Synthesis of diindolocarbazoles by Ullmann reaction: a rapid route to ladder oligo(p-aniline)s.
[structure: see text] 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.
Wakim
Salem
S
Department of Chemistry, Université Laval, Quebec City, QC, Canada G1K 7P4.
Bouchard
Jimmy
J
Blouin
Nicolas
N
Michaud
Alexandre
A
Leclerc
Mario
M