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Supramolecular Chemistry Volume 24, 2012 - Issue 2: Special issue dedicated to the Sixth International Symposium on Macrocyclic and Supramolecular Chemistry (6-ISMSC)
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Original Articles

Sulphate binding by a quinolinyl-functionalised tripodal tris-urea receptor

Yongjing Hao State Key Laboratory for Oxo Synthesis and Selective Oxidation, Lanzhou Institute of Chemical Physics, Chinese Academy of Sciences, Lanzhou, 730000, P.R. China; Graduate University of Chinese Academy of Sciences, Beijing, 100049, P.R. China
,
Chuandong Jia State Key Laboratory for Oxo Synthesis and Selective Oxidation, Lanzhou Institute of Chemical Physics, Chinese Academy of Sciences, Lanzhou, 730000, P.R. China; Graduate University of Chinese Academy of Sciences, Beijing, 100049, P.R. China
,
Shaoguang Li State Key Laboratory for Oxo Synthesis and Selective Oxidation, Lanzhou Institute of Chemical Physics, Chinese Academy of Sciences, Lanzhou, 730000, P.R. China; Graduate University of Chinese Academy of Sciences, Beijing, 100049, P.R. China
,
Xiaojuan Huang State Key Laboratory for Oxo Synthesis and Selective Oxidation, Lanzhou Institute of Chemical Physics, Chinese Academy of Sciences, Lanzhou, 730000, P.R. China
,
Xiao-Juan Yang State Key Laboratory for Oxo Synthesis and Selective Oxidation, Lanzhou Institute of Chemical Physics, Chinese Academy of Sciences, Lanzhou, 730000, P.R. China
,
Christoph Janiak Institut für Anorganische Chemie und Strukturchemie, Universität Düsseldorf, Universitätsstr. 1, D-40225, Düsseldorf, Germany
&
Biao Wu State Key Laboratory for Oxo Synthesis and Selective Oxidation, Lanzhou Institute of Chemical Physics, Chinese Academy of Sciences, Lanzhou, 730000, P.R. China; College of Chemistry and Materials Science, Northwest University, Xi'an, 710069, P.R. ChinaCorrespondence[email protected]
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Pages 88-94 | Received 30 Jun 2011, Accepted 07 Sep 2011, Published online: 03 Nov 2011
 
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Abstract

A quinolinyl-functionalised tripodal tris(urea) receptor (L) has been designed for sulphate binding. The neutral receptor formed the 1:1 binding mode with sulphate ion (as tetrabutylammonium salt). However, when L interacted with H2SO4, a 2:1 (host/guest) complex (HL)2SO4·EtOH·12.5H2O (1) was isolated. Crystal structural analysis showed that the tertiary amine N atom of L is protonated, and the sulphate ion is located outside the receptor rather than inside the tripodal cleft. 1H NMR studies revealed that the 2:1 binding ratio was persistent in solution. Interestingly, the protonated receptor displayed an unusual enhanced binding for sulphate ion in aqueous environments because of the stronger electrostatic effect in the presence of water.

Acknowledgements

This work was supported by the National Natural Science Foundation of China (20872149).

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