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Extending the family of heteroditopic calix[4]diquinone receptors for cooperative and ion-pair recognition

McConnell, A.J., Serpell, C.J., Beer, P.D. (2012) Extending the family of heteroditopic calix[4]diquinone receptors for cooperative and ion-pair recognition. New Journal of Chemistry, 36 (1). pp. 102-112. ISSN 11440546 (ISSN). (doi:10.1039/c1nj20708c) (The full text of this publication is not currently available from this repository. You may be able to access a copy if URLs are provided)

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Abstract

New heteroditopic calix[4]diquinone receptors with different anion binding units and calix[4]diquinone scaffolds have been synthesised. Ion-pair binding studies using UV/visible and 1H NMR spectroscopies reveal that receptors 1, 2 and 4 are cooperative AND ion-pair receptors, which display little affinity for 'free' ions but enhanced binding of the ion-pairs NaCl, NH 4Cl and KCl. The more preorganised receptor 2 binds the ion-pairs more weakly than receptor 1. Varying the nature of the calix[4]diquinone scaffold appears to have little effect on ion-pair binding, although the calix[4]diquinone framework is more conformationally flexible than the tert-butylcalix[4]diquinone one and can be synthesised using the milder oxidant chlorine dioxide. This journal is © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique.

Item Type: Article
DOI/Identification number: 10.1039/c1nj20708c
Additional information: Unmapped bibliographic data: LA - English [Field not mapped to EPrints] J2 - New J. Chem. [Field not mapped to EPrints] AD - Inorganic Chemistry Laboratory, Department of Chemistry, University of Oxford, South Parks Road, Oxford OX1 3QR, United Kingdom [Field not mapped to EPrints] DB - Scopus [Field not mapped to EPrints]
Uncontrolled keywords: ammonium chloride, anion, chlorine dioxide, molecular scaffold, potassium chloride, quinone derivative, receptor, sodium chloride, article, binding affinity, chemical binding, conformation, controlled study, electrochemistry, molecular recognition, priority journal, proton nuclear magnetic resonance, synthesis, ultraviolet spectroscopy
Subjects: Q Science > QD Chemistry
Divisions: Faculties > Sciences > School of Physical Sciences > Functional Materials Group
Depositing User: Giles Tarver
Date Deposited: 10 Jul 2015 15:29 UTC
Last Modified: 23 Jan 2020 04:10 UTC
Resource URI: https://kar.kent.ac.uk/id/eprint/49486 (The current URI for this page, for reference purposes)
Serpell, C.J.: https://orcid.org/0000-0002-2848-9077
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