高等学校化学学报

高等学校化学学报 ›› 2013, Vol. 34 ›› Issue (3): 573.doi: 10.7503/cjcu20120791

• 有机化学 • 上一篇    下一篇

PEG1000-DIL/甲苯温控两相体系中硝基芳烃的还原反应

职慧珍1, 王英磊2, 张强2, 罗军2   

  1. 1. 南京师范大学化学与材料科学学院, 南京 210046;
    2. 南京理工大学化工学院, 南京 210094
  • 收稿日期:2012-08-28 出版日期:2013-03-10 发布日期:2013-02-18
  • 通讯作者: 罗军,男,博士,副研究员,主要从事有机中间体合成和绿色有机合成化学研究.E-mail:luojun@njust.edu.cn E-mail:luojun@njust.edu.cn
  • 基金资助:

    国家自然科学基金(批准号:21002050)资助.

Reduction of Nitroarenes in PEG1000-DIL/Toluene Thermoregulated Biphasic System

ZHI Hui-Zhen1, WANG Ying-Lei2, ZHANG Qiang2, LUO Jun2   

  1. 1. School of Chemistry and Materials Science, Nanjing Normal University, Nanjing 210046, China;
    2. School of Chemical Engineering, Nanjing University of Science & Technology, Nanjing 210094, China
  • Received:2012-08-28 Online:2013-03-10 Published:2013-02-18

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摘要：

研究了PEG1000-DIL/甲苯温控体系中硝基芳烃的还原反应. 考察了催化加氢、 水合肼/FeCl3·6H2O和水合肼/Fe5HO8·4H2O等3种还原体系, 发现水合肼/Fe5HO8·4H2O在PEG1000-DIL/甲苯温控体系中具有很高的催化活性, 将其用于12种硝基芳烃的还原反应, 产率最高可达99%. 该催化体系重复使用3次后产率无明显变化, 用于卤代硝基苯类化合物的还原可以有效防止脱卤副反应的发生.

关键词: 聚乙二醇, 离子液体, 温控两相, 硝基芳烃, 还原反应

Abstract:

Anilines are important and basic organic chemicals and usually prepared by reduction of corresponding nitrobezenes. In this work, a thermoregulated PEG1000-DIL/toluene biphasic system was applied in the synthesis of anilines by reduction of nitrobezenes. The palladium catalyzed reduction with hydrogen, the FeCl3·6H2O and Fe5HO8·4H2O catalyzed reduction with hydrazine hydrate were investigated. The results indicated that the Fe5HO8·4H2O presented the highest catalytic activity when PEG1000-DIL/toluene system was used as the reaction media. Twelve anilines were obtained with excellent yield of up to 99% by reduction of corresponding nitrobenzenes with hydrazine hydrate in presence of Fe5HO8·4H2O. Furthermore, the catalyst and PEG1000-DIL/toluene system could be recycled for three times without any obvious activity loss. Another noticeable advantage is that no reduction-dehalogenation side reaction was detected using this catalytic system.

Key words: Poly(ethylene glycol), Ionic liquid, Thermoregulated biphase, Nitroarene, Reduction

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