An <i>S</i><sub>4</sub>-Symmetrical Multi-Macrocyclic Nanohoop Derived from a 1,3-Alternate Calix[4]arene Core

Combining conjugated paraphenylene macrocycles with other functional macrocyclic units presents a promising approach for expanding the structural and functional diversity of multi-macrocyclic molecules. Herein, we report a macrocyclic nanohoop with <i>S</i><sub>4</sub> symmetry, composed of a 1,3-alternate calix[4]arene core and two oligo(paraphenylene) segments. Structurally, this macrocycle features interconnected cavities, and functionally, it inherits the fluorescence of the paraphenylene frameworks and the ion-binding capability of calixarenes. Remarkably, this macrocycle exhibits selective fluorescence responses toward potassium and uranyl ions. Theoretical calculations further reveal the nature of the noncovalent interactions for metal ion recognition.

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Publication Details

Journal
Organic Letters
Published
2025-07-24
DOI
https://doi.org/10.1021/acs.orglett.5c02677
Citations
4
Primary Topic
Molecular Sensors and Ion Detection
Type
article
Field-Weighted Citation Impact
3.03

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An S4-Symmetrical Multi-Macrocyclic Nanohoop Derived from a 1,3-Alternate Calix[4]arene Core

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An S4-Symmetrical Multi-Macrocyclic Nanohoop Derived from a 1,3-Alternate Calix[4]arene Core

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article en
4 citations

Abstract

Combining conjugated paraphenylene macrocycles with other functional macrocyclic units presents a promising approach for expanding the structural and functional diversity of multi-macrocyclic molecules. Herein, we report a macrocyclic nanohoop with <i>S</i><sub>4</sub> symmetry, composed of a 1,3-alternate calix[4]arene core and two oligo(paraphenylene) segments. Structurally, this macrocycle features interconnected cavities, and functionally, it inherits the fluorescence of the paraphenylene frameworks and the ion-binding capability of calixarenes. Remarkably, this macrocycle exhibits selective fluorescence responses toward potassium and uranyl ions. Theoretical calculations further reveal the nature of the noncovalent interactions for metal ion recognition.

Organic LettersVol. 27(31)
Chinese Academy of Sciences (CN), Shanghai Institute of Organic Chemistry (CN), Technical Institute of Physics and Chemistry (CN), University of Chinese Academy of Sciences (CN), University of Hong Kong (HK)
National Natural Science Foundation of China, Technical Institute of Physics and Chemistry of the Chinese Academy of Sciences, National Key Research and Development Program of China
Openalex Percentile: Top 8%
Molecular Sensors and Ion Detection
3.03
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