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Issue 50, 2017
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A facile approach toward 1,2-diazabenzo[ghi]perylene derivatives: structures and electronic properties

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Abstract

A new class of pyridazine fused aromatics, 1,2-diazabenzo[ghi]perylenes, is conveniently synthesized from 2,7-dihydroxynaphthalene via intermolecular oxidative coupling followed by a condensation reaction. These new compounds are fully characterized via X-ray crystallographic analysis, optical spectroscopy and electrochemistry, in addition to DFT calculations. They show a twisted structure and unique P-/P- and M-/M-enantiomer pairs are observed in their single crystals. They exhibit intramolecular charge transfer character and emit at a longer wavelength with a larger Stokes shift compared with their all-carbon analog.

Graphical abstract: A facile approach toward 1,2-diazabenzo[ghi]perylene derivatives: structures and electronic properties

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Publication details

The article was received on 01 May 2017, accepted on 25 May 2017 and first published on 25 May 2017


Article type: Communication
DOI: 10.1039/C7CC03362A
Citation: Chem. Commun., 2017,53, 6740-6743
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    A facile approach toward 1,2-diazabenzo[ghi]perylene derivatives: structures and electronic properties

    H. Wei, T. Qiu, X. Huang, J. Zhou, J. Guo, C. Jiang, S. Luo, Z. Zeng and J. Wu, Chem. Commun., 2017, 53, 6740
    DOI: 10.1039/C7CC03362A

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