Photo- and electro-luminescent properties of V-shaped bis-coumarin derivatives containing aromatic π-conjugated imidazole moieties

Mao, Yuzhong; Su, Ruige; Zhang, Xiaochen; Guo, Yongchun; Han, Minghu; Zha, Fei; Yu, Tianzhi

doi:10.1016/j.molstruc.2023.135099

Journal of Molecular Structure

2023

DOI: 10.1016/j.molstruc.2023.135099

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Photo- and electro-luminescent properties of V-shaped bis-coumarin derivatives containing aromatic π-conjugated imidazole moieties

Yuzhong Mao

Ruige Su

Xiaochen Zhang

et al.

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Cited by 5 publications

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Benzocoumarin‐Fused Triskelions Exhibit AIEE Due to Inhibited Molecular Inversion

Ueda,

Kuramochi,

Shimizu

et al. 2024

Eur J Org Chem

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Developing aggregation‐induced emission luminogens (AIEgens) is a unique strategy for alleviating concentration quenching of π‐conjugated organic compounds. This AIE behaviour can be induced not only in organic dyes with rotors but also in invertible π‐conjugated systems. Herein, intramolecular Ullmann coupling was used to synthesize π‐twisted triskelion‐shaped AIEgens (2F, 2G, and 2H), in which benzo[f], [g], and [h] coumarins were fused into the benzene core to form a helical propeller shape. These structural isomers had unique molecular thicknesses and planarities depending on the fusion mode of the benzocoumarin. The racemic crystals, PPP and MMM, had different overlapping molecular configurations because of their twisted molecular frameworks. Compounds 2F, 2G and 2H demonstrated weak fluorescence emission in diluted solutions resulting from molecular motions caused by the isomerization process during molecular inversion. By comparison, aggregates exhibited enhanced emission intensity. These π‐twisted triskelions exhibited the characteristics of AIEgens.

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Benzocoumarin‐Fused Triskelions Exhibit AIEE Due to Inhibited Molecular Inversion

Ueda,

Kuramochi,

Shimizu

et al. 2024

Eur J Org Chem

View full text Add to dashboard Cite

show abstract

A comprehensive study on solvatochromism, pH effects, and picric acid sensing properties of novel donor–acceptor pyrrole-3-one derivatives: Experimental and DFT studies

Vengatesh,

Vilambath,

Kalyani

et al. 2025

Journal of Molecular Liquids

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New complexes based on reduced Schiff base carboxylic acid ligand: Electric properties, fluorescence properties and detection of Fe3+

Dong,

Yang,

Yue

et al. 2024

Journal of Molecular Structure

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Photo- and electro-luminescent properties of V-shaped bis-coumarin derivatives containing aromatic π-conjugated imidazole moieties

Cited by 5 publications

References 45 publications

Benzocoumarin‐Fused Triskelions Exhibit AIEE Due to Inhibited Molecular Inversion

Benzocoumarin‐Fused Triskelions Exhibit AIEE Due to Inhibited Molecular Inversion

A comprehensive study on solvatochromism, pH effects, and picric acid sensing properties of novel donor–acceptor pyrrole-3-one derivatives: Experimental and DFT studies

New complexes based on reduced Schiff base carboxylic acid ligand: Electric properties, fluorescence properties and detection of Fe3+

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