This paper describes the synthesis of various π-extended
carbazole dimers via intramolecular oxidative cyclization using a
chain precursor consisting of two carbazole units bridged by a nitrogen
atom. A careful selection of the reaction conditions using 2,3-dichloro-5,6-dicyano-p-benzoquinone/sulfonic acid enabled the selective synthesis
of a π-extended analogue with an angular (L-shape) structure
in moderate yield. The preferential positions for the bonding of the
two carbazole units in this π-extended derivative were determined
by performing density functional theory calculations.
scite is a Brooklyn-based organization that helps researchers better discover and understand research articles through Smart Citations –citations that display the context of the citation and describe whether the article provides supporting or contrasting evidence. scite is used by students and researchers from around the world and is funded in part by the National Science Foundation and the National Institute on Drug Abuse of the National Institutes of Health.