Electrocarboxylation of haloacetophenones at Ag electrode

WANG Huan; Xu Xiaoming; LAN Yangchun; WANG Huimei; LU Jiaxing

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Electrocarboxylation of haloacetophenones at Ag electrode

WANG Huan #,Xu Xiaoming,LAN Yangchun,WANG Huimei,LU Jiaxing *

Shanghai Key Laboratory of Green Chemistry and Chemical Processes, Department of Chemistry, East China Normal University, Shanghai 200062

*Correspondence author

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Funding: “Chen Guang”project supported by Shanghai Municipal Education Commission and Shanghai Education Development Foundation, China（No.10CG26）, Shanghai Leading Academic Discipline Project, China（No.B409）, Specialized Research Fund for the Doctoral Program of Higher Education（No.20100076120020）, the Project for the National Natural Science Foundation of China （No.21173085, 21373090）

Opened online:15 October 2013

Accepted by: none

Citation: WANG Huan,Xu Xiaoming,LAN Yangchun.Electrocarboxylation of haloacetophenones at Ag electrode[OL]. [15 October 2013] http://en.paper.edu.cn/en_releasepaper/content/4563209

Electrocarboxylation of haloacetophenones 1 has been carried out in an undivided cell equipted with Ag cathode and Mg sacrificial anode in N,N-dimethylformamide (DMF). Cyclic voltammetry was also used to investigate the electroreduction behavior of haloacetophenones at Ag electrode. The cleavage of C-X bond was more favored for the electrocatalytic ability of Ag. Thus, 4-acetyl benzoate 2 was obtained as the principal product, accompanied by acetophenone 3 and 2-hydroxy-2-phenylpropionate 4. The performances of process have been found to be dependent on the synthesis conditions, such as cathode material, supporting electrolyte, electric charge, current density and the temperature. Higher yields were obtained by changing from chloro to bromo to iodo derivatives, and from ortho to para to meta isomer.

Keywords:Carbon dioxide; Electrocarboxylation; Haloacetophenone; Sliver electrode

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