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Structural study of triazole and amide containing anion-templated pseudorotaxanes

White, N.G., Serpell, C.J., Beer, P.D. (2014) Structural study of triazole and amide containing anion-templated pseudorotaxanes. Crystal Growth and Design, 14 (7). pp. 3472-3479. ISSN 15287483 (ISSN). (doi:10.1021/cg500420u) (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

The ability of a range of halides and oxoanions to template pseudorotaxane formation between an isophthalamide containing macrocycle and either bis-triazole pyridinium or bis-amide pyridinium threading components was investigated. Solution 1H NMR experiments reveal that all of the studied anions (Cl-, Br-, I-, NO 3 -, HSO4 -, OAc-, and BzO-) can template interpenetrated assemblies. The solid-state structures of nine of the pseudorotaxanes were determined by single crystal X-ray structural analysis. In the solid state, the oxoanions nitrate, acetate and benzoate display much stronger hydrogen bonding with the macrocycle and threading components than the halide anions. Conversely, aromatic donor-acceptor contacts between the macrocycle and thread are significantly longer in the oxoanion templated pseudorotaxanes, presumably due to the greater steric demands of these larger templates. © 2014 American Chemical Society.

Item Type: Article
DOI/Identification number: 10.1021/cg500420u
Additional information: Unmapped bibliographic data: LA - English [Field not mapped to EPrints] J2 - Cryst. Growth Des. [Field not mapped to EPrints] AD - Chemistry Research Laboratory, Department of Chemistry, University of Oxford, Mansfield Road, Oxford OX1 3TA, United Kingdom [Field not mapped to EPrints] AD - University of British Columbia, 2036 Main Mall, Vancouver V6T 1Z1, Canada [Field not mapped to EPrints] DB - Scopus [Field not mapped to EPrints]
Uncontrolled keywords: Amides, Hydrogen bonds, Nitrogen compounds, Nuclear magnetic resonance spectroscopy, Donor-acceptors, Halide anions, NMR experiments, Pseudorotaxanes, Solid-state structures, Structural studies, Threading components, X ray structural analysis, Negative ions
Subjects: Q Science > QD Chemistry
Divisions: Faculties > Sciences > School of Physical Sciences > Functional Materials Group
Depositing User: Giles Tarver
Date Deposited: 10 Jul 2015 15:51 UTC
Last Modified: 23 Jan 2020 04:10 UTC
Resource URI: https://kar.kent.ac.uk/id/eprint/49477 (The current URI for this page, for reference purposes)
Serpell, C.J.: https://orcid.org/0000-0002-2848-9077
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