1028592-42-8Relevant articles and documents
Manipulation of an intramolecular NH ... O hydrogen bond by photoswitching between stable E/Z isomers of the cinnamate framework
Matsuhira, Takashi,Yamamoto, Hitoshi,Okamura, Taka-Aki,Ueyama, Norikazu
experimental part, p. 1926 - 1933 (2009/01/31)
Novel carboxylic acid derivatives were synthesized, which allowed switching of the intramolecular distance between amide group and carboxylic oxygen atoms using E to Z photoisomerization of the cinnamate framework. An intramolecular NH ... O hydrogen bond was formed in the Z carboxylate compound not only in solution but also in the solid state. The pKa value of the carboxylic acid was lowered as a consequence of the E/Z photoisomerization. The Royal Society of Chemistry.