2023
DOI: 10.1016/j.molstruc.2022.134268
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Binding of ion pairs and neutral guests by aryl-extended meso‑p-hydroxyphenyl calix[4]pyrrole: The interplay between three binding sites

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Cited by 3 publications
(3 citation statements)
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“…This small peak shift was also distinctive in the case of pyrrole CH peaks where the upfield shift amount is about Δδ = 0.04 ppm when compared with the ones that belong to free 1 at 5.86 ppm. Calix[4]­pyrroles exhibit significant chemical shift changes upon strong complexation with an anion in which pyrrole-NH and -CH protons shift opposite directions. , The above results clearly indicate that TBAT was not expected to perform as a strong guest for the formation of a cross-linked supramolecular architecture when complexed with 1 . In contrast, remarkable changes were observed in the 1 H NMR spectrum of 1 when TBAS was used as a guest moiety.…”
Section: Resultsmentioning
confidence: 94%
“…This small peak shift was also distinctive in the case of pyrrole CH peaks where the upfield shift amount is about Δδ = 0.04 ppm when compared with the ones that belong to free 1 at 5.86 ppm. Calix[4]­pyrroles exhibit significant chemical shift changes upon strong complexation with an anion in which pyrrole-NH and -CH protons shift opposite directions. , The above results clearly indicate that TBAT was not expected to perform as a strong guest for the formation of a cross-linked supramolecular architecture when complexed with 1 . In contrast, remarkable changes were observed in the 1 H NMR spectrum of 1 when TBAS was used as a guest moiety.…”
Section: Resultsmentioning
confidence: 94%
“…Thus, the mode of interaction of cis-1 with TMACl where the cation is located in the shallow cavity and the anion is bound by the macrocycle in cone conformation is characteristic to most calix [4]pyrroles in the solid state, whereas meso-phydroxyphenyl calix [4]pyrrole has displayed exo-cavity chloride complexation by hydroxyl groups. 44…”
Section: X-ray Crystallographymentioning
confidence: 99%
“…1 They also allow the modulation of binding interactions between receptors and ions in terms of selectivity and strength. 2 Additionally, they provide an opportunity to exploit cooperativity in ion pair binding. 3 Various macrocyclic architectures ( e.g.…”
mentioning
confidence: 99%