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Issue 29, 2009
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Ion-pair binding by mixed N,S-donor 2-ureidopyridine ligands

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The synthesis of a simple ambidentate ligand 1-(3-methylsulfanyl-phenyl)-3-pyridin-2-yl-urea (L) capable of binding metal ions via a pyridyl nitrogen atom or thioether sulfur donor is reported. The pyridyl functionality is located adjacent to an anion bindingurea group allowing this region of the ligand to bind contact ion-pairs by simultaneous coordination and hydrogen bonding interactions. This intimate ion-pair binding coordination mode is demonstrated by the X-ray crystal structures of [Ag(L)]X (X = CH3CO2, 1; NO3, 2). The non-coordinating PF6 anion is not bound as an ion-pair in [Ag(L)](PF6) (3) and the urea NH groups exhibit short contacts to carbonyl oxygen and π-systems. The X-ray crystal structure of [Ag(L)4]BF4 (4) is also reported, showing the ligand to be exclusively S-bound. Anion binding by L and its silver(I) complex is also explored by solution 1H NMR spectroscopic methods.

Graphical abstract: Ion-pair binding by mixed N,S-donor 2-ureidopyridine ligands

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Supplementary files

Article information

19 Mar 2009
08 May 2009
First published
08 Jun 2009

Dalton Trans., 2009, 5708-5714
Article type

Ion-pair binding by mixed N,S-donor 2-ureidopyridine ligands

N. Qureshi, D. S. Yufit, J. A. K. Howard and J. W. Steed, Dalton Trans., 2009, 5708
DOI: 10.1039/B905555J

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