Exploiting the Dimerization Characteristic of H2PO4– to Promote Its Selective Recognition by a Tetra-Amido Macrocycle DOI
Chenxi Wang,

Min Du,

Feiying Ruan

et al.

The Journal of Organic Chemistry, Journal Year: 2025, Volume and Issue: unknown

Published: May 6, 2025

Creating a confined cavity that matches the size and binding site of substrate is prevalent strategy to achieve selective recognition specific anions. However, this not only requires sophisticated receptor design but also leads challenging synthesis. In contribution, by utilizing dimerization characteristic H2PO4-, we demonstrate H2PO4- can be achieved in DMSO synthetically simple tetra-amido macrocycle (1). By reaction condition optimization, yield final cyclization was improved. Through 1H NMR titration studies, exhibit sharp contrast affinity between other anions, as well exclusive from competitive environments containing various Job's plot, nonlinear fitting, single-crystal X-ray diffraction, computational study, variable temperature NMR, DOSY mechanism 1+H2PO4- extensively studied, including stoichiometry (1:2 host-guest), stability constant (β2 = 1.4 × 105 M-2), sites, possible structure, corresponding hydrodynamic radius (rH). Binding studies DCM 50% methanol/chloroform further support proposed mechanism. This study therefore explores new approach taking advantage self-assembly characteristics substrates.

Language: Английский

Exploiting the Dimerization Characteristic of H2PO4– to Promote Its Selective Recognition by a Tetra-Amido Macrocycle DOI
Chenxi Wang,

Min Du,

Feiying Ruan

et al.

The Journal of Organic Chemistry, Journal Year: 2025, Volume and Issue: unknown

Published: May 6, 2025

Creating a confined cavity that matches the size and binding site of substrate is prevalent strategy to achieve selective recognition specific anions. However, this not only requires sophisticated receptor design but also leads challenging synthesis. In contribution, by utilizing dimerization characteristic H2PO4-, we demonstrate H2PO4- can be achieved in DMSO synthetically simple tetra-amido macrocycle (1). By reaction condition optimization, yield final cyclization was improved. Through 1H NMR titration studies, exhibit sharp contrast affinity between other anions, as well exclusive from competitive environments containing various Job's plot, nonlinear fitting, single-crystal X-ray diffraction, computational study, variable temperature NMR, DOSY mechanism 1+H2PO4- extensively studied, including stoichiometry (1:2 host-guest), stability constant (β2 = 1.4 × 105 M-2), sites, possible structure, corresponding hydrodynamic radius (rH). Binding studies DCM 50% methanol/chloroform further support proposed mechanism. This study therefore explores new approach taking advantage self-assembly characteristics substrates.

Language: Английский

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