Dependence of an anion template on amino acid binding in DMSO/H <sub>2</sub> O by a chiral Ag/urea-based tweezer
A chiral "dual-tweezer" compound containing anion-binding pockets, {[Ag(MeBzUTh)<sub>2</sub>]}<sub>2</sub>(CF<sub>3</sub>CO<sub>2</sub>)<sub>2</sub>, has been prepared and shown to bind both alanine and phenylalanine in DMSO/H<sub>2</sub>O. The trifluoroacetate counter-anion gives enhanced binding through a template effect compared to other species. Interactions between the guest carboxylate and both the urea groups and the argentophilically bound Ag<sub>2</sub> core drive binding, with selectivity achieved through a sterically protected pocket defined by chiral methylbenzyl units giving a more pronounced <sup>1</sup>H NMR response for phenylalanine.
Authors
- Alasdair I. McKay (ORCID: https://orcid.org/0000-0002-6859-172X)
- Steven J. Pas (ORCID: https://orcid.org/0000-0003-1603-7994)
- Peter Halat (ORCID: https://orcid.org/0000-0002-0878-6963)
- Diksha U. Sawant (ORCID: https://orcid.org/0009-0004-7917-9839)
Institutions
- Monash University (AU)
Publication Details
- Journal
- Chemical Communications
- Published
- 2025-01-01
- DOI
- https://doi.org/10.1039/d5cc05158d
- Citations
- 2
- Primary Topic
- Porphyrin and Phthalocyanine Chemistry
- Type
- article
- Field-Weighted Citation Impact
- 1.04