Curved π-Conjugated Dehydrobenzoannulene as Electron-Deficient Cores of Donor–Acceptor Systems

Utilizing [14]dehydrobenzoannulene as an electron acceptor, four twisted donor-acceptor architectures were divergently synthesized. Intriguingly, the antiaromatic diazocine core could interrupt electron transfer in the π-frameworks. Benefiting from the junction of dehydrobenzoannulene and carbazoles, all displayed stunning fluorescence and electrochemiluminescence. Anomalously, blue-shifted fluorescence was observed in the electron-donating-group-substituted homologues. Finally, a molecular carbon-based sensor for dopamine detection was constructed. This work provides new insights into the construction and application of molecular carbons.

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Publication Details

Journal
Organic Letters
Published
2025-04-09
DOI
https://doi.org/10.1021/acs.orglett.5c00791
Citations
11
Primary Topic
Synthesis and Properties of Aromatic Compounds
Type
article
Field-Weighted Citation Impact
10.30

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article

Curved π-Conjugated Dehydrobenzoannulene as Electron-Deficient Cores of Donor–Acceptor Systems

Yulan Zuo, Ning‐Ning Sun, Xuan Thang Cao, Jinjin Ding et al.
11 citations
Organic Letters
Synthesis and Properties of Aromatic Compounds
10.30
article

Curved π-Conjugated Dehydrobenzoannulene as Electron-Deficient Cores of Donor–Acceptor Systems

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

Abstract

Utilizing [14]dehydrobenzoannulene as an electron acceptor, four twisted donor-acceptor architectures were divergently synthesized. Intriguingly, the antiaromatic diazocine core could interrupt electron transfer in the π-frameworks. Benefiting from the junction of dehydrobenzoannulene and carbazoles, all displayed stunning fluorescence and electrochemiluminescence. Anomalously, blue-shifted fluorescence was observed in the electron-donating-group-substituted homologues. Finally, a molecular carbon-based sensor for dopamine detection was constructed. This work provides new insights into the construction and application of molecular carbons.

Organic LettersVol. 27(15)
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 2%
Synthesis and Properties of Aromatic Compounds
10.30
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Curved π-Conjugated Dehydrobenzoannulene as Electron-Deficient Cores of Donor–Acceptor Systems — Yulan Zuo, Ning‐Ning Sun, et al. · Organic Letters (2025) | TGRS Research Map | TGRS