Curved π-Conjugated Dehydrobenzoannulene as an Electron Acceptor Enabling Fluorescence and Electrochemiluminescence Emission

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.

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Publication Details

Journal
Organic Letters
Published
2025-03-17
DOI
https://doi.org/10.1021/acs.orglett.5c00353
Citations
5
Primary Topic
Porphyrin and Phthalocyanine Chemistry
Type
article
Field-Weighted Citation Impact
2.59

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article

Curved π-Conjugated Dehydrobenzoannulene as an Electron Acceptor Enabling Fluorescence and Electrochemiluminescence Emission

Yulan Zuo, Ning‐Ning Sun, Xuan Thang Cao, Jinjin Ding et al.
5 citations
Organic Letters
Porphyrin and Phthalocyanine Chemistry
2.59
article

Curved π-Conjugated Dehydrobenzoannulene as an Electron Acceptor Enabling Fluorescence and Electrochemiluminescence Emission

Yulan Zuo, Ning‐Ning Sun, Xuan Thang Cao, Jinjin Ding, Qiang Huang, Peng Xu, Hui Xie, Jinling Zhang, H. Jia
article en
5 citations

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.

Organic LettersVol. 27(12)
Chongqing University (CN), Chongqing University of Science and Technology (CN), Nantong University (CN)
National Natural Science Foundation of China, Chongqing Science and Technology Commission, Natural Science Foundation of Chongqing, Chongqing Municipal Education Commission, Chongqing University of Science and Technology
Openalex Percentile: Top 11%
Porphyrin and Phthalocyanine Chemistry
2.59
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Curved π-Conjugated Dehydrobenzoannulene as an Electron Acceptor Enabling Fluorescence and Electrochemiluminescence Emission — Yulan Zuo, Ning‐Ning Sun, et al. · Organic Letters (2025) | TGRS Research Map | TGRS