C-H functionalization of azines. Anodic dehydroaromatization of 9-(hetero)aryl-9,10-dihydroacridines

被引：22

作者：

Shchepochkin, A. V. ^{[1
,2
]}

Chupakhin, O. N. ^{[1
,2
]}

Charushin, V. N. ^{[1
,2
]}

Steglenko, D. V. ^{[3
]}

Minkin, V. I. ^{[3
]}

Rusinov, G. L. ^{[1
,2
]}

Maternb, A. I.

机构：

[1] Russian Acad Sci, Ural Branch, Inst Organ Synth, S Kovalevskaya Str 22, Ekaterinburg 620041, Russia

[2] Ural Fed Univ, Mira St 19, Ekaterinburg 620002, Russia

[3] Southern Fed Univ, Inst Phys & Organ Chem, Stachki Av 194-2, Rostov Na Donu 344090, Russia

来源：

RSC ADVANCES | 2016年 / 6卷 / 81期

基金：

俄罗斯科学基金会;

关键词：

HYDRIDE TRANSFER-REACTIONS; NUCLEOPHILIC-SUBSTITUTION; AROMATIC-SUBSTITUTION; ACRIDINE COMPOUNDS; HYDROGEN; ANALOGS; DERIVATIVES; CHEMISTRY; OXIDATION; CATIONS;

D O I：

10.1039/c6ra17783b

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Data on anodic dehydroaromatization of 9,10-dihydroacridines, bearing aryl and heteroaryl fragments, are presented. Effects of both electron-donating and electron-withdrawing substituents on the current-voltage characteristics of these compounds have been established. The experimental data proved to be in a good agreement with quantum chemical calculations. A simple and convenient method for the electrochemical conversion of dihydroacridines into the corresponding 9-(hetero)aryl-N-methylacridinium salts has been advanced.

引用

页码：77834 / 77840

页数：7

共 39 条

[1] PREPARATION AND ELECTROCHEMISTRY OF SEVERAL SUBSTITUTED 9-(4-R-PHENYL)-N-METHYLACRIDINIUM SALTS - KINETIC-ANALYSIS OF THE O2 CATALYTIC REDUCTION IN ACIDIC DIMETHYLSULFOXIDE AND IN HYDROPHOBIC NAFION(R) GELS [J].