83871-66-3Relevant academic research and scientific papers
Electrosynthesis of N-Substituted DL-Arylglycineesters and 1,2-Diarylamino-1,2-diarylethanes by Cathodic Reduction of Azomethines in the Presence of Carbon Dioxide
Hess, U.,Thiele, R.
, p. 385 - 399 (2007/10/02)
The electroreduction of the N-arylidene-arylamines 1-12 in CO2-saturated solvents of low proton availability as DMF at markedly more positive potentials than carbon dioxide end up in carboxylating the C-atom and hydrogenating the nitrogen of the C=N-double bond.The resulting N-arylsubstituted DL-arylglycines and traces of carbamates may be isolated as esters, adding ethylchloride during the electrolysis.A competing pathway of the electrocarboxylation is the C-C-hydrodimerisation and the hydrogenation of the C=N-double bond, whose importance increases with the water content of the solvent.Based on cyclic-voltametric evidence and product analysis the mechanism of the reductive electrocarboxylation reaction is discussed in terms of nucleophilic attack of the azomethine anion radical on a proton or CO2.
