Azulene-Fused <i>seco</i>-Hexabenzocoronene-Based Nanographenes

Due to the unique electronic structure, azulene-containing polycyclic aromatic hydrocarbons attract significant attention toward tuning the chemical and electronic properties of benzenoid carbocyclic systems. Here, we report the synthesis and properties of two types of azulene fused, <i>seco</i>-hexabenzocoronene-based nanographenes. The X-ray crystallographic analysis indicated their nonplanar structures with highly torsional periphery in the solid structures. The typical narrow highest occupied molecular orbital-lowest unoccupied molecular orbital (HOMO-LUMO) energy gaps, long-wavelength absorption, and <i>anti</i>-Kasha emissions were investigated by experimental and computational studies. Interestingly, these nanographenes exhibited a pronounced photothermal effect.

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Institutions

Publication Details

Journal
Organic Letters
Published
2025-04-14
DOI
https://doi.org/10.1021/acs.orglett.5c01292
Citations
3
Primary Topic
Synthesis and Properties of Aromatic Compounds
Type
article
Field-Weighted Citation Impact
2.81

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article

Azulene-Fused seco-Hexabenzocoronene-Based Nanographenes

Peng An, Haifan Zhang
3 citations
Organic Letters
Synthesis and Properties of Aromatic Compounds
2.81
article

Azulene-Fused seco-Hexabenzocoronene-Based Nanographenes

Peng An, Haifan Zhang
article en
3 citations

Abstract

Due to the unique electronic structure, azulene-containing polycyclic aromatic hydrocarbons attract significant attention toward tuning the chemical and electronic properties of benzenoid carbocyclic systems. Here, we report the synthesis and properties of two types of azulene fused, <i>seco</i>-hexabenzocoronene-based nanographenes. The X-ray crystallographic analysis indicated their nonplanar structures with highly torsional periphery in the solid structures. The typical narrow highest occupied molecular orbital-lowest unoccupied molecular orbital (HOMO-LUMO) energy gaps, long-wavelength absorption, and <i>anti</i>-Kasha emissions were investigated by experimental and computational studies. Interestingly, these nanographenes exhibited a pronounced photothermal effect.

Organic LettersVol. 27(16)
Yunnan University (CN)
National Natural Science Foundation of China, Natural Science Foundation of Yunnan Province
Openalex Percentile: Top 11%
Synthesis and Properties of Aromatic Compounds
2.81
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Azulene-Fused <i>seco</i>-Hexabenzocoronene-Based Nanographenes — Peng An, Haifan Zhang · Organic Letters (2025) | TGRS Research Map | TGRS