Abstract
A neutral receptor, integrating a series of –N(H) and –C(H) donor groups organized in a Λ-shape motif was designed and prepared. This compound can form stable 1:1 complexes in acetonitrile solution with halides (F−, Cl−, Br−, and I−) and nitrate (NO3−) anions. The main binding site in the receptor is on the cleft and recognition occurs through a series of co-operative hydrogen bonding interactions including intramolecular hydrogen bonds which stabilizes the co-planar conformation of the host–guest complex. For halides, complex stability is determined by anion basicity, but for anions having other geometries, size and shape complementarity play a major role.
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