Thioamides versus amides in anion binding

Tomasz Zieliński^a, Janusz Jurczak^a,b

^a Institute of Organic Chemistry, Polish Academy of Science, Warsaw, Poland

^b Department of Chemistry, Warsaw University, Warsaw, Poland

Among various areas in supramolecular chemistry, coordination of anions has been a subject of intensive exploring.¹ Development of neutral anion receptor is still one of the most challenging task.² Our group has been interested in studies of macrocyclic effect, dependence between structure and binding abilities of ligand and in invention of new building blocks for receptors.³ In the course of these studies we decided to investigate the thioamide group as the hydrogen bond donor.⁴ We chose to use pyrrole as building block in construction of simple models for the studies. In this communication we would like to compare anion binding properties of thioamides and amides prepared from pyrrole-2,5-dicarboxylic acid.

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