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Manipulating the Isomerization of a Tris-azobenzene Cage by Anion Binding

Huibin Shan, Wei Zhao, Ji Wang, Yougang Yao, Hongwei Ma, Kanglei Liu, Xiao‐Juan Yang, Biao Wu

2025Journal of the American Chemical Society13 citationsDOI

Abstract

Here, we report a C 3 -symmetric tris-azobenzene cage 1 comprising azobenzene cores and bis(urea) units. This system demonstrates efficient reversible photoisomerization and unprecedented anion-mediated switching modes. Specifically, the phosphate anion induces a concerted ZZZ → EEE isomerization with prolonged thermal relaxation ( t 1/2 = 37.5 h at 298 K). In contrast, the bulky benzene-1,3,5-tricarboxylate anion enforces a stepwise pathway ( ZZZ → EZZ → EEZ → EEE ) with rapid thermal relaxation ( t 1/2 = 54.4, 44.5, and 12.9 min for each step). This study represents the first demonstration of selective control over stepwise and concerted multi-azobenzene switch, mimicking biological adaptability through environmental changes.

Topics & Concepts

ChemistryAzobenzeneIsomerizationCageTrisIonPhotochemistryOrganic chemistryMoleculeCatalysisBiochemistryMathematicsCombinatoricsPhotochromic and Fluorescence ChemistrySupramolecular Chemistry and ComplexesPhotoreceptor and optogenetics research
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