title: pH-dependent conformational switching in 2,6-benzamidodiphenylacetylenes.
abstract: The conformational equilibrium of a pH-dependent switch based on an intramolecularly H-bonded diphenylacetylene can be predictably biased by using electron-donating or -withdrawing groups. Furthermore, protonation of the electron-donating dimethylamino group converts it into an electron-withdrawing dimethylammonium cation with a concomitant switch in conformation.
authors.affiliation: Department of Chemistry, Yale University, P.O. Box 20810 New Haven, CT 06520, USA.
authors.forename: Ian M
authors.initials: IM
authors.lastname: Jones
authors.forename: Hannah
authors.initials: H
authors.lastname: Lingard
authors.forename: Andrew D
authors.initials: AD
authors.lastname: Hamilton
mesh_terms: D000114:Acetylene / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000737:chemistry; D006863:Hydrogen-Ion Concentration; D008958:Models, Molecular; D008968:Molecular Conformation
chemical_list: C044735:biphenylacetylene; D000114:Acetylene