Unclosed Cryptands: A Point of Departure for Developing Potent Neutral Anion Receptors

Six macrocyclic lariat-type compounds, representing a new class of anion receptors, were synthesized in a simple approach. We identified the optimal macroring size and the position of the hydrogen bond donating center in the lariat arm offering the best affinities toward chloride and carboxylate anions. The anion-binding properties of such systems were investigated by applying H-1 NMR titrations in DMSO/water and methanol/DMSO mixtures.