cg900674p_si_002.txt (68.74 kB)

Anion Binding Induces Helicity in a Hydrogen-Bonding Receptor: Crystal Structure of a 2,6-Bis(anilinoethynyl)pyridinium Chloride

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posted on 07.10.2009, 00:00 by Charles A. Johnson, Orion B. Berryman, Aaron C. Sather, Lev N. Zakharov, Michael M. Haley, Darren W. Johnson
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.