Synthesis of diindolocarbazoles by Ullmann reaction:: A rapid route to ladder oligo(p-aniline)s

被引:115
作者
Wakim, S [1 ]
Bouchard, J [1 ]
Blouin, N [1 ]
Michaud, A [1 ]
Leclerc, M [1 ]
机构
[1] Univ Laval, Dept Chem, Quebec City, PQ G1K 7P4, Canada
关键词
D O I
10.1021/ol048543r
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
New and facile synthesis of symmetric diindolocarbazoles was developed using the copper-catalyzed Ullmann reaction. The key step is a double-intramolecular cyclization reaction realized on N-alkyl-3,6-dibromo-2,7-bis(2'aminophenyl)carbazole derivatives which offers the desired symmetric ladder oligo(p-aniline)s. Depending upon the nature of the side- and/or end-groups, well-defined thin films and/or semiladder polymers could be obtained. These electroactive ladder oligomers may have great potential in organic electronics.
引用
收藏
页码:3413 / 3416
页数:4
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