A Water‐Soluble Cycloparaphenylene: Supramolecular Receptor with Visible Fluorescence

Abstract We report the first synthesis of a water‐soluble [9]cycloparaphenylene derivative containing three hydrindacene (1,2,3,5,6,7‐hexahydro‐ s ‐indacene) units with four carboxylates at the 2,6‐positions via a macrocyclic gold complex. This crown‐shaped macrocyclic compound exhibits remarkable water solubility, of up to 16 mmol L −1 (2.6 g/100 mL), as well as strong visible fluorescence in water (λ em =447 nm, ϕ F =0.64, brightness (ϵ×ϕ F )=5.1×10 4 ). This molecule effectively encapsulates cationic guest compounds, such as methyl viologen dichloride, as indicated by a change in visible fluorescence.

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Publication Details

Journal
ChemistryEurope
Published
2024-10-08
DOI
https://doi.org/10.1002/ceur.202400025
Citations
6
Primary Topic
Molecular Sensors and Ion Detection
Type
article
Field-Weighted Citation Impact
1.44

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A Water‐Soluble Cycloparaphenylene: Supramolecular Receptor with Visible Fluorescence

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ChemistryEurope
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article

A Water‐Soluble Cycloparaphenylene: Supramolecular Receptor with Visible Fluorescence

Kohtaro Osakada, Hidetoshi Kawai, Yoshitaka Tsuchido, Takayuki Kataoka, Tomohito Ide, Ryo Morito, Kunio Saito
article en
6 citations

Abstract

Abstract We report the first synthesis of a water‐soluble [9]cycloparaphenylene derivative containing three hydrindacene (1,2,3,5,6,7‐hexahydro‐ s ‐indacene) units with four carboxylates at the 2,6‐positions via a macrocyclic gold complex. This crown‐shaped macrocyclic compound exhibits remarkable water solubility, of up to 16 mmol L −1 (2.6 g/100 mL), as well as strong visible fluorescence in water (λ em =447 nm, ϕ F =0.64, brightness (ϵ×ϕ F )=5.1×10 4 ). This molecule effectively encapsulates cationic guest compounds, such as methyl viologen dichloride, as indicated by a change in visible fluorescence.

ChemistryEuropeVol. 2(6)
Tokyo Institute of Technology (JP), Tokyo University of Science (JP), National Institute of Technology, Tokyo College (JP), Life Science Institute (JP)
Japan Society for the Promotion of Science
Clean water and sanitation
Openalex Percentile: Top 20%
Molecular Sensors and Ion Detection
1.44
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