摘要
This review article summarizes the electron transfer reactions of piperidine aminoxyl radicals. Electrochemical studies revealed the single electron transfer nature of piperidine aminoxyl radicals. In solution, piperidine aminoxyl radicals serve as single electron transfer oxidation reagent to react with various biologically interesting molecules such as glutathione, cysteine, ascorbic acid, and amines. The reaction product distribution, reaction kinetics, intermediates, and the reaction features in biological mimic environments including micelles and cyclodextrins were investigated. Oxoammonium salts, the one-electron transfer oxidation products of piperidine aminoxyl radicals, are agents of organic synthesis to selectively generate ketones or di-ketones from alcohols or ketones bearing α-methylene group under mild conditions. The new reactions of oxoammonium salts with aromatic amines, phenols, heterocycles including phenothiazines, papaverine, and bilirubin are also illustrated.
This review article summarizes the electron transfer reactions of piperidine aminoxyl radicals. Electrochemical studies revealed the single electron transfer nature of piperidine aminoxyl radicals. In solution, piperidine aminoxyl radicals serve as single elec- tron transfer oxidation reagent to react with various biologically interesting molecules such as glutathione, cysteine, ascorbic acid, and amines. The reaction product distribution, reaction kinetics, intermediates, and the reaction features in biological mimic envi- ronments including micelles and cyclodextrins were investigated. Oxoammonium salts, the one-electron transfer oxidation prod- ucts of piperidine aminoxyl radicals, are agents of organic synthesis to selectively generate ketones or di-ketones from alcohols or ketones beating or-methylene group under mild conditions. The new reactions of oxoammonium salts with aromatic amines, phe- nols, heterocycles including phenothiazines, papaverine, and bilirubin are also illustrated.
基金
supported by the National Natural Science Foundation of China
关键词
电子转移反应
自由基
哌啶
单电子转移
生物反应
反应动力学
杂环化合物
甲基酮
aminoxyl radical, nitroxide, nitroxyl radical, iminoxyl radicals, oxoammonium salt, electron transfer, reduction and oxi-dation
