High-yield synthesis of a novel water-soluble macrocycle for selective recognition of naphthalene

Ding, Ming‐Wu; Liao, Juan; Tang, Lin-Li; Ou, Guang‐Chuan; Zeng, Fei

doi:10.1016/j.cclet.2020.11.019

Cited by 22 publications

(13 citation statements)

References 44 publications

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“…Water is significant for biomimetic chemistry and to achieve sustainability in both the natural environment and human societies. Thus, exploring aqueous supramolecular chemistry is essential for producing advanced functional materials for biomedical processing, energy, information technology, and environmental science applications (Zayed et al, 2010;Cremer et al, 2017;Zheng et al, 2018;Gatiatulin et al, 2019;Xiao et al, 2020a;Duan et al, 2020;WuXiao, 2020;Zhang et al, 2020;Zhang et al, 2021a;Zhang et al, 2021b;Ding et al, 2021;Liu et al, 2021;Zhu et al, 2021;Shi et al, 2022).…”

Section: Introductionmentioning

confidence: 99%

The aqueous supramolecular chemistry of crown ethers

Qin

Wang

et al. 2023

Front. Chem.

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This mini-review summarizes the seminal exploration of aqueous supramolecular chemistry of crown ether macrocycles. In history, most research of crown ethers were focusing on their supramolecular chemistry in organic phase or in gas phase. In sharp contrast, the recent research evidently reveal that crown ethers are very suitable for studying abroad range of the properties and applications of water interactions, from: high water-solubility, control of Hofmeister series, “structural water”, and supramolecular adhesives. Key studies revealing more details about the properties of water and aqueous solutions are highlighted.

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Section: Introductionmentioning

confidence: 99%

The aqueous supramolecular chemistry of crown ethers

Qin

Wang

et al. 2023

Front. Chem.

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“…We questioned whether the intense fluorescence of the benzothiadiazole-based cage would increase compared to the monomers. Herein, as a continuation of our interest for supramolecular chemistry [ 45 , 46 , 47 , 48 , 49 ], we report a turn-on fluorescent probe based on a self-assembled cage for the selective detection of Cd 2+ . The self-assembled cage 1 was obtained by the condensation of 4,4′-(benzothiadiazole-4,7-diyl)dibenzaldehyde and TREN in chloroform via the [3 + 2] approach ( Scheme 1 ).…”

Section: Introductionmentioning

confidence: 99%

A Benzothiadiazole-Based Self-Assembled Cage for Cadmium Detection

Wang

Tan

et al. 2023

Molecules

Self Cite

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A turn-on fluorescent probe, cage 1, was efficiently self-assembled by condensing 4,4′-(benzothiadiazole-4,7-diyl)dibenzaldehyde and TREN in chloroform. The formation of cage 1 was characterized and confirmed by NMR spectroscopy, mass spectrometry, and theoretical calculations. The yield of cage 1 could be controlled by tuning the reaction conditions, such as the precursor concentration. Interestingly, the addition of 10 equiv of Cd2+ relative to cage 1 could increase the fluorescence almost seven-fold. 1H NMR and fluorescence experiments indicating fluorescence enhancement may be caused by the decomposition of cage 1. Such a high selectivity toward Cd2+ implies that the cage could potentially be employed in cadmium detection.

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“…Since the first discovery of crown ethers by C. J. Pedersen in 1967, 1 supramolecular chemistry has received tremendous attention, especially for the development and creation of new synthetic macrocyclic compounds with specifically tailored host–guest properties. 2 Synthetic macrocyclic hosts, such as calixarenes, 3 resorcinarene, 4 cyclotriveratrylene, 5 pillararenes 6 and others, 7 have been widely studied and applied in supramolecular self-assembly, molecular machinery, stimuli-responsive materials, adsorptive separation and others. 8 Despite these significant achievements in the past five decades, expanding the application of synthetic macrocyclic compounds is still a hot and highly challenging topic in supramolecular chemistry.…”

Section: Introductionmentioning

confidence: 99%