Synthesis of 2,3-dibromobenzonorbornadiene and its cyclotrimerization into 5,18:6,11:12,17-trimethanotrinaphthylene

被引:33
作者
Cossu, S
DeLucchi, O
Lucchini, V
Valle, G
Balci, M
Dastan, A
Demirci, B
机构
[1] UNIV VENICE,DIPARTIMENTO CHIM,I-30123 VENICE,ITALY
[2] UNIV VENICE,DIPARTIMENTO SCI AMBIENTALI,I-30123 VENICE,ITALY
[3] CNR,CTR BIOPOLIMERI,I-35131 PADUA,ITALY
[4] ATATURK UNIV,FAC ART & SCI,DEPT CHEM,TR-25240 ERZURUM,TURKEY
关键词
D O I
10.1016/S0040-4039(97)01162-3
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The synthesis of 2.3-dibromobenzonorbornadiene ene 11 by high temperature bromination of 2-bromobenzonorbornadiene 9 allows the synthesis of the benzoannelated trimers, syn- and anti-5,18:6,11:12,17-trimethanotrinaphthylene 8. The syn isomer is a basket shaped molecule that displays unusual geometric and electronic features including bond length fixation of the central benzene ring as shown by X-ny diffraction (exocyclic bond 1.41 Angstrom, endocyclic bond 1.36 Angstrom). (C) 1997 Elsevier Science Ltd.
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页码:5319 / 5322
页数:4
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