Publication: A Potent Halogen-Bonding Donor Motif for Anion Recognition and Anion Template Mechanical Bond Synthesis
Issued Date
2019-09-23
Resource Type
ISSN
15213773
14337851
14337851
Other identifier(s)
2-s2.0-85070806901
Rights
Mahidol University
Rights Holder(s)
SCOPUS
Bibliographic Citation
Angewandte Chemie - International Edition. Vol.58, No.39 (2019), 13823-13827
Suggested Citation
Thanthapatra Bunchuay, Andrew Docker, Antonio J. Martinez-Martinez, Paul D. Beer A Potent Halogen-Bonding Donor Motif for Anion Recognition and Anion Template Mechanical Bond Synthesis. Angewandte Chemie - International Edition. Vol.58, No.39 (2019), 13823-13827. doi:10.1002/anie.201907625 Retrieved from: https://repository.li.mahidol.ac.th/handle/20.500.14594/50501
Research Projects
Organizational Units
Authors
Journal Issue
Thesis
Title
A Potent Halogen-Bonding Donor Motif for Anion Recognition and Anion Template Mechanical Bond Synthesis
Other Contributor(s)
Abstract
© 2019 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim 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.