Nitration of moderately deactivated arenes with nitrogen dioxide and molecular oxygen under neutral conditions. Zeolite-induced enhancement of regioselectivity and reversal of isomer ratios.
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.
Peng
Xinhua
X
Department of Chemistry, School of Chemical Engineering, Nanjing University of Science and Technology, Xiao Ling Wei, Nanjing 210094, China. xinhpeng@public1.ptt.js.cn
Fukui
Naoyuki
N
Mizuta
Masayuki
M
Suzuki
Hitomi
H