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Exploration and development of anthracene-containing supramolecular assemblies and their [4 + 2] photooxygenation

Chaochao Fan*, Yue Wang, Dan Zhang, Wei Zuo, Wenxiong Zhang, Chuandong Jia*

https://doi.org/10.1016/j.cjsc.2025.100765

ABSTRACT

Anthracene group features fluorescence, π conjugation, and stimulus-responsive characteristics, therefore, anthracene-containing supramolecular assemblies have attracted much more extensive attention from supramolecular chemists. Anthracene moiety is easily be attacked by singlet oxygen (1O2) to take place the [4 + 2] photooxygenation via capturing 1O2 after irradiation at 365 nm, generating endoperoxides photoproducts that could release 1O2 through heat. A variety of anthracene-based supramolecular assemblies are elegantly designed and synthesized to further explore their properties. In the past few decades, numerous articles and few reviews about the [4 + 4] photodimerization of anthracene moiety have been published, but very few reviews focusing on anthracene-based supramolecular systems and their reversible [4 + 2] photochemical oxidation, have hardly been reported, to our best knowledge. The minor review primarily highlights typical examples of anthracene-containing supramolecular assemblies in terms of construction strategy, properties, and the [4 + 2] photooxygenation. In this review, the main content will be classified into four categories: (I) chirality in anthracene-based supramolecular assemblies; (II) luminescence regulation in anthracene-containing supramolecular assemblies; (III) π···π interactions in anthracene-based supramolecular assemblies; (IV) [4 + 2] photooxygenation in anthracene-based supramolecular assemblies including discrete, polymeric, and anion-directed structures. We wish this mini-review could provide fundamental inspiration for supramolecular scientists to further develop novel anthracene-containing assemblies based on coordination-driven self-assembly and study their photochemical reactions, which is showing potential for application in smart materials.


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