Journal article
A potent halogen-bonding donor motif for anion recognition and anion template mechanical bond synthesis
- Abstract:
- 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.
- Publication status:
- Published
- Peer review status:
- Peer reviewed
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- Files:
-
-
(Preview, Accepted manuscript, pdf, 624.4KB, Terms of use)
-
- Publisher copy:
- 10.1002/anie.201907625
Authors
- Publisher:
- Wiley
- Journal:
- Angewandte Chemie International Edition More from this journal
- Volume:
- 58
- Issue:
- 39
- Pages:
- 13823-13827
- Publication date:
- 2019-09-01
- Acceptance date:
- 2019-07-10
- DOI:
- EISSN:
-
1521-3773
- ISSN:
-
1433-7851
- Pmid:
-
31291498
- Language:
-
English
- Keywords:
- Pubs id:
-
1031866
- Local pid:
-
pubs:1031866
- Deposit date:
-
2020-02-03
- ARK identifier:
Terms of use
- Copyright holder:
- Wiley‐VCH Verlag GmbH & Co.
- Copyright date:
- 2019
- Rights statement:
- © 2019 Wiley‐VCH Verlag GmbH & Co. KGaA, Weinheim
- Notes:
- This is the accepted manuscript version of the article. The final version is available from Wiley at: https://doi.org/10.1002/anie.201907625
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