Nitration of moderately deactivated arenes with nitrogen dioxide and molecular oxygen under neutral conditions. Zeolite-induced enhancement of regioselectivity and reversal of isomer ratios

被引:36
作者
Peng, XH [1 ]
Fukui, N
Mizuta, M
Suzuki, H
机构
[1] Nanjing Univ Sci & Technol, Dept Chem, Sch Chem Engn, Nanjing 210094, Peoples R China
[2] Kwansei Gakuin Univ, Dept Chem, Sch Sci & Technol, Sanda 6691337, Japan
关键词
D O I
10.1039/b301847d
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
In the presence of zeolites, moderately deactivated arenes such as 1- nitronaphthalene, naphthonitriles, and methylated benzonitriles can be smoothly nitrated at room temperature by the combined action of nitrogen dioxide and molecular oxygen. The regioselectivity is considerably improved as compared with the conventional nitration methodology based on nitric and sulfuric acids. In some cases, the minor isomer became favoured to a significant extent, resulting in the reversal of ordinary isomer ratios of nitration products.
引用
收藏
页码:2326 / 2335
页数:10
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