Anion binding induces helicity in a hydrogen-bonding receptor: crystal structure of a 2,6-bis(anilinoethynyl)pyridinium chloride

Charles A. Johnson, Orion B. Berryman, Aaron C. Sather, Lev N. Zakharov, Michael M. Haley, Darren W. Johnson

Research output: Contribution to journalArticlepeer-review

Abstract

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 (Hl+Cl-). This rare example of anion-induced helicity is detailed in the solid state and initial solution studies are presented.

Original languageEnglish
Pages (from-to)4247-4249
Number of pages3
JournalCrystal Growth and Design
Volume9
Issue number10
DOIs
StatePublished - Oct 7 2009

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