Efficient Aerobic Oxidation of Secondary Alcohols at Ambient Temperature with an ABNO/NOx Catalyst System

被引：131

作者：

Lauber, Markus B. ^{[1
]}

Stahl, Shannon S. ^{[1
]}

机构：

[1] Univ Wisconsin, Dept Chem, Madison, WI 53706 USA

来源：

ACS CATALYSIS | 2013年 / 3卷 / 11期

基金：

美国国家科学基金会;

关键词：

secondary alcohols; aerobic oxidation; nitroxyl radical; ABNO; keto-ABNO; TRANSITION-METAL-FREE; SELECTIVE OXIDATION; HIGHLY EFFICIENT; BENZYLIC ALCOHOLS; N-OXYL; OXOAMMONIUM SALTS; MOLECULAR-OXYGEN; ALDEHYDES; TEMPO; VERSATILE;

D O I：

10.1021/cs400746m

中图分类号：

O64 [物理化学（理论化学）、化学物理学];

学科分类号：

070304 ; 081704 ;

摘要：

New highly practical methods are presented for aerobic oxidation of secondary alcohols with a nitroxyl radical in combination with HNO3, NaNO2, or both as cocatalysts. Diverse nitroxyls are compared, including several novel bicyclic derivatives. Catalyst systems with the readily available nitroxyls, 9-azabicyclo[3.3.1]nonane-N-oxyl (ABNO) and 9-azabicyclo[3.3.1]nonan-3-one-N-oxyl (keto-ABNO), are optimized in acetic acid or acetonitrile as the solvent. The reactions are compatible with substrates bearing diverse functional groups and proceed efficiently under mild conditions at ambient pressure and temperature.

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页码：2612 / 2616

页数：5

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