Abstract
Synthesis of new podands from resorcinarene and diethylene glycols are reported. The binding properties of these podands with alkali metal cations was studied by means of ESI–MS. The experimental results for podands with long diethylene glycol arms show the stable inclusion complexes with one or two metal cations and high affinity for sodium and potassium ions. This podands under appropriate conditions can thus form a sufficiently long cavity to accommodate more than one metal ion inside without disturbance of the axial symmetry like an ion channel. Podand with shorter arms, obtained from ethylene glycol form complexes with 1:1 stoichiometry and also readily dimers or trimers. In the presence of alkali metal cations this podand selectively binds cesium ions. The significant affinity of synthesized podands for the biologically important alkali metal ions may affect living organisms. Antibacterial activities were tested with series of Gram-positive and Gram-negative bacteria.
Highlights
Synthesis of new podands from resorcinarene and diethylene glycols are reported
In this paper we reported synthesis of some new podands from resorcinarene and diethylene glycols
The high symmetry of the podands 2a and 2b is retained in the presence of alkali cations during the titration experiments with potassium and cesium ions. This shows that the long diethylene glycol arms of podands does not interact independently with alkali metal cations by adjacent or opposite arms
Summary
Mariusz Urbaniak • Barbara Gawdzik • Alicja Wzorek • Wiesław Kaca • Łukasz Lechowicz Received: 21 August 2014 / Accepted: 25 October 2014 / Published online: 9 November 2014 Ó The Author(s) 2014. This article is published with open access at Springerlink.com
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