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Solid state and solution conformation of 2-pyridinecarboxylic acid hydrazides: a new structural motif for foldamers
Authors:Joachim GarricJean-Michel Léger  Axelle GrelardMasakazu Ohkita  Ivan Huc
Institution:a Institut Européen de Chimie et Biologie, 16 av. Pey Berland, 33607 Pessac Cedex, France
b Laboratoire de Pharmacochimie, Université Victor Segalen Bordeaux II, 146 rue Léo Saignat, 33076 Bordeaux, France
c Department of Applied Chemistry, Nagoya Institute of Technology, Nagoya 466-8555, Japan
Abstract:X-Ray crystallography and NMR show a strong preference for trans conformers of N′-phenyl or N′-(2-pyridyl) 2-pyridinecarboxylic acid hydrazides, stabilized by an NHNpyr. intramolecular hydrogen bond both in the solid state and in solution. This allows us to extrapolate that oligomers of this unit should adopt extended linear conformations.
Keywords:
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