Theoretical study of Al(III)-catalyzed conversion of glyoxal to glycolic acid: dual activated 1,2-hydride shift mechanism by protonated Al(OH)3 species.
Density functional theory calculations demonstrate that Al(III)-catalyzed conversion of glyoxal to glycolic acid proceeds via a 7-membered dual Lewis acid-hydrogen bonding activation transition state of the 1,2-hydride shift, rather than the previously proposed 5-membered metal-alkoxide chelate activation transition state.
Ohshima
Takashi
T
Department of Chemistry, Graduate School of Engineering Science, Osaka University, Toyonaka, Osaka 560-8531, Japan. ohshima@chem.es.osaka-u.ac.jp
Yamamoto
Yoshihiro
Y
Takaki
Usaji
U
Inoue
Yoshihisa
Y
Saeki
Takuya
T
Itou
Kenji
K
Maegawa
Yusuke
Y
Iwasaki
Takanori
T
Mashima
Kazushi
K