ELECTROCHEMICAL REDUCTION OF BENZAMIDE AND THEIR O-HALO-DERIVATIVES AND P-HALO-DERIVATIVES IN NONAQUEOUS SOLVENTS

被引：3

作者：

BENEDETTI, L ^{[1
]}

BORSARI, M ^{[1
]}

DALLARI, D ^{[1
]}

FONTANESI, C ^{[1
]}

GRANDI, G ^{[1
]}

GAVIOLI, G ^{[1
]}

机构：

[1] UNIV MODENA,DEPT CHEM,VIA CAMPI 183,I-41100 MODENA,ITALY

来源：

ELECTROCHIMICA ACTA | 1994年 / 39卷 / 18期

关键词：

autoprotonation; benzamide; electro-reduction; halobenzamides; non-aqueous solvents;

D O I：

10.1016/0013-4686(94)E0178-3

中图分类号：

O646 [电化学、电解、磁化学];

学科分类号：

081704 ;

摘要：

The analysis of the polarographic, voltammetric and coulometric results shows that the overall reduction mechanism of benzamide occurs with the cleavage of the C-N bond. However, the first step of the electrochemical process leads to the formation of a radical anion which undergoes protonation by another benzamide molecule in DMF and DMSO or by the solvent in CH3CN and C2H5OH. Theoretical calculations have been performed to clarify the mechanism. Halobenzamide reduction involves the C-halogen bond breaking as the first reduction step to give benzamide.

引用

页码：2723 / 2728

页数：6

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