstrom). (C) 1997 Else vier Science Ltd.