KFU. Card publication. Influence of amidoammonium calix[4]resorcinarenes on methyl orange protolytic equilibrium: supramolecular indicator systems

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INFLUENCE OF AMIDOAMMONIUM CALIX[4]RESORCINARENES ON METHYL ORANGE PROTOLYTIC EQUILIBRIUM: SUPRAMOLECULAR INDICATOR SYSTEMS

Form of presentation

Articles in international journals and collections

Year of publication

2013

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Authors, employees of KFU

Konovalov Aleksandr Ivanovich, author

Mironova Diana Aleksandrovna, author

Morozova Yuliya Ernestovna, author

Other authors

Kazakova Ella Khatibovna, author

Muslinkina Liya Abdurakhimovna, author

Syakaev Viktor Vasilevich, author

Bibliographic description in the original language

Kazakova E. Kh. Influence of amidoammonium calix[4]resorcinarenes on methyl orange protolytic equilibrium: supramolecular indicator systems / E. Kh. Kazakova, Ju. E. Morozova, D. A. Mironova, V. V. Syakaev, L. A. Muslinkina, A. I. Konovalov // Supramol.Chem. - 2013. - V. 25, N 12. - P. 831 – 841.

Annotation

Here, we report on the study of cationic amidoammonium calix[4]resorcinarenes 1–5 of various lipophilicity capable of binding acid–base indicator methyl orange (MO). We identified the contributions of macrocycle aggregation and conformational mobility in the binding of MO. The effective pKa values of bound MO systematically decrease as the size and the packing density of the aggregates increase with an increase in calixresorcinarene lipophilicity. Consideration of a series of macrocycles clearly shows that large aggregates form most stable complexes, binding guests not on individual level but as aggregates. It was found that the most stable MO complex with 5 is formed due to electrostatic binding with ammonium groups of the macrocycle and incapsulation of MO in a hydrophobic layer of the aggregates.We have shown that competitive binding of MO and cationic surfactants by aggregates of 5 is suitable for visual/spectrophotometric detection of colourless anionic substrates.

Keywords

calixresorcinarene; azo-dye; aggregation; UV?vis; NMR spectroscopy

The name of the journal

Supramolecular Chemistry

Please use this ID to quote from or refer to the card

https://repository.kpfu.ru/eng/?p_id=139183&p_lang=2

Full metadata record

Field DC	Value	Language
dc.contributor.author	Konovalov Aleksandr Ivanovich	ru_RU
dc.contributor.author	Mironova Diana Aleksandrovna	ru_RU
dc.contributor.author	Morozova Yuliya Ernestovna	ru_RU
dc.contributor.author	Kazakova Ella Khatibovna	ru_RU
dc.contributor.author	Muslinkina Liya Abdurakhimovna	ru_RU
dc.contributor.author	Syakaev Viktor Vasilevich	ru_RU
dc.date.accessioned	2013-01-01T00:00:00Z	ru_RU
dc.date.available	2013-01-01T00:00:00Z	ru_RU
dc.date.issued	2013	ru_RU
dc.identifier.citation	Kazakova E. Kh. Influence of amidoammonium calix[4]resorcinarenes on methyl orange protolytic equilibrium: supramolecular indicator systems / E. Kh. Kazakova, Ju. E. Morozova, D. A. Mironova, V. V. Syakaev, L. A. Muslinkina, A. I. Konovalov // Supramol.Chem. - 2013. - V. 25, N 12. - P. 831 – 841.	ru_RU
dc.identifier.uri	https://repository.kpfu.ru/eng/?p_id=139183&p_lang=2	ru_RU
dc.description.abstract	Supramolecular Chemistry	ru_RU
dc.description.abstract	Here, we report on the study of cationic amidoammonium calix[4]resorcinarenes 1–5 of various lipophilicity capable of binding acid–base indicator methyl orange (MO). We identified the contributions of macrocycle aggregation and conformational mobility in the binding of MO. The effective pKa values of bound MO systematically decrease as the size and the packing density of the aggregates increase with an increase in calixresorcinarene lipophilicity. Consideration of a series of macrocycles clearly shows that large aggregates form most stable complexes, binding guests not on individual level but as aggregates. It was found that the most stable MO complex with 5 is formed due to electrostatic binding with ammonium groups of the macrocycle and incapsulation of MO in a hydrophobic layer of the aggregates.We have shown that competitive binding of MO and cationic surfactants by aggregates of 5 is suitable for visual/spectrophotometric detection of colourless anionic substrates.	ru_RU
dc.language.iso	ru	ru_RU
dc.subject		ru_RU
dc.title	Influence of amidoammonium calix[4]resorcinarenes on methyl orange protolytic equilibrium: supramolecular indicator systems	ru_RU
dc.type	Articles in international journals and collections	ru_RU