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Bis-thiourea macrocycles incorporating fused [n]polynorbornanes: binding of flexible versus rigid dicarboxylates

Johnstone, Mark D. and Pfeffer, Frederick M. 2014, Bis-thiourea macrocycles incorporating fused [n]polynorbornanes: binding of flexible versus rigid dicarboxylates, Supramolecular chemistry, vol. 26, no. 3-4, pp. 202-206, doi: 10.1080/10610278.2013.844813.

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Title Bis-thiourea macrocycles incorporating fused [n]polynorbornanes: binding of flexible versus rigid dicarboxylates
Author(s) Johnstone, Mark D.
Pfeffer, Frederick M.
Journal name Supramolecular chemistry
Volume number 26
Issue number 3-4
Start page 202
End page 206
Total pages 5
Publisher Taylor & Francis
Place of publication London, England
Publication date 2014
ISSN 1061-0278
Keyword(s) Anion recognition
Summary Two macrocyclic bis-thiourea hosts 5 and 6 were constructed and their interactions with two dicarboxylates of similar size (pimelate = flexible and terephthalate = rigid) were evaluated using 1H NMR titration techniques. In contrast to previous work with thiourea functionalised [n]polynorbornanes (where a notable increase in H:G affinity was noted for the rigid guest), the new macrocyclic hosts, in particular host 6, bind pimelate more strongly than terephthalate (for 6 binding pimelate log Ka = 4.7, terephthalate log Ka = 3.7). A binding arrangement in which the flexible dicarboxylate is ‘perched’ above the macrocycle is proposed to justify these results.
Language eng
DOI 10.1080/10610278.2013.844813
Field of Research 059999 Environmental Sciences not elsewhere classified
Socio Economic Objective 970105 Expanding Knowledge in the Environmental Sciences
HERDC Research category C1 Refereed article in a scholarly journal
Copyright notice ©2014, Taylor & Francis
Free to Read? No
Free to Read Start Date 2016-06-15
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Document type: Journal Article
Collection: School of Life and Environmental Sciences
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Created: Fri, 21 Feb 2014, 08:33:08 EST

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