ChemInform Abstract: Selective Alkali and Alkaline Earth Cation Complexation by Calixarene Amides

Arnaud-Neu, Fran�oise; Schwing‐Weill, Marie‐José; Ziat, Khadija; Cremin, Suzanne; Harris, Steven; McKervey, M. Anthony

doi:10.1002/chin.199223314

Cited by 7 publications

(7 citation statements)

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“…The stability constant of NaL + adducts decreased in the order MeCN > MeOH > DMF, which has been previously observed [7,11,15,35]. All cation hosting reactions were enthalpically controlled and, generally, the complex stabilities were similar to those corresponding to the other tertiary-amide calix [4]arene derivatives [11,[60][61][62], whereby the peak affinity of receptors for sodium was noticed in all explored solvents. The standard complexation entropies were negative in all cases, except for Li + hosting in MeCN.…”

Section: Discussionsupporting

confidence: 77%

The Role of Triazole and Glucose Moieties in Alkali Metal Cation Complexation by Lower-Rim Tertiary-Amide Calix[4]arene Derivatives

et al. 2022

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The binding of alkali metal cations with two tertiary-amide lower-rim calix[4]arenes was studied in methanol, N,N-dimethylformamide, and acetonitrile in order to explore the role of triazole and glucose functionalities in the coordination reactions. The standard thermodynamic complexation parameters were determined microcalorimetrically and spectrophotometrically. On the basis of receptor dissolution enthalpies and the literature data, the enthalpies for transfer of reactants and products between the solvents were calculated. The solvent inclusion within a calixarene hydrophobic basket was explored by means of 1H NMR spectroscopy. Classical molecular dynamics of the calixarene ligands and their complexes were carried out as well. The affinity of receptors for cations in methanol and N,N-dimethylformamide was quite similar, irrespective of whether they contained glucose subunits or not. This indicated that sugar moieties did not participate or influence the cation binding. All studied reactions were enthalpically controlled. The peak affinity of receptors for sodium cation was noticed in all complexation media. The complex stabilities were the highest in acetonitrile, followed by methanol and N,N-dimethylformamide. The solubilities of receptors were greatly affected by the presence of sugar subunits. The medium effect on the affinities of calixarene derivatives towards cations was thoroughly discussed regarding the structural properties and solvation abilities of the investigated solvents.

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Section: Discussionsupporting

confidence: 77%

The Role of Triazole and Glucose Moieties in Alkali Metal Cation Complexation by Lower-Rim Tertiary-Amide Calix[4]arene Derivatives

et al. 2022

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“…In another investigation, it was reported that in the 1,3alternate conformation compound 87a showed significant extraction of K + , Rb + , and Ag + ions 93 due to the participation of the sulfur bridges of the thiacalix [4]arene scaffold in cation binding, whereas the corresponding calix [4]arene analogue extracted Na + , K + , Ca 2+ , and Ba 2+ ions. 94 Further, removal of the tert-butyl groups in compounds 86b,c and 87b,c (Fig. 16) led to a decrease in their extraction ability towards these cations.…”

Section: Thiacalix[4]arene Based Receptors For Cation Recognitionmentioning

confidence: 94%

Recent developments of thiacalixarene based molecular motifs

Kumar¹,

Lee²,

Bhalla³

et al. 2014

Chem. Soc. Rev.

250

140

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Thiacalixarenes, a subclass of "third generation" calixarenes, exhibit many interesting features such as enlarged ring size, facile chemical modification, and metal complexation due to the presence of bridging sulfur atoms. The thiacalixarene scaffold is a unique host with vast possibilities for functionalization not only at the upper and lower rim but also at the bridging sulfide groups. Modified thiacalixarenes have been used for many applications such as the detection and separation of biologically important cations, anions, and bio-analytes, mimicking molecular logic gates and devices, and synthesis of self-assembled coordination cages, multinuclear complexes, magnetic materials and luminescent materials. This review article summarizes recent developments in the derivatization methods of thiacalixarenes and their utilization in various applications.

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“…Potentiometric titrations were performed using Ag + electrodes following the procedure described previously . The concentration of the free Ag + cations was measured with a metallic silver electrode (M291 Ag‐9, Radiometer, Copenhagen).…”

Section: Methodsmentioning

confidence: 99%

Complexation and DFT studies of lower rim hexahomotrioxacalix[3]arene derivatives bearing pyridyl groups with transition and heavy metal cations. Cone versus partial cone conformation

Marcos

Teixeira

Segurado

et al. 2013

J. Phys. Org. Chem.

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ChemInform Abstract: Selective Alkali and Alkaline Earth Cation Complexation by Calixarene Amides

Cited by 7 publications

References 0 publications

The Role of Triazole and Glucose Moieties in Alkali Metal Cation Complexation by Lower-Rim Tertiary-Amide Calix[4]arene Derivatives

The Role of Triazole and Glucose Moieties in Alkali Metal Cation Complexation by Lower-Rim Tertiary-Amide Calix[4]arene Derivatives

Recent developments of thiacalixarene based molecular motifs

Complexation and DFT studies of lower rim hexahomotrioxacalix[3]arene derivatives bearing pyridyl groups with transition and heavy metal cations. Cone versus partial cone conformation

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