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A Diindole-fused Corannulene Imide Derivative: Synthesis and Properties

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A diindole-fused corannulene imide derivative was synthesized through two steps, Suzuki coupling and subsequent reductive cyclization reaction. Fusing indole rings to corannulene imide led to significantly red-shifted absorption, a lower… Click to show full abstract

A diindole-fused corannulene imide derivative was synthesized through two steps, Suzuki coupling and subsequent reductive cyclization reaction. Fusing indole rings to corannulene imide led to significantly red-shifted absorption, a lower HOMO–LUMO band gap, and a lower bowl-to-bowl inversion barrier than those of corannulene imide. The heterocycles also decreased the aromaticity of the rings of corannulene moiety adjacent to heterocycles.

Keywords: corannulene; imide derivative; fused corannulene; corannulene imide; diindole fused; derivative synthesis

Journal Title: Chemistry Letters
Year Published: 2018

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