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....
Main Authors: | , , , , |
---|---|
Format: | Article |
Language: | English |
Published: |
MDPI AG
2017-12-01
|
Series: | Molecules |
Subjects: | |
Online Access: | https://www.mdpi.com/1420-3049/22/12/2273 |
_version_ | 1818154401916780544 |
---|---|
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. |
first_indexed | 2024-12-11T14:25:56Z |
format | Article |
id | doaj.art-9bf99521e7a5467088ff7afa6c079a9f |
institution | Directory Open Access Journal |
issn | 1420-3049 |
language | English |
last_indexed | 2024-12-11T14:25:56Z |
publishDate | 2017-12-01 |
publisher | MDPI AG |
record_format | Article |
series | Molecules |
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 |
work_keys_str_mv | AT fabiolazapata modulationoftheselectivityinanionsrecognitionprocessesbycombininghydrogenandhalogenbondinginteractions AT sergiojbenitezbenitez modulationoftheselectivityinanionsrecognitionprocessesbycombininghydrogenandhalogenbondinginteractions AT paulasabater modulationoftheselectivityinanionsrecognitionprocessesbycombininghydrogenandhalogenbondinginteractions AT antoniocaballero modulationoftheselectivityinanionsrecognitionprocessesbycombininghydrogenandhalogenbondinginteractions AT pedromolina modulationoftheselectivityinanionsrecognitionprocessesbycombininghydrogenandhalogenbondinginteractions |