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International Summer School PROGRAM - Laboratoire d'Infochimie ...

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SYNTHETIC TETRAAMIDES ANION RECEPTORS WITH AZULENE MOIETIES<br />

Dawid Lichosyt, a,b Paweł Dydio b , Janusz Jurczak a,b<br />

a) Institute of Organic Chemistry PAS, Kasprzaka 44/52, 01-224 Warsaw<br />

b)<br />

The Faculty of Chemistry, University of Warsaw, Pasteura 1, 02-093 Warsaw<br />

dlichosyt@gmail.com<br />

Anions play crucial role in many fields of chemistry, therefore research on anion<br />

receptors is very important area of supramolecular chemistry.[1] Hydrogen bonds are<br />

the most common among interactions which can be used in anion binding process. Their<br />

accessibility and directionality enables assembly of binding sites adjusted for specific<br />

anionic species.[2,3] In this communication we would like to present our studies on new<br />

ligand 1 with four donors of hydrogen bonds in macrocyclic structure. In this compound<br />

we use azulene moiety, which potentially offers optical anion sensor properties. Our<br />

research show strong affinity 1 towards anions in DMSO + 5% H2O mixture.<br />

To determine how important macrocyclic effect is we synthesized receptor 2.<br />

Furthermore, we obtained diffraction grade crystals of receptor 1 and its complexes with<br />

anions. We will discuss results of their structural analysis.<br />

[1] Sessler J. L.; Gale P. A.; Cho W. S. Anion Receptor Chemistry, The Royal Society of Chemistry,<br />

Cambridge, 2006.<br />

[2] Dydio P.; Lichosyt D.; Jurczak J. Chem. Soc. Rev., 2011,40, 2971-2985<br />

[3] Gale, P. A., Chem. Soc. Rev., 2010, 39, 3746-3771

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