Perylene with peripherally fused pyrrole and pyridine: columnar packing, anti-Kasha dual emission and reactive oxygen species generation

Simultaneously fusing pyrrole and pyridine at perylene's opposite edges is facilely achieved in this work, yielding PerNN and its various derivatives. All targets demonstrate global diamagnetic ring current. Benefiting from a spatially separated donor-acceptor group within one planar skeleton,...

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Veröffentlicht in:New journal of chemistry 2024-05, Vol.48 (2), p.914-919
Hauptverfasser: Cao, Jing, Zhang, Wenhao, Ding, Yeda, Zhang, Xuejin, Zhang, Yuanyuan, Qiao, Dan, Biao, Shumin, Dong, Xuefei, Song, Jiayi, Dai, Gaole, Zhao, Ruiguo, Wang, Qing
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container_issue 2
container_start_page 914
container_title New journal of chemistry
container_volume 48
creator Cao, Jing
Zhang, Wenhao
Ding, Yeda
Zhang, Xuejin
Zhang, Yuanyuan
Qiao, Dan
Biao, Shumin
Dong, Xuefei
Song, Jiayi
Dai, Gaole
Zhao, Ruiguo
Wang, Qing
description Simultaneously fusing pyrrole and pyridine at perylene's opposite edges is facilely achieved in this work, yielding PerNN and its various derivatives. All targets demonstrate global diamagnetic ring current. Benefiting from a spatially separated donor-acceptor group within one planar skeleton, PerNN exhibits efficient narrow blue emission and columnar stacking. More importantly, its alkylated derivatives PerNN-MeCl and PerNN-MeI display anti-Kasha dual emission responsive to solvent polarity and reveal highly efficient ROS generation, paving the way to great potential applications. With a spatially separated donor-acceptor group within a plane, PerNN and its derivatives demonstrate properties such as columnar stacking, anti-Kasha dual emission responsive to solvent polarity and efficient ROS generation.
doi_str_mv 10.1039/d4nj01177e
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source Royal Society Of Chemistry Journals 2008-; Alma/SFX Local Collection
subjects Alkylation
Diamagnetism
Pyridines
Ring currents
title Perylene with peripherally fused pyrrole and pyridine: columnar packing, anti-Kasha dual emission and reactive oxygen species generation
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