Chemoselective Metal-Free Aerobic Alcohol Oxidation in Lignin

被引：528
|
作者：
Rahimi, Alireza [1 ]
Azarpira, Ali [2 ,3 ]
Kim, Hoon [2 ,3 ]
Ralph, John [2 ,3 ]
Stahl, Shannon S. [1 ]
机构：
[1] Univ Wisconsin, Dept Chem, Madison, WI 53706 USA
[2] Wisconsin Energy Inst, Dept Biochem, Madison, WI 53726 USA
[3] Wisconsin Energy Inst, DOE Great Lakes Bioenergy Res Ctr, Madison, WI 53726 USA
来源：
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2013年 / 135卷 / 17期
基金：
美国国家科学基金会;
关键词：
ALKALINE HYDROGEN-PEROXIDE; O BOND-CLEAVAGE; CATALYZED OXIDATION; HIGHLY EFFICIENT; NITRIC-ACID; C-C; ALDEHYDES; DEGRADATION; MECHANISM; MODELS;
D O I：
10.1021/ja401793n
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
An efficient organocatalytic method for chemoselective aerobic oxidation of: secondary benzylic alcohols within lignin model compounds has been identified. Extension to selective oxidation in natural lignins has also been demonstrated. The optimal catalyst system consists of 4-acetamido-TEMPO (5 mol %; TEMPO = 2,2,6,6-tetramethylpiperidine-N-oxyl) in combination with HNO3 and HCl (10 mol % each). Preliminary studies highlight the prospect of combining this method with a subsequent oxidation step to achieve C-C bond cleavage.
引用
收藏
页码：6415 / 6418
页数：4
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