Hydroxylamine as a Source for Nitric Oxide in Metal-Free 2,2,6,6-Tetramethylpiperidine N-Oxyl Radical (TEMPO) Catalyzed Aerobic Oxidation of Alcohols

被引:42
作者
Wertz, Sebastian [1 ]
Studer, Armido [1 ]
机构
[1] Univ Munster, Inst Organ Chem, D-48149 Munster, Germany
关键词
aerobic oxidation; alcohols; catalysis; hydroxylamine; nitric oxide; 2,2,6,6-tetramethylpiperidine N-oxyl (TEMPO); SELECTIVE OXIDATION; MOLECULAR-OXYGEN; CHEMOSELECTIVE OXIDATION; NITROXYL RADICALS; BENZYLIC ALCOHOLS; MILD CONDITIONS; ALDEHYDES; EFFICIENT; KETONES; SALTS;
D O I
10.1002/adsc.201000703
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
The communication reports on the metal-free 2,2,6,6-tetramethylpiperidine N-oxyl radical (TEMPO) catalyzed aerobic oxidation of various alcohols to aldehydes and ketones. A novel catalyst system that uses 1-4 mol% of TEMPO in combination with 4-6 mol% of aqueous hydroxylamine is introduced. No other additives are necessary and corrosive by-products are not formed during oxidation. Nitric oxide which is important for the catalytic cycle is generated in situ by reaction of the hydroxylamine with TEMPO. A catalytic cycle for the overall oxidation process is suggested.
引用
收藏
页码:69 / 72
页数:4
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