Morino, Yusuke published the artcileCu/N-Oxyl-catalyzed aerobic oxidative esterification to oxalic acid diesters from ethylene glycol via highly selective intermolecular alcohol oxidation, Application of Ethyl 2-hydroxyacetate, the main research area is oxalic acid diester preparation green chem; ethylene glycol primary sec alc aerobic oxidative esterification; copper tetramethylethylenediamine dimethyl azanoradamantane oxyl catalyst.
One of the ideal green esterification reactions is aerobic oxidative esterification using only a stoichiometric amount of different alcs. via intermol. selective alc. oxidation followed by hemiacetal formation by the addition of the other alc. and hemiacetal oxidation to esters. However, oxalic acid diester synthesis via oxidative esterification has not been reported to date, possibly owing to the difficulty of selectivity control of intermol. alc. oxidation and the chelating effects of ethylene glycol-derived alcs./hemiacetals on inhibiting oxidation catalysts. Herein, using a CuCl/tetramethylethylenediamine/1,5-dimethyl-9-azanoradamantane N-oxyl catalyst, authors describe a highly efficient aerobic oxidative esterification reaction of ethylene glycol to various oxalic acid diesters via selective oxidation of ethylene glycol-derived alcs./hemiacetals even in the presence of other aliphatic primary alcs. Notably, the green reaction works well using an ideal stoichiometric ratio of ethylene glycol and primary/secondary alcs. Thorough exptl. investigation and theor. calculations revealed that highly selective oxidative esterification is enabled by the preferential bidentate coordination of ethylene glycol-derived alcs./hemiacetals to the Cu(II) species, followed by efficient two-electron/one-proton transfer.
Green Chemistry published new progress about Dicarboxylic acids, diesters Role: SPN (Synthetic Preparation), PREP (Preparation). 623-50-7 belongs to class esters-buliding-blocks, name is Ethyl 2-hydroxyacetate, and the molecular formula is C4H8O3, Application of Ethyl 2-hydroxyacetate.
Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics