Examples of regioselective anion recognition among a family of two-, three-, and four-"armed" bis-, tris-, and tetrakis(thioureido) [n]polynorbornane hosts

Lowe, Adam J., Long, Benjamin M. and Pfeffer, Frederick M. 2012, Examples of regioselective anion recognition among a family of two-, three-, and four-"armed" bis-, tris-, and tetrakis(thioureido) [n]polynorbornane hosts, Journal of organic chemistry, vol. 77, no. 19, pp. 8507-8517.

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Title Examples of regioselective anion recognition among a family of two-, three-, and four-"armed" bis-, tris-, and tetrakis(thioureido) [n]polynorbornane hosts
Author(s) Lowe, Adam J.
Long, Benjamin M.
Pfeffer, Frederick M.
Journal name Journal of organic chemistry
Volume number 77
Issue number 19
Start page 8507
End page 8517
Total pages 11
Publisher American Chemical Society
Place of publication Washington, D. C.
Publication date 2012-09-18
ISSN 0022-3263
1520-6904
Keyword(s) anion recognition
dicarboxylates
NMR titration
regio-selective
tetrakis
Summary A family of conformationally preorganized, [n]polynorbornane-based anion hosts 1a,b–6a,b have been synthesized. The series includes receptors with 4, 8, and 12 H-bond donors. Using 1H NMR titration techniques, evaluation of the new hosts against a series of alkyl and aryl dicarboxylates as well as a range of phosphoanionic species has revealed that the tris(thioureido) hosts (in particular 3a) are capable of regioselectively binding dicarboxylates and pyrophosphate (H2PPi2–).
Language eng
Field of Research 030302 Nanochemistry and Supramolecular Chemistry
030503 Organic Chemical Synthesis
Socio Economic Objective 970103 Expanding Knowledge in the Chemical Sciences
HERDC Research category C1 Refereed article in a scholarly journal
Persistent URL http://hdl.handle.net/10536/DRO/DU:30049694

Document type: Journal Article
Collection: School of Life and Environmental Sciences
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