Photoinduced switching of intramolecular hydrogen bond between amide NH and carboxyl oxygen.
In this study, we synthesized two novel carboxylic acid and carboxylate compounds, both of which had an amide group linked with an azomethine moiety to introduce photoinduced switching of the intramolecular NH...O hydrogen bond. We suggest that the cis-carboxylate compound forms a stronger intramolecular NH...O hydrogen bond than the cis-carboxylic acid compound.
Department of Macromolecular Science, Graduate School of Science, Osaka University, 1-1 Machikaneyama-cho, Toyonaka, Osaka 560-0043, Japan.
Takashi
T
Matsuhira
Hitoshi
H
Yamamoto
Akira
A
Onoda
Taka-Aki
TA
Okamura
Norikazu
N
Ueyama
D000577:Amides / Q000737:chemistry* / Q000528:radiation effects; D002264:Carboxylic Acids / Q000737:chemistry* / Q000528:radiation effects; D006860:Hydrogen Bonding; D007700:Kinetics; D008027:Light; D009682:Magnetic Resonance Spectroscopy; D008958:Models, Molecular; D010777:Photochemistry
D000577:Amides; D002264:Carboxylic Acids