Curved π‑ConjugatedDehydrobenzoannuleneas an Electron Acceptor Enabling Fluorescence and ElectrochemiluminescenceEmission

Using dehydrobenzoannulene as an acceptor, two curved π-conjugated electron donor–acceptor architectures were concisely synthesized, and an unexpected deshielding effect was observed in the annulene fragment. Anomalously, the π-extended homologue exhibited blue-shifted fluorescence. Intriguingly, stunning and stable electrochemiluminescence emissions were first discovered in nonaromatic annulene derivatives. Finally, based on those electrochemiluminescence properties, a highly efficient sensor for detecting dopamine was constructed. This work provides new insights into molecular carbons and promotes the development of sensing in biological analysis.

Publication Details

Journal
Figshare
Published
2025-03-17
DOI
https://doi.org/10.1021/acs.orglett.5c00353.s001
Primary Topic
Synthesis and Properties of Aromatic Compounds
Type
article
Field-Weighted Citation Impact
0.00
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Curved π‑ConjugatedDehydrobenzoannuleneas an Electron Acceptor Enabling Fluorescence and ElectrochemiluminescenceEmission

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Synthesis and Properties of Aromatic Compounds
article

Curved π‑ConjugatedDehydrobenzoannuleneas an Electron Acceptor Enabling Fluorescence and ElectrochemiluminescenceEmission

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Abstract

Using dehydrobenzoannulene as an acceptor, two curved π-conjugated electron donor–acceptor architectures were concisely synthesized, and an unexpected deshielding effect was observed in the annulene fragment. Anomalously, the π-extended homologue exhibited blue-shifted fluorescence. Intriguingly, stunning and stable electrochemiluminescence emissions were first discovered in nonaromatic annulene derivatives. Finally, based on those electrochemiluminescence properties, a highly efficient sensor for detecting dopamine was constructed. This work provides new insights into molecular carbons and promotes the development of sensing in biological analysis.

Figshare
Openalex Percentile: Top 63%
Synthesis and Properties of Aromatic Compounds
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Curved π‑ConjugatedDehydrobenzoannuleneas an Electron Acceptor Enabling Fluorescence and ElectrochemiluminescenceEmission · Figshare (2025) | TGRS Research Map | TGRS