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Hydrogen transfer hydrogenation of phenol to cyclohexanone with tris(tirphenylphosphine)ruthenium(Ⅱ)chloride as catalyst

WANG Wei,LIU Jingjing,ZHANG Long   

  1. Jilin Provincial Laboratory for the Complex Utilization of Petroresources and Biomass,Changchun University of Technology,Changchun 130012,Jilin,China
  • Online:2013-09-05 Published:2013-09-05

苯酚催化氢转移制环己酮的新工艺

王 巍,刘晶晶,张 龙   

  1. 长春工业大学吉林省石化资源与生物质综合利用工程实验室,吉林 长春 130012

Abstract: The paper reports the catalytic transfer hydrogenation of phenol to prepare cyclohexanone with sodium formate as hydrogen donor,RuCl2(PPh3)3 as catalyst under a nitrogen gas atmosphere. The structure of RuCl2(PPh3)3 was characterized by FI-IR and 1H NMR. The effects of reaction conditions,such as temperature,time,the dosage of catalyst and kinds of hydrogen donors on the reaction were investigated. The optimal reaction condition was obtained as follows:reaction temperature 70 ℃,reaction time 3.0 h,molar ratio of sodium formate to phenol 4∶1,under which the conversion of phenol is 100%,the yield of cyclohexanone is 95.1%. The RuCl2(PPh3)3 exhibited excellent catalytic properties in the hydrogen transfer hydrogenation reaction of phenol to cyclohexanone.

Key words: tris(triphenylphosphine) ruthenium(Ⅱ)chloride, catalytic transfer hydrogenation, phenol, cyclohexanone

摘要: 以3-(三苯基膦)二氯化钌[RuCl2(PPh3)3]作催化剂,甲酸钠为氢供体,研究了氢转移催化苯酚加氢制环己酮的新工艺。确定了氢转移加氢过程的适宜反应条件为:甲酸钠和苯酚用量摩尔比为4∶1,反应温度为70 ℃,反应时间为3.0 h,RuCl2(PPh3)3和苯酚用量质量比为5∶100。苯酚的转化率为100%,环己酮产率为95.1%。探讨了以甲酸钠为氢供体的反应过程,发现RuCl2(PPh3)3对苯酚氢转移加氢制环己酮具有优异的催化活性。

关键词: 3-(三苯基膦)二氯化钌[RuCl2(PPh3)3], 氢转移催化, 苯酚, 环己酮

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