Host–Guest Photosensitizer of a Cationic BODIPY Derivative and Cucurbit[7]uril for High-Efficiency Visible Light-Induced Photooxidation Reactions

Li, Xin-Long; Han, Ning; Zhang, Rong-Zhen; Niu, Kai-Kai; Dong, Rui-Zhi; Liu, Hui; Yu, Shengsheng; Wang, Yue-Bo; Xing, Ling-Bao

doi:10.1021/acsami.3c12827

Cited by 4 publications

(1 citation statement)

References 54 publications

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“…Building on our previous work in photooxidation reactions, − we have now designed and synthesized a positively charged cyclic molecule TPPB, utilizing triphenylamine as the framework, which exhibits remarkable solubility in water-based solutions and demonstrates exceptional luminescent characteristics. Simultaneously, the incorporation of triphenylamine allows it to produce a significant quantity of reactive oxygen species (ROS), specifically singlet oxygen ( 1 O 2 ), making it a promising candidate for efficient photocatalytic oxidation reactions (Scheme b).…”

Section: Introductionmentioning

confidence: 99%

A Photosensitive Cationic Macrocycle Based on Triphenylamine as Photocatalysts for Selective Photooxidation of Phosphines, Styrenes, and Hydroazobenzenes

Li,

Niu,

Wang

et al. 2024

ACS Sustainable Chem. Eng.

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Despite the fact that water provides significant benefits in decreased environmental pollution, low safety risks, and small costs of production, the application of water as a solvent in chemical reactions remains an ongoing challenge due to its lack of organophilicity and high polarity, hindering its efficiency and widespread application in organic synthesis. In this study, we have designed and synthesized a triphenylamine modified macrocyclic molecule, TPPB, which encompasses superior water solubility and outstanding efficiency and selectivity in generating singlet oxygen ( 1 O 2 ) under blue light irradiation in water. Furthermore, TPPB exhibits excellent efficiency in facilitating the photooxidation of phosphines, styrenes, and also hydroazobenzenes in water with remarkable stability and versatility. This study presents an approach for creating macrocyclic photosensitizers, expanding the use of macrocyclic molecules in the realm of photocatalytic organic processes.

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