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Anion receptors: a new class of amide/quaternized amine macrocycles and the chelate effect
Md Alamgir Hossain1, Sung Ok Kang, Douglas Powell
1Department of Chemistry, University of Kansas, Lawrence 66045, USA.
Abstract:
A new class of tetraamide macrocyclic receptors for anions with two quaternized amine functionalities exhibited higher affinities for anions compared with the corresponding neutral amides. In two crystal structures of halide complexes of the prototypes with phenyl and pyridine spacers, the anions are held by hydrogen bonding with the amide hydrogens. The pyridine analogues display higher affinities in general than the phenyl systems, a phenomenon which is attributed to the anion version of the chelate effect.
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