REACTIONS OF AROMATIC NITRO COMPOUNDS WITH BASES
REACTIONS OF AROMATIC NITRO COMPOUNDS WITH BASES
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DOI：
10.1002/anie.196901201
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发表时间：
1969-01-01
影响因子：
16.6
通讯作者：
BUCK, P
中科院分区：
文献类型：
--
作者：
BUCK, P
芳香族硝基化合物可以以多种方式与碱反应。反应路径主要取决于硝化程度（从一硝基到二硝基和三硝基化合物的急剧跳跃）和所用的碱。氧化还原反应或亲核芳族取代主要与单硝基化合物，而迈森海默加成与亲核芳族取代是优选的二硝基和三硝基化合物;去质子化是不太常见的。硝基溴苯中的溴在低温下可被金属取代。非常弱的碱通常产生电子供体-受体复合物。
Aromatic nitro compounds can react in many ways with bases. The reaction path followed depends mainly on the degree of nitration (with a sharp jump from mononitro to di‐ and trinitro compounds) and the base used. Redox reactions or nucleophilic aromatic substitutions predominate with mononitro compounds, whereas Meisenheimer additions together with nucleophilic aromatic substitutions are preferred by dinitro and trinitro compounds; deprotonations are less common. The bromine in nitrobromobenzenes can be replaced by metal at low temperatures. Very weak bases generally give electron donor‐acceptor complexes.