Modulation of the Selectivity in Anions Recognition Processes by Combining Hydrogen- and Halogen-Bonding Interactions

Most of the halogen bonding receptors for anions described use halogen bonding binding sites solely in the anion recognition process; only a few examples report the study of anion receptors in which the halogen bonding interaction has been used in combination with any other non-covalent interaction....

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Main Authors: Fabiola Zapata, Sergio J. Benítez-Benítez, Paula Sabater, Antonio Caballero, Pedro Molina
Format: Article
Language:English
Published: MDPI AG 2017-12-01
Series:Molecules
Subjects:
Online Access:https://www.mdpi.com/1420-3049/22/12/2273
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author Fabiola Zapata
Sergio J. Benítez-Benítez
Paula Sabater
Antonio Caballero
Pedro Molina
author_facet Fabiola Zapata
Sergio J. Benítez-Benítez
Paula Sabater
Antonio Caballero
Pedro Molina
author_sort Fabiola Zapata
collection DOAJ
description Most of the halogen bonding receptors for anions described use halogen bonding binding sites solely in the anion recognition process; only a few examples report the study of anion receptors in which the halogen bonding interaction has been used in combination with any other non-covalent interaction. With the aims to extend the knowledge in the behaviour of this kind of mixed receptors, we report here the synthesis and the anion recognition and sensing properties of a new halogen- and hydrogen- bonding receptor which binds anions by the cooperation of both non-covalent interactions. Fluorescence studies showed that the behaviour observed in the anion recognition sensing is similar to the one previously described for the halogen analogue and is quite different to the hydrogen one. On the other hand, the association constants obtained by 1H-NMR data demonstrate that the mixed halogen- and hydrogen-bonding receptor is more selective for SO42− anion than the halogen or hydrogen analogues.
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spelling doaj.art-9bf99521e7a5467088ff7afa6c079a9f2022-12-22T01:02:41ZengMDPI AGMolecules1420-30492017-12-012212227310.3390/molecules22122273molecules22122273Modulation of the Selectivity in Anions Recognition Processes by Combining Hydrogen- and Halogen-Bonding InteractionsFabiola Zapata0Sergio J. Benítez-Benítez1Paula Sabater2Antonio Caballero3Pedro Molina4Dto de Química Orgánica, Universidad de Murcia, Campus de Espinardo, E-30100 Murcia, SpainDto de Química Orgánica, Universidad de Murcia, Campus de Espinardo, E-30100 Murcia, SpainDto de Química Orgánica, Universidad de Murcia, Campus de Espinardo, E-30100 Murcia, SpainDto de Química Orgánica, Universidad de Murcia, Campus de Espinardo, E-30100 Murcia, SpainDto de Química Orgánica, Universidad de Murcia, Campus de Espinardo, E-30100 Murcia, SpainMost of the halogen bonding receptors for anions described use halogen bonding binding sites solely in the anion recognition process; only a few examples report the study of anion receptors in which the halogen bonding interaction has been used in combination with any other non-covalent interaction. With the aims to extend the knowledge in the behaviour of this kind of mixed receptors, we report here the synthesis and the anion recognition and sensing properties of a new halogen- and hydrogen- bonding receptor which binds anions by the cooperation of both non-covalent interactions. Fluorescence studies showed that the behaviour observed in the anion recognition sensing is similar to the one previously described for the halogen analogue and is quite different to the hydrogen one. On the other hand, the association constants obtained by 1H-NMR data demonstrate that the mixed halogen- and hydrogen-bonding receptor is more selective for SO42− anion than the halogen or hydrogen analogues.https://www.mdpi.com/1420-3049/22/12/2273halogen-bondinghydrogen-bondinganionfluorescenceimidazoliumrecognitionsensing
spellingShingle Fabiola Zapata
Sergio J. Benítez-Benítez
Paula Sabater
Antonio Caballero
Pedro Molina
Modulation of the Selectivity in Anions Recognition Processes by Combining Hydrogen- and Halogen-Bonding Interactions
Molecules
halogen-bonding
hydrogen-bonding
anion
fluorescence
imidazolium
recognition
sensing
title Modulation of the Selectivity in Anions Recognition Processes by Combining Hydrogen- and Halogen-Bonding Interactions
title_full Modulation of the Selectivity in Anions Recognition Processes by Combining Hydrogen- and Halogen-Bonding Interactions
title_fullStr Modulation of the Selectivity in Anions Recognition Processes by Combining Hydrogen- and Halogen-Bonding Interactions
title_full_unstemmed Modulation of the Selectivity in Anions Recognition Processes by Combining Hydrogen- and Halogen-Bonding Interactions
title_short Modulation of the Selectivity in Anions Recognition Processes by Combining Hydrogen- and Halogen-Bonding Interactions
title_sort modulation of the selectivity in anions recognition processes by combining hydrogen and halogen bonding interactions
topic halogen-bonding
hydrogen-bonding
anion
fluorescence
imidazolium
recognition
sensing
url https://www.mdpi.com/1420-3049/22/12/2273
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