Stable σH-adducts in the reactions of the acridinium cation with heterocyclic N-nucleophiles

被引：0
作者：
A. V. Shchepochkin
O. N. Chupakhin
V. N. Charushin
G. L. Rusinov
Yu. O. Subbotina
P. A. Slepukhin
Yu. G. Budnikova
机构：
[1] Ural Branch of the Russian Academy of Sciences,Institute of Organic Synthesis
[2] Ural Federal University,undefined
[3] A. E. Arbuzov Institute of Organic and Physical Chemistry Kazan Scientific Center of the Russian Academy of Sciences,undefined
来源：
Russian Chemical Bulletin | 2013年 / 62卷
关键词：
aromatic nucleophilic substitution of hydrogen; σ; -adducts; acridine; NH-heterocycles; cyclic voltammetry;
D O I：
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中图分类号：
学科分类号：
摘要：
A reaction of NH-heterocycles with the 10-methylacridinium cation in the presence of a base led to 9,10-dihydro-10-methyl-9-substituted acridines, which can be considered as stable intermediates in the aromatic nucleophilic substitution reaction of hydrogen. The structure of the intermediates was studied and their oxidation potentials were determined. Generally, the oxidation potential was found to symbatically change with the changes in the energy of HOMO.
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页码：773 / 779
页数：6
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