Synthesis and complexation of amphiphilic calix[4]arene phosphonates with organic molecules in solutions and Langmuir-Blodgett films

Solovyov, Andrew; Cherenok, S. O.; Kalchenko, O. I.; Atamas, L. I.; Kazantseva, Z.I.; Koshets, I.A.; Цымбал, И. Ф.; Kаlchеnkо, Vitaly I.

doi:10.1016/j.molliq.2010.12.007

Cited by 21 publications

(16 citation statements)

References 28 publications

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“…In addition, various functional groups can be introduced at the upper and lower rims of the calixarene backbone. Thus there is, in principle, the possibility to synthesize calixarenes with a variety of frames, differing by the form and the size of nanocavity (number of facets in the frustum) and by the type of peripheral functional groups [30,31]. These cavities then serve as the hosts for cations, anions and small neutral molecules throughout the entire bulk of the film, allowing volatile molecules to reversibly enter and leave the film.…”

Section: Quartz Crystal Microbalance Methods For Adsorbate and Adsorbementioning

confidence: 99%

A nanostructural model of ethanol adsorption in thin calixarene films

Kostyukevych

Khristosenko

Pavluchenko

et al. 2016

Sensors and Actuators B: Chemical

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Section: Quartz Crystal Microbalance Methods For Adsorbate and Adsorbementioning

confidence: 99%

A nanostructural model of ethanol adsorption in thin calixarene films

Kostyukevych

Khristosenko

Pavluchenko

et al. 2016

Sensors and Actuators B: Chemical

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“…The values of ∆k' of the analytes induced by CA additives and stability constants K A [23] of their complexes with CA Fig. 4a and 4b, p-fluorophenol and guaiacol are included into the calixarene cavity by their OH groups that form hydro- Table 2 The separation selectivity of aromatic analytes induced by CA additive to the mobile phase In the complex of toluene-CA (Fig.…”

Section: Tablementioning

confidence: 99%

The effect of 5,11,17,23-tetrakis(diisopropoxyphosphonyl)- 25,26,27,28-terapropoxycalix[4]arene on the chromatographic separation of ecologically hazardous aromatic compounds

Kalchenko

Cherenok

Solovyov

2018

J. org. pharm. chem.

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The effect of 5,11,17,23-tetrakis(diisopropoxyphosphonyl)-25,26,27,28-terapropoxycalix[4]arene on the chromatographic separation of ecologically hazardous aromatic compounds Aim. To study the effect of 5,11,17,23-tetrakis(diisopropoxyphosphonyl)-25,26,27,28-tetrapropoxycalix[4] arene additive to the MeCN/H 2 O mobile phase on selectivity of the HPLC separation of aromatic compounds using a Zorbax ODS support. Results and discussion. Calixarene improves the separation due to formation of the Host-Guest inclusion complexes. The linear dependence of 1/k' on the calixarene concentration allows calculating the stability constants К А of the complexes. The correlation of the separation selectivity induced by the calixarene additives with the ratio of the stability constants of the Host-Guest inclusion complexes of the aromatic analytes was found. The complexation is influenced by logP and pKa parameters of the analytes. Short contacts between the calixarene Host and the aromatic Guest indicate that the inclusion complexes are stabilized by various hydrogen bonds, nonvalence van der Waals, π-π and hydrophobic interactions. Experimental part. The energy minimized structures of the calixarene complexes with p-fluorophenol, guaiacol, toluene and trichloromethylbezene were calculated using Hyper Chem 8, PM3, vacuum. Conclusions. The data obtained can be used in design of new phases for HPLC.

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“…94 For example, the reaction of p-dibromocalix [4]arene tetrapropyl ether 120 with phosphorus(III) acid esters in the presence of catalytic amounts of NiBr 2 affords the corresponding diphosphorylated derivatives 121 and 122 in yields of up to 70% (Scheme 41). It was shown that amphiphilic phosphorylated calixarenes described by Solovyov et al 94 can form inclusion complexes with various organic compounds (isobutyl alcohol, toluene, aniline and so on). These macrocycles were used to synthesize Langmuir ± Blodgett films, which reversibly adsorb vapours of volatile organic substances from atmospheric air.…”

Section: B C-phosphorylation Of Calixarenesmentioning

confidence: 99%

Phosphorus-containing macrocyclic compounds: synthesis and properties

Knyazeva¹,

Бурилов²,

Пудовик³

et al. 2013

Russ. Chem. Rev.

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Main trends in the development of methods for Main trends in the development of methods for the synthesis of phosphorus-containing macrocyclic com-the synthesis of phosphorus-containing macrocyclic compounds in the past 15 years are considered. Emphasis is pounds in the past 15 years are considered. Emphasis is given to reactions producing macrocyclic structures with the given to reactions producing macrocyclic structures with the participation of a phosphorus atom and other functional participation of a phosphorus atom and other functional groups involved in organophosphorus molecules and to groups involved in organophosphorus molecules and to modifications of macrocycles by phosphorus compounds modifications of macrocycles by phosphorus compounds in different valence states. Possibilities of the practical in different valence states. Possibilities of the practical application of phosphorus-containing macrocyclic com-application of phosphorus-containing macrocyclic compounds in difference areas of science and engineering are pounds in difference areas of science and engineering are discussed. The bibliography includes 205 references discussed. The bibliography includes 205 references. .

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Synthesis and complexation of amphiphilic calix[4]arene phosphonates with organic molecules in solutions and Langmuir-Blodgett films

Cited by 21 publications

References 28 publications

A nanostructural model of ethanol adsorption in thin calixarene films

A nanostructural model of ethanol adsorption in thin calixarene films

The effect of 5,11,17,23-tetrakis(diisopropoxyphosphonyl)- 25,26,27,28-terapropoxycalix[4]arene on the chromatographic separation of ecologically hazardous aromatic compounds

Phosphorus-containing macrocyclic compounds: synthesis and properties

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