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Effects of chalcogen atom variation in chalcogenadiazole fused indolo[2,3-a]carbazoles

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Abstract

A series of chalcogenadiazole fused indolo[2,3-a]carbazoles 1–3 were prepared, wherein a chalcogen atom was varied from oxygen (O) to sulphur (S) to selenium (Se) in the chalcogenadiazole unit. A Cadogan ring closing reaction was used as the key synthetic step for the preparation of 1–3. The chalcogen alteration (O, S and Se) led to a significant change in the structural, optical and electrochemical properties of 1–3, indicating a subsequent change in their HOMO–LUMO energy levels. Density functional theory (DFT) calculations were performed to further support the experimentally observed trend.

Graphical abstract: Effects of chalcogen atom variation in chalcogenadiazole fused indolo[2,3-a]carbazoles

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Publication details

The article was received on 28 Nov 2017, accepted on 19 Mar 2018 and first published on 23 Mar 2018


Article type: Paper
DOI: 10.1039/C7NJ04661H
Citation: New J. Chem., 2018, Advance Article
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    Effects of chalcogen atom variation in chalcogenadiazole fused indolo[2,3-a]carbazoles

    S. Ghosh, N. R. Kumar and S. S. Zade, New J. Chem., 2018, Advance Article , DOI: 10.1039/C7NJ04661H

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