Synthesis and Properties of Lactone Embedded Bisanthene

In this work, we introduced lactone six-membered rings at the <i>bay</i> positions of bisanthene through a straightforward synthesis, resulting in novel compound <b>A</b>. Unlike the incorporation of other aromatic rings, such as pyrrole, pyridine, or thiophene, the addition of lactone rings induces significantly different properties, including a narrowed bandgap, red-shifted emission profile, and tight columnar molecular packing for both neutral and ionic radicals. Furthermore, it exhibits intriguing multistage redox properties, with its ionic species being thoroughly investigated. Due to its remarkable photothermal capabilities, this compound holds promise for potential in antitumor research. Overall, this work sheds new light on oxygen-doped polycyclic aromatic hydrocarbons (PAHs).

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Publication Details

Journal
Organic Letters
Published
2025-10-29
DOI
https://doi.org/10.1021/acs.orglett.5c03925
Primary Topic
Photochromic and Fluorescence Chemistry
Type
article
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article

Synthesis and Properties of Lactone Embedded Bisanthene

Ruiguo Zhao, Laiyun Zhou, Lina Feng, Zheng Yu Zhou et al.
Organic Letters
Photochromic and Fluorescence Chemistry
article

Synthesis and Properties of Lactone Embedded Bisanthene

Ruiguo Zhao, Laiyun Zhou, Lina Feng, Zheng Yu Zhou, Zipeng Wu, Jianguo Wang, Qing Wang, Yangyang Zhao, Guanghua Liu
article en

Abstract

In this work, we introduced lactone six-membered rings at the <i>bay</i> positions of bisanthene through a straightforward synthesis, resulting in novel compound <b>A</b>. Unlike the incorporation of other aromatic rings, such as pyrrole, pyridine, or thiophene, the addition of lactone rings induces significantly different properties, including a narrowed bandgap, red-shifted emission profile, and tight columnar molecular packing for both neutral and ionic radicals. Furthermore, it exhibits intriguing multistage redox properties, with its ionic species being thoroughly investigated. Due to its remarkable photothermal capabilities, this compound holds promise for potential in antitumor research. Overall, this work sheds new light on oxygen-doped polycyclic aromatic hydrocarbons (PAHs).

Organic LettersVol. 27(44)
Tongji University (CN), Inner Mongolia University (CN), Inner Mongolia Academy of Agricultural & Animal Husbandry Sciences (CN)
Openalex Percentile: Top 75%
Photochromic and Fluorescence Chemistry
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Synthesis and Properties of Lactone Embedded Bisanthene — Ruiguo Zhao, Laiyun Zhou, et al. · Organic Letters (2025) | TGRS Research Map | TGRS