ELECTROCHEMICAL GENERATION OF REACTIVE NITROGEN SPECIES .13. ANODIC-OXIDATION OF ANILINES HAVING ELECTRON-WITHDRAWING GROUPS AT THEIR ALPHA-POSITIONS

被引：11

作者：

FUCHIGAMI, T ^{[1
]}

FUJITA, Y ^{[1
]}

NONAKA, T ^{[1
]}

机构：

[1] TOKYO INST TECHNOL,DEPT ELECTR CHEM,4259 NAGATSUTA,MIDORI KU,YOKOHAMA,KANAGAWA 227,JAPAN

来源：

JOURNAL OF ELECTROANALYTICAL CHEMISTRY | 1990年 / 284卷 / 01期

关键词：

D O I：

10.1016/0022-0728(90)87066-S

中图分类号：

O65 [分析化学];

学科分类号：

070302 ; 081704 ;

摘要：

The anodic behavior of N,N-dialkylanilines having various kinds of electron-withdrawing groups at their α-positions was studied comparatively in methanol. These anilines underwent α-methoxylation and/or cleavage of a carbon-nitrogen bond depending on the kind of N-alkyl and electron-withdrawing groups. It was concluded tentatively that the regioselectivity of such methoxylation and C-N cleavage may be controlled mainly by both the kinetic acidity and steric effects on the deprotonation step of the radical cation intermediates adsorbed on the anode. © 1990.

引用

页码：115 / 126

页数：12