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The synthesis and solid-state of 2,6-bis(anilinoethynyl)pyridine amide 1 is presented. Neutral receptor 1 forms a polymeric chain through hydrogen bonds and π stacking in the solid state. Upon protonation, receptor 1 undergoes significant conformational rearrangement to hydrogen bond to Cl −, forming a helix ( H1 + Cl − ). This rare example of anion-induced helicity is detailed in the solid state and initial solution studies are presented.
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Johnson et al. (2009) studied this question.
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