Efficient 2,2,6,6-Tetramethylpiperidine-1-oxyl/iron Catalyzed Aerobic Dehydrogenation of Hexanitrobibenzyl to Hexanitrostilbene

被引：5

作者：

Lu, Ting-ting ^{[1
]}

Lu, Ming ^{[1
]}

机构：

[1] Nanjing Univ Sci & Technol, Sch Chem Engn, Nanjing 210094, Jiangsu, Peoples R China

来源：

JOURNAL OF THE CHINESE CHEMICAL SOCIETY | 2012年 / 59卷 / 07期

关键词：

Aerobic dehydrogenation; TEMPO; Fe2+; HNS; TRANSITION-METAL-FREE; MOLECULAR-OXYGEN; CARBONYL-COMPOUNDS; ALCOHOL OXIDATION; MILD CONDITIONS; TEMPO; HALIDES; TEMPERATURE; RADICALS;

D O I：

10.1002/jccs.201100473

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Hexanitrostilbene (HNS) was efficiently produced through the dehydrogenation of hexanitrobibenzyl (HNBB) with oxygen catalyzed by 2,2,6,6-tetramethylpiperidine-1-oxyl (TEMPO)/ferrous chloride (FeCl2) in 80% yield, and up to a 308 turnover number was achieved. First, TEMPO is used in the dehydrogenation and the influence of reaction time, temperature, solvent and the catalyst were discussed. A possible mechanism of this catalytic process is proposed and it is obtained that Fe(II) can abstract hydrogen from HNBB and the function of the function of TEMPO is to oxidize Fe(II)OOH to Fe(III)OO.

引用

页码：899 / 903

页数：5

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