Anion, cation and ion-pair recognition by bis-urea based receptors containing a <i>polyether</i> bridge

Gomez-Vega, Jancarlo; Moreno-Corral, Ramón; Santacruz‐Ortega, Hisila; Corona-Martínez, David Octavio; Höpfl, Herbert; Sotelo‐Mundo, Rogerio R.; Ochoa-Terán, Adrían; Escobar-Picos, Raymundo Enrique; Ramírez-Ramírez, José Zeferino; Juárez-Sánchez, J. Octavio; Lara, Karen Ochoa

doi:10.1080/10610278.2019.1578884

Cited by 9 publications

(21 citation statements)

References 44 publications

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“…The overall binding magnitude of the receptor does not show much difference for acetate (log β = 4.97), bicarbonate (log β = 4.58) and dihydrogen phosphate (log β = 4.71), which could be due to the flexible nature of the receptor. The binding constants are listed in Table 2, exhibiting the highest binding for acetate among oxoanions with the binding order of acetate > dihydrogen phosphate > bicarbonate > hydrogen sulfate > nitrate, agreeing with the reported binding trend for other neutral receptors [21,22].…”

Section: Uv-vis Titrationssupporting

confidence: 85%

“…However, the strategic design and synthesis of functional anion receptors showing measurable physico-chemical change upon the reaction with anions to produce signal still remain a major challenge. Several factors, including a larger size of anions compared to their isoelectronic cations, diverse geometries (halides: spherical; carbonate, nitrate, acetate: trigonal planar; phosphate, sulfate: tetrahedral) and pH sensitivity [21,22], restrict their interactions with the target receptors. Furthermore, the lesser charge-to-size ratio of anions as compared to their cationic counterparts inhibits their ability for electrostatic interactions with synthetic receptors.…”

Section: Introductionmentioning

confidence: 99%

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Spectroscopic and Colorimetric Studies for Anions with a New Urea-Based Molecular Cleft

et al. 2021

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A new simple urea-based dipodal molecular cleft (L) has been synthesized and studied for its binding affinity for a variety of anions by 1H-NMR, UV-Vis and colorimetric techniques in DMSO-d6 and DMSO, respectively. The results from titration studies suggest that the receptor forms a 1:2 complex with each of the anions used via hydrogen bonding interactions and exhibits strong selectivity for fluoride among halides, showing the binding affinity in the order of fluoride > chloride > bromide > iodide; meanwhile, it displays moderate selectivity for acetate among oxoanions, showing the binding affinity in the order of acetate > dihydrogen phosphate > bicarbonate > hydrogen sulfate > nitrate. Colorimetric studies of L for anions in DMSO reveal that the receptor is capable of detecting fluoride, acetate, bicarbonate and dihydrogen phosphate, displaying a visible color change in the presence of the respective anions.

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Section: Uv-vis Titrationssupporting

confidence: 85%

Section: Introductionmentioning

confidence: 99%

Spectroscopic and Colorimetric Studies for Anions with a New Urea-Based Molecular Cleft

et al. 2021

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“… 22 A new triplet is shown at ∼16 ppm that can be associated to the formation of bifluoride ion (HF 2 – ). 23 , 24 …”

Section: Resultsmentioning

confidence: 99%

Optical Anion Receptors with Urea/Thiourea Subunits on a TentaGel Support

et al. 2021

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Two simple chemosensors with urea (L1) and thiourea (L2) groups were synthesized and studied by different spectroscopic techniques. Both receptors can sense acetate (Ac – ), dihydrogen phosphate (H 2 PO 4 – ), and fluoride (F – ) anions, accompanied by changes in UV–vis and 1 H NMR spectra, and an optical response is observed as a color change of the solutions due to deprotonation and hydrogen-bonding processes. Also, L1 and L2 were supported on TentaGel resins (R1 and R2), and their fluoride-sensing properties in DMSO and water solutions were studied. Interestingly, R2 can sense fluoride ions in sample solutions of 100% water.

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“…This logarithmic fit suggests that the studied interaction might follow a cooperative model in which the binding of one analyte molecule increases the ability of the receptor to bind another analyte molecule. 30,31 This cooperative mechanism model is likely to be associated with an increase in the steric availability of concave sites in the sumanene units of 5, as well as the flexibility of aggregated 5 after the formation of the first Cs + complex.…”

mentioning

confidence: 99%

Disaggregation of a sumanene-containing fluorescent probe towards highly sensitive and specific detection of caesium cations

Kasprzak

2021

Chem. Commun.

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Anion, cation and ion-pair recognition by bis-urea based receptors containing a polyether bridge

Cited by 9 publications

References 44 publications

Spectroscopic and Colorimetric Studies for Anions with a New Urea-Based Molecular Cleft

Spectroscopic and Colorimetric Studies for Anions with a New Urea-Based Molecular Cleft

Optical Anion Receptors with Urea/Thiourea Subunits on a TentaGel Support

Disaggregation of a sumanene-containing fluorescent probe towards highly sensitive and specific detection of caesium cations

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