Lokesh K. Kumawat
Squaramide‐Based Self‐Associating Amphiphiles for Anion Recognition
Kumawat, Lokesh K.; Wynne, Conor; Cappello, Emanuele; Fisher, Peter; Brennan, Luke E.; Strofaldi, Alessandro; McManus, Jennifer J.; Hawes, Chris S.; Jolliffe, Katrina A.; Gunnlaugsson, Thorfinnur; Elmes, Robert B. P.
Authors
Conor Wynne
Emanuele Cappello
Peter Fisher
Luke E. Brennan
Alessandro Strofaldi
Jennifer J. McManus
Chris Hawes c.s.hawes@keele.ac.uk
Katrina A. Jolliffe
Thorfinnur Gunnlaugsson
Robert B. P. Elmes
Abstract
The synthesis and characterisation of two novel self‐assembled amphiphiles (SSAs) SQS‐1 and SQS‐2 are reported. Both compounds, based on the squaramide motif, were fully soluble in a range of solvents and were shown to undergo self‐assembly through a range of physical techniques. Self‐assembly was shown to favour the formation of crystalline domains on the nanoscale but also fibrillar film formation, as suggested by SEM analysis. Moreover, both SQS‐1 and SQS‐2 were capable of anion recognition in DMSO solution as demonstrated using 1H NMR and UV/Vis absorption spectroscopy, but displayed lower binding affinities for various anions when compared against other squaramide based receptors. In more competitive solvent mixtures SQS‐1 gave rise to a colourimetric response in the presence of HPO42− that was clearly visible to the naked eye. We anticipate that the observed response is due to the basic nature of the HPO42− anion when compared against other biologically relevant anions.
Citation
Kumawat, L. K., Wynne, C., Cappello, E., Fisher, P., Brennan, L. E., Strofaldi, A., …Elmes, R. B. P. (2021). Squaramide‐Based Self‐Associating Amphiphiles for Anion Recognition. ChemPlusChem, 86(8), 1058-1068. https://doi.org/10.1002/cplu.202100275
Journal Article Type | Article |
---|---|
Acceptance Date | Jul 12, 2021 |
Online Publication Date | Aug 5, 2021 |
Publication Date | Jul 12, 2021 |
Publicly Available Date | May 30, 2023 |
Journal | ChemPlusChem |
Publisher | Wiley |
Volume | 86 |
Issue | 8 |
Pages | 1058-1068 |
DOI | https://doi.org/10.1002/cplu.202100275 |
Keywords | General Chemistry |
Publisher URL | https://chemistry-europe.onlinelibrary.wiley.com/doi/10.1002/cplu.202100275 |
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https://creativecommons.org/licenses/by-nc-nd/4.0/
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