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Galvinoxyl/K~3Fe(CN)~6/KOH复合体系相转移催化合成对称取代 偶氮苯
引用本文:王晓阳,王玉炉,王彩兰,李建平,王红,张自义. Galvinoxyl/K~3Fe(CN)~6/KOH复合体系相转移催化合成对称取代 偶氮苯[J]. 化学学报, 1999, 57(11): 1277-1282
作者姓名:王晓阳  王玉炉  王彩兰  李建平  王红  张自义
作者单位:1. 兰州大学化学系,兰州,730000
2. 河南师范大学化学系,新乡,453002
基金项目:国家自然科学基金(29472038)资助项目
摘    要:用Galvinoxyl自由基为催化剂,芳胺类化合物在饱和铁氰化钾的氢氧化钾溶液和二氯甲烷的两相转移催化下合成了18个对称取代偶氮苯,提供了一个快速、方便、高效的制备偶氮苯类化合物的新方法,讨论了Hammett取代基常数与反应速度的关系,同时也讨论了取代基效应对产率的影响,并对反应机理也做了合理的解释。

关 键 词:自由基反应  铁氰化钾  氢氧化钾  相转移催化  苯偶氮化合物  取代基效应  反应机理
修稿时间:1999-02-02

Oxidation of aromatic amines to symmetrical substituted azobenzenes under phase-transfer catalysis with Galvinoxyl/K~3Fe(CN)~6/KOH system
WANG Xiao-yang,WANG Yu-lu,WANG Cai-Lan,LI Jian-Ping,WANG Hong,ZHANG Zi-yi. Oxidation of aromatic amines to symmetrical substituted azobenzenes under phase-transfer catalysis with Galvinoxyl/K~3Fe(CN)~6/KOH system[J]. Acta Chimica Sinica, 1999, 57(11): 1277-1282
Authors:WANG Xiao-yang  WANG Yu-lu  WANG Cai-Lan  LI Jian-Ping  WANG Hong  ZHANG Zi-yi
Affiliation:Henan Normal Univ, Dept Chem.Xinxiang(453002);Lanzhou Univ, Dept Chem.Lanzhou(730000)
Abstract:Using Galvinoxyl and potassium ferricyanide as catalyst, the oxidation of aromatic amines to symmetrical azobenzenes in a mixture of aqueous potassium hydroxide and dichloromethane is described for the first time in this paper. Close corelation between the rates and Hammett substituent constants is observed. The yields of products were also affected by substituents. The present work offers an efficient and rapid method for preparing azobenzenes. A possible mechanism is suggested as well.
Keywords:Galvinoxyl   aromatic amines   symmetrical substituted azobenzenes   phase - transfer catalysis   radical reaction  
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