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pH-dependent conformational switching in 2,6-benzamidodiphenylacetylenes
Authors:Jones Ian M  Lingard Hannah  Hamilton Andrew D
Affiliation:Department of Chemistry, Yale University, P.O. Box 20810 New Haven, CT 06520, USA.
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.
Keywords:conformational dynamics  diphenylacetylene  hydrogen bonding  molecular switch  pH dependence
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