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Receptors based on sulfonylurea and amide functional groups – newcomers and veterans in anion-coordination chemistry

Since its beginnings, anion receptor chemistry relies on hydrogen bonds as one of the primary interactions stabilising complexes with negatively charged species. Molecules bearing NH moieties like amides, (thio)ureas, pyroles, tetrazoles, etc. are thus almost universal among anion receptors. Further advancement of anion receptor properties towards applicable and economically exploitable systems can be in detailed fundamental research of the interactions stabilising their complexes. On the other hand, it is essential to test new prospective candidates among H-bond donor functionalities by incorporating them in suitable molecular environment endorsing interactions with anions. In this lecture both approaches will be addressed dividing the talk into two main parts: i) In the first part a comprehensive study on amide-based anion receptors with the focus on detailed understanding of structure-binding relationship relying on NMR spectroscopy will be presented. In addition, anion binding properties of a hybrid receptor containing both amide and urea binding sites will be discussed providing an answer to an interesting question: What do anions prefer when offered both amide and urea as binding site? ii) A functional group almost unexplored in the scope of anion coordination chemistry, i.e. sulfonylurea will be in the spotlight of the second part of the talk.[10] Anion-binding properties of three aromatic sulfonyl urea derivatives in acetonitrile and dimethyl sulfoxide will be discussed. Since the sulfonylurea features high acidity, part of the lecture will be devoted to this aspect and the methodology for determination of protonation properties based on the NMR spectroscopy.

Anion receptors ; amides ; sulfonylurea ; coordination chemistry

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