Complexes of tetramethylensulfonatocalix[4]resorcinarene aggregates with methyl orange: Interactions with guests and driving force of color response

Mironova, Diana A.; Muslinkina, Liya; Morozova, Julia E.; Shalaeva, Yana V.; Kazakova, E. Kh.; Kadyrov, Marsil T.; Nizameev, Irek R.; Коновалов, А. И.

doi:10.1016/j.colsurfa.2014.12.028

Cited by 7 publications

(2 citation statements)

References 18 publications

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“…[14][15] Заслуживающей внимания стратегией модификации макроциклических соединений является введение в структуру различных функциональных групп и алкильных радикалов различной протяженности. [16][17][18] Это наделяет систему способностью к самоорганизации, [19][20] что позволяет качественно усовершенствовать функциональную активность систем. В частности, показана возможность использования функционали-зированной каликсареновой платформы для эффективного связывания и транспорта ДНК.…”

Section: Introductionunclassified

Supramolecular Catalysts Based on Novel Pyrimidinophane: Influence of Additives of Polymer and Lanthanum Ions

Gabdrakhmanov¹,

Валеева²,

Семенов³

et al. 2016

MHC

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Supramolecular systems based on the novel tetracationic amphiphilic pyrimidinophane, their mixtures with polymer (polyethyleneimine) and lanthanum ions were formed. Using spectrophotometry technique a catalytic activity of these systems was studied on the example of hydrolysis reaction of O-p-nitrophenyl-O-alkylchloromethylphosphonates (alkyl = ethyl (P1) and n-hexyl (P2)). At the first step the catalytic effect of individual solutions of pyrimidinophanes was examined. Pronounced substrate specificity for two different phosphonates was revealed: inhibition of hydrolysis for phosphonate with ethyl residue and catalysis of hydrolysis for phosphonate with n-hexyl moiety. Similar unusual effect for organized systems based on cationic surfactants could be a result of the influence of two opposite factors. On the one hand, pH decrease with the pyrimidinophane concentration was found. It corresponds to reducing of OH -ions concentration in reaction medium and, therefore inhibition of hydrolysis occurs. On the other hand, aggregation in aqueous solutions of pyrimidinophane induces reactant concentrating in surfactant aggregates that accelerates the reaction. Thereby depending on the domination of the first or the second factor inhibition or catalysis may be observed. Experimental kinetic data allow us to assume that phosphonate P2 because of its higher hydrophobicity and affinity to nonpolar core of micellar pseudophase possesses the higher capability to binding with pyrimidinophane aggregates in comparison with P1. Quantitative treatment of obtained kinetic data in terms of pseudophase model has revealed that binding ability of P2 with pyrimidinophane aggregates is almost 2 times greater than in the case of P1. Moreover, hydrolysis in catalytic complex proceeds more than 5 times faster for substrate with n-hexyl residue. This fact is also due to the high capability of P2 to concentrate within hydrophobic core of pyrimidinophane aggregates. Thus it can be concluded that in the case of P2 the domination of positive contribution over the negative contribution of pH decrease with surfactant concentration is achieved due to high capability of substrate to bind with pyrimidinophane aggregates and high rate of hydrolysis in catalytic complex. It results in catalysis of reaction. At the same time, moderate ability of P1 to bind with aggregates is not enough to compensate pH decrease, which results in inhibition of reaction. Upon the transition from individual solutions of pyrimidinophane to its binary mixture with polyethyleneimine the difference of kinetic constants between P1 and P2 tends to be preserved. However absolute values of these constants are much lower than in the case of individual solutions of pyrimidinophane. Probably, it is due to the fact that cooperative aggregation between surfactant and polymer prevents reactant concentration in surfactant/polymer aggregates. However, resulting catalytic effect of binary system for both phosphonates is higher than in the case of individual solutions of pyrimidinophane. It ...

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Section: Introductionunclassified

Supramolecular Catalysts Based on Novel Pyrimidinophane: Influence of Additives of Polymer and Lanthanum Ions

Gabdrakhmanov¹,

Валеева²,

Семенов³

et al. 2016

MHC

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“…Resorcin [4]arenes (Figure 1) and their functionalized derivatives have been widely used for complexation studies. Both the selectivity of these ligands towards a given guest [25][26][27][28] and the stability of the complexes formed are determined by factors such as geometric complementarity, the types of interactions [25,29] and the nature of the substituents in the macrocycle [30][31][32][33]. The stability of the complex is determined by the magnitude of the complex formation constant, β ƒ [34,35].…”

Section: Introductionmentioning

confidence: 99%

Recognition of Heavy Metals by Using Resorcin[4]arenes Soluble in Water

Sanabria

Esteso

Vargas

2022

Toxics

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The complexing properties of two water-soluble resorcin[4]arenes (tetrasodium 5,11,17,23-tetrakissulfonatemethylen 2,8,14,20-tetra(butyl)resorcin[4]arene, Na4BRA, and tetrasodium 5,11,17,23-tetrakissulfonatemethylen-2,8,14,20-tetra(2-(methylthio)ethyl)resorcin[4]arene, Na4SRA) with polluting heavy metals such as Cu2+, Pb2+, Cd2+ and Hg2+ were studied by conductivity, and the findings were confirmed by using other techniques to try to apply this knowledge to removing them. The results indicate that Na4BRA is able to complex Cu2+ in a 1:1 ratio and Pb2+ in a 1:2 ratio, while Na4SRA complexes Hg2+ in a 1:1 ratio. On the contrary, no indications have been observed that either of the resorcin[4]arenes studied complexes the Cd2+ ions. The results suggest that the bonds established between the sulfur atoms located at the lower edge of the SRA4− and the solvent hydrogens could prevent the entry of the guest into the host cavity. However, in the case of Hg2+ ions, the entry is favoured by the interactions between the sulfur donor atoms present on the lower edge of Na4SRA and the Hg2+ ions. Therefore, it can be said that Na4BRA is selective for Cu2+ and Pb2+ ions and Na4SRA is selective for Hg2+ ions.

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Self-assembly strategy for the design of soft nanocontainers with controlled properties

Zakharova

Kashapov

Pashirova

et al. 2016

Mendeleev Communications

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Complexes of tetramethylensulfonatocalix[4]resorcinarene aggregates with methyl orange: Interactions with guests and driving force of color response

Cited by 7 publications

References 18 publications

Supramolecular Catalysts Based on Novel Pyrimidinophane: Influence of Additives of Polymer and Lanthanum Ions

Supramolecular Catalysts Based on Novel Pyrimidinophane: Influence of Additives of Polymer and Lanthanum Ions

Recognition of Heavy Metals by Using Resorcin[4]arenes Soluble in Water

Self-assembly strategy for the design of soft nanocontainers with controlled properties

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