A potent halogen-bonding donor motif for anion recognition and anion template mechanical bond synthesis
The covalent attachment of electron deficient perfluoroaryl substituents to a bis-iodotriazole pyridinium group produces a remarkably potent halogen bonding donor motif for anion recognition in aqueous media. Such a motif also establishes halogen bonding anion templation as a highly efficient method...
| Main Authors: | , , , |
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| Format: | Journal article |
| Language: | English |
| Published: |
Wiley
2019
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| _version_ | 1797092318662098944 |
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| author | Bunchuay, T Docker, A Martinez-Martinez, AJ Beer, PD |
| author_facet | Bunchuay, T Docker, A Martinez-Martinez, AJ Beer, PD |
| author_sort | Bunchuay, T |
| collection | OXFORD |
| description | The covalent attachment of electron deficient perfluoroaryl substituents to a bis-iodotriazole pyridinium group produces a remarkably potent halogen bonding donor motif for anion recognition in aqueous media. Such a motif also establishes halogen bonding anion templation as a highly efficient method for constructing a mechanically interlocked molecule in unprecedented near quantitative yield. The resulting bis-perfluoroaryl substituted iodotriazole pyridinium axle containing halogen bonding [2]rotaxane host exhibits exceptionally strong halide binding affinities in competitive 50 % water containing aqueous media, by a factor of at least three orders of magnitude greater in comparison to a hydrogen bonding rotaxane host analogue. These observations further champion and advance halogen bonding as a powerful tool for recognizing anions in aqueous media. |
| first_indexed | 2024-03-07T03:44:25Z |
| format | Journal article |
| id | oxford-uuid:bef75a5f-26d2-4bef-ad0d-d314bc43c133 |
| institution | University of Oxford |
| language | English |
| last_indexed | 2024-03-07T03:44:25Z |
| publishDate | 2019 |
| publisher | Wiley |
| record_format | dspace |
| spelling | oxford-uuid:bef75a5f-26d2-4bef-ad0d-d314bc43c1332022-03-27T05:44:01ZA potent halogen-bonding donor motif for anion recognition and anion template mechanical bond synthesisJournal articlehttp://purl.org/coar/resource_type/c_dcae04bcuuid:bef75a5f-26d2-4bef-ad0d-d314bc43c133EnglishSymplectic ElementsWiley2019Bunchuay, TDocker, AMartinez-Martinez, AJBeer, PDThe covalent attachment of electron deficient perfluoroaryl substituents to a bis-iodotriazole pyridinium group produces a remarkably potent halogen bonding donor motif for anion recognition in aqueous media. Such a motif also establishes halogen bonding anion templation as a highly efficient method for constructing a mechanically interlocked molecule in unprecedented near quantitative yield. The resulting bis-perfluoroaryl substituted iodotriazole pyridinium axle containing halogen bonding [2]rotaxane host exhibits exceptionally strong halide binding affinities in competitive 50 % water containing aqueous media, by a factor of at least three orders of magnitude greater in comparison to a hydrogen bonding rotaxane host analogue. These observations further champion and advance halogen bonding as a powerful tool for recognizing anions in aqueous media. |
| spellingShingle | Bunchuay, T Docker, A Martinez-Martinez, AJ Beer, PD A potent halogen-bonding donor motif for anion recognition and anion template mechanical bond synthesis |
| title | A potent halogen-bonding donor motif for anion recognition and anion template mechanical bond synthesis |
| title_full | A potent halogen-bonding donor motif for anion recognition and anion template mechanical bond synthesis |
| title_fullStr | A potent halogen-bonding donor motif for anion recognition and anion template mechanical bond synthesis |
| title_full_unstemmed | A potent halogen-bonding donor motif for anion recognition and anion template mechanical bond synthesis |
| title_short | A potent halogen-bonding donor motif for anion recognition and anion template mechanical bond synthesis |
| title_sort | potent halogen bonding donor motif for anion recognition and anion template mechanical bond synthesis |
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