Dibenzocircumpentacene: Synthesis, Structure, and Physical Properties

Structurally well-defined zigzag-edged nanographenes hold great potential in nanoelectronics and spintronics. Herein, we reported the synthesis and characterization of a dibenzocircumpentacene derivative (<b>1</b>) featuring multiple zigzag edges, achieved through oxidative cyclodehydrogenation of a bisdibenzophenanthryl-<i>p</i>-terphenyl-based precursor. Because of <i>peri</i>-benzannulation, <b>1</b> exhibits a closed-shell singlet ground state, considerably enhanced stability, and a more localized aromatic characteristic. This work will shed new light on the synthesis of novel zigzag-edged nanographenes with tunable electronic properties and remarkable stability.

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Publication Details

Journal
The Journal of Organic Chemistry
Published
2025-12-18
DOI
https://doi.org/10.1021/acs.joc.5c02467
Primary Topic
Synthesis and Properties of Aromatic Compounds
Type
article
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article

Dibenzocircumpentacene: Synthesis, Structure, and Physical Properties

Wangdong Zeng, Pengfei Liu, Junjie He, Ning Li et al.
The Journal of Organic Chemistry
Synthesis and Properties of Aromatic Compounds
article

Dibenzocircumpentacene: Synthesis, Structure, and Physical Properties

Wangdong Zeng, Pengfei Liu, Junjie He, Ning Li, Yixuan Jiang, Qing Jiang, Zhang Gui, Xiaojing Fang, Zhenni Hu
article en

Abstract

Structurally well-defined zigzag-edged nanographenes hold great potential in nanoelectronics and spintronics. Herein, we reported the synthesis and characterization of a dibenzocircumpentacene derivative (<b>1</b>) featuring multiple zigzag edges, achieved through oxidative cyclodehydrogenation of a bisdibenzophenanthryl-<i>p</i>-terphenyl-based precursor. Because of <i>peri</i>-benzannulation, <b>1</b> exhibits a closed-shell singlet ground state, considerably enhanced stability, and a more localized aromatic characteristic. This work will shed new light on the synthesis of novel zigzag-edged nanographenes with tunable electronic properties and remarkable stability.

The Journal of Organic ChemistryVol. 91(1)
Hunan University of Science and Technology (CN), Hunan University of Science and Engineering (CN), Bioengineering Center (RU)
Openalex Percentile: Top 69%
Synthesis and Properties of Aromatic Compounds
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