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Current Topics in Electrochemistry   Volumes    Volume 18 
Abstract
Electrochemical study of the reaction yielding α-alkylated esters by electroreductive coupling of α-polychloroesters with triethylborane
Sylvie Condon, Clément Comminges, Michel Troupel, Rachid Barhdadi
Pages: 1 - 7
Number of pages: 7
Current Topics in Electrochemistry
Volume 18 

Copyright © 2014 Research Trends. All rights reserved

ABSTRACT
 
Cyclic voltammetry shows that the electrochemical behavior of α-polychloroesters is modified in the presence of triethylborane, which highlights that the bielectronic reduction of the chloroester is accompanied by a fast chemical step, Chemical-Electrochemical (CE) or Electrochemical-Chemical (EC) mechanism. For the dichloroester HCl2C-CO2C10H21, the coupling with triethylborane competes with a proton exchange between the electrogenerated carbanion and the starting molecule itself. A second possible side reaction evidenced from the dichloromethylester Me-Cl2C-CO2C10H21 is an electroreductive dimerisation which is minimized by adding an excess of Et3B.
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