Abstract
Enthalpically and entropically favorable anion receptors 1 and 2 are developed. The receptors 1 and 2 utilize 4 hydrogen bonds to bind halide anions. Receptor 1 utilizes two imidazolium (C–H)+⋯A− hydrogen bonds, one aliphatic methine C–H⋯A− hydrogen bond, and one aromatic C–H⋯A− hydrogen bond for anion binding, while receptor 2 utilizes one aliphatic methine C–H⋯A− hydrogen bond and one aromatic C–H⋯A− hydrogen bond, and two aliphatic(methyl) C–H⋯A− hydrogen bonds instead of imidazolium (C–H)+⋯A− hydrogen bond for anion binding. By comparing anion affinity for these anion receptors it has been found that aliphatic C–H⋯A− hydrogen bonds are comparable in strength to their imidazolium (C–H)+⋯A− counterparts and well designed aliphatic C–H hydrogen bond could be a viable hydrogen bond interaction motif for anion host design.
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