有机化学 ›› 2011, Vol. 31 ›› Issue (04): 516-520. 上一篇    下一篇

研究论文

RuCl3•3H2O/DCHA体系在空气中对苄醇的选择性氧化

范卫永,叶东鼐,张世勇,舒磊,刘良先*   

  1. (赣南师范学院化学与生命科学学院 赣州 341000)
  • 收稿日期:2010-06-15 修回日期:2010-09-23 发布日期:2010-11-26
  • 通讯作者: 刘良先 E-mail:lxliu@xmu.edu.cn

Selective Oxidation of Benzyl Alcohols Using RuCl3•3H2O/DCHA in Air

 FAN  Wei-Yong, YE  Dong-Nai, ZHANG  Shi-Yong, SHU  Lei, LIU  Liang-Xian   

  1. (Department of Chemistry and Biology, Gannan Teachers College, Ganzhou 341000)
  • Received:2010-06-15 Revised:2010-09-23 Published:2010-11-26

对RuCl3•3H2O/DCHA体系催化空气氧化苄醇的反应进行了详细研究, 结果表明在RuCl3•3H2O/DCHA的催化下, 苄醇被有效地氧化成相应的醛. 重要的是该催化体系具有较好的化学选择性, 对苯甲醇和1-苯基乙醇的混合物, 能高选择性地氧化苯甲醇, 而后者基本不被氧化|对含伯羟基和仲羟基的3-(1 -羟乙基)苯甲醇和4-(1 -羟乙基)苯甲醇, 能高选择性地氧化伯羟基, 而仲羟基大部分不被氧化. 该反应具有反应条件温和、操作简单、化学选择性好等特点.

关键词: 三氯化钌, 二环己醇, 苄醇, 空气氧化反应

The aerobic oxidation of benzylic alcohols to aldehydes was performed in a RuCl3•3H2O-dicyclohexylamine (DCHA) catalyst system under air atmosphere at room temperature. It is important that RuCl3•3H2O-DCHA system displays a preference for the primary versus secondary benzylalcohol in intermolecular competition experiments and a preference for the primary versus the secondary hydroxyl group of a benzylic diol in intramolecular competition experiments. The broad scope, mild reaction conditions, and experimental ease of this transformation have made it a valuable alternative to current available methods.

Key words: ruthenium trichloride, dicyclohexylamine, benzylic alcohol, aerobic oxidation