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Anion recognition and anion-mediated self-assembly with thiourea-functionalised fused [3]polynorbornyl frameworks

Pfeffer, Frederick, Kruger, Paul and Gunnlaugsson, Thorfinnur 2007, Anion recognition and anion-mediated self-assembly with thiourea-functionalised fused [3]polynorbornyl frameworks, Organic and biomolecular chemistry, vol. 5, pp. 1894-1902.


Title Anion recognition and anion-mediated self-assembly with thiourea-functionalised fused [3]polynorbornyl frameworks
Author(s) Pfeffer, Frederick
Kruger, Paul
Gunnlaugsson, Thorfinnur
Journal name Organic and biomolecular chemistry
Volume number 5
Start page 1894
End page 1902
Publisher Royal Society of Chemistry
Place of publication Cambrigde, England
Publication date 2007
ISSN 1477-0520
1477-0539
Summary Three conformationally preorganised host molecules based on the [3]polynorbornyl framework and incorporating di-urea receptors were synthesised and their interaction with a series of anions investigated by 1H NMR spectroscopy. A high affinity of each host molecule for dihydrogenphosphate (H2PO4–) and dihydrogenpyrophosphate (H2P2O72–) was identified. In addition to binding to the urea receptors of the host molecules, evidence for an interaction involving the non-polar C–H groups within the binding cavity of the framework and guest anions was also discovered. Furthermore, an unusual 2 : 1 host-to-anion stoichiometry was indicated when binding H2P2O72–, and a model for the anion-mediated self-assembly of this complex species is proposed.
Notes First published as an Advance Article on the web 14th May 2007
Language eng
Field of Research 030302 Nanochemistry and Supramolecular Chemistry
HERDC Research category C1 Refereed article in a scholarly journal
Copyright notice ©2007, The Royal Society of Chemistry
Persistent URL http://hdl.handle.net/10536/DRO/DU:30007428

Document type: Journal Article
Collection: School of Biological and Chemical Sciences
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