Dimerization through m-Xylylene Bridge: A Strategy for Enhanced Singlet Oxygen Generation in Benzothioxanthene Imide Photosensitizers

Yujie Feng , Andong Zhang , Tong Sun , Shanbei Zhang , Luyao Yang , Yixun Shu , Yahui Liu , Xiangwei Zhu , Zhishan Bo

Chinese Journal of Chemistry ›› 2026, Vol. 44 ›› Issue (9) : 1335 -1342.

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Chinese Journal of Chemistry ›› 2026, Vol. 44 ›› Issue (9) :1335 -1342. DOI: 10.1002/cjoc.70476
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Dimerization through m-Xylylene Bridge: A Strategy for Enhanced Singlet Oxygen Generation in Benzothioxanthene Imide Photosensitizers
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Abstract

Photodynamic antibacterial therapy (PDAT), with its advantages of high efficiency, controllability, and low drug resistance, has emerged as a promising research focus in the field of antibacterial treatment. Herein, we design an m-xylylene-bridged benzothioxanthene imide dimer (m-Dimer) to regulate molecular aggregation behavior. Notably, the aggregated m-Dimer exhibits a reduced singlet-triplet energy gap (ΔEST), which effectively facilitates the intersystem crossing (ISC) process and efficiently generates singlet oxygen (1O2) under visible light. Consequently, m-Dimer achieves exceptional antibacterial efficacy, eradicating both Escherichia coli (E. coli) and Staphylococcus aureus (S. aureus) at a low concentration of 10 μM upon white-light irradiation. Moreover, its excellent photostability, straightforward synthesis, and low-cost underscore high potential for scalable PDAT applications.

Keywords

Photodynamic / Aggregate / Dimer / Singlet oxygen / Antibacterial / m-Xylylene / Benzothioxanthene imide / Photosensitizer

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Yujie Feng, Andong Zhang, Tong Sun, Shanbei Zhang, Luyao Yang, Yixun Shu, Yahui Liu, Xiangwei Zhu, Zhishan Bo. Dimerization through m-Xylylene Bridge: A Strategy for Enhanced Singlet Oxygen Generation in Benzothioxanthene Imide Photosensitizers. Chinese Journal of Chemistry, 2026, 44 (9) : 1335-1342 DOI:10.1002/cjoc.70476

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