A facile approach toward 1, 2-diazabenzo[ghi]perylene derivatives: structures and electronic properties. Issue 50 (7th June 2017)

• Record Type: Journal Article
• Authors: Wei, Haipeng; Qiu, Tiancheng; Huang, Xiaobo; Zhou, Jun; Guo, Jing; Jiang, Chuanling; Luo, Shenglian; Zeng, Zebing; Wu, Jishan
• Is Part Of: Chemical communications. Volume 53:Issue 50(2017)
• Page Start: 6740
• Page End: 6743
• Publication Date: 2017-06-07
• Subjects: Chemistry -- Periodicals; 540
• DOI: 10.1039/c7cc03362a
• Languages: English
• ISSNs: 1359-7345

Abstract

Abstract : Novel pyridazine-fused perylenes are synthesized via simple intermolecular oxidative coupling followed by a condensation strategy, in which attractive structural and electronic features are observed. 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.