高等学校化学学报

高等学校化学学报

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活性炭载铁催化剂作用下几种典型芳烃一步氧化羟基化反应研究

钟永科, 李桂英, 祝良芳, 唐典勇, 胡常伟   

  1. 四川大学化学学院, 绿色化学与技术教育部重点实验室, 成都 610064
  • 收稿日期:2007-05-16 修回日期:1900-01-01 出版日期:2007-08-10 发布日期:2007-08-10
  • 通讯作者: 胡常伟

Direct Catalytic Hydroxylation of Several Typical Aromatic Compounds over Fe/Activated Carbon Catalyst

ZHONG Yong-Ke, LI Gui-Ying*, ZHU Liang-Fang, TANG Dian-Yong, HU Chang-Wei*   

  1. Key Laboratory of Green Chemistry and Technology, Ministry of Education, College of Chemistry, Sichuan University, Chengdu 610064, China
  • Received:2007-05-16 Revised:1900-01-01 Online:2007-08-10 Published:2007-08-10
  • Contact: HU Chang-Wei

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被引次数

13

摘要： 以过氧化氢为氧化剂, 在乙腈介质中研究了几种典型芳烃的一步羟基化反应, 考察了底物取代基的供吸电子性质、 空间位阻等对羟基化反应的影响, 并推测了其反应机理.

关键词: 活性炭(AC), 铁催化剂, 羟基化, 过氧化氢, 芳烃

Abstract: Fe/activated carbon was found to be catalytically effective for the one-step hydroxylation of several typical substituted aromatic compounds under milder reaction conditions(303 K, atmospheric pressure). It was found that the ring oxidation is predominant for all the substrates studied and the selectivity to ring oxidation was much greater than those reported previously. A comparison of the conversions with that of benzene revealed that electron-donating substituents increase the conversions of the substrates, while electron-withdrawing substituents decrease the conversions. The formation of o- and p-hydroxylated products for electron-donating substituted aromatic compounds and o-, m-, p-hydroxylated products for electron-withdrawing substituted aromatic compounds revealed an electrophilc mechanism. The predominant selectivity to o-hydroxylated products for the aromatic compounds with substituents which could coordianated with Fe also shows a new mechanism. This coordianation was affected by the steric hindrance of the substituents. The latter mechanism was also confirmed by DFT method.

Key words: Activated carbon(AC), Iron catalyst, Hydroxylation, H2O2, Aromatic hydrocarbons

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