有机化学 ›› 2013, Vol. 33 ›› Issue (11): 2412-2416.DOI: 10.6023/cjoc201304030 上一篇    下一篇

研究简报

钌络合物催化苯乙酮还原胺化反应的研究

聂红芬, 周宏勇, 李小娜, 李云庆, 王家喜   

  1. 河北工业大学化工学院 天津 300130
  • 收稿日期:2013-04-19 修回日期:2013-07-04 发布日期:2013-07-19
  • 通讯作者: 王家喜 E-mail:wjx.jiaxiwang@gmail.com
  • 基金资助:

    河北省自然科学基金(No. B2011202087)资助项目

Reductive Amination Reaction of Acetophenone Catalyzed by Ruthenium Complex

Nie Hongfen, Zhou Hongyong, Li Xiaona, Li Yunqing, Wang Jiaxi   

  1. School of Chemical Engineering, Hebei University of Technology, Tianjin 300130
  • Received:2013-04-19 Revised:2013-07-04 Published:2013-07-19
  • Supported by:

    Project supported by the Natural Science Foundation of Hebei Provice (No. B2011202087).

α-胺基取代苯并咪唑衍生物L1L4与RuCl2(PPh33原位组成催化体系,催化苯乙酮与甲酸铵的还原胺化反应形成α-苯乙胺、N-(1-苯乙基)甲酰胺及α-苯乙醇. 配体上大取代基及苯基取代基有利于提高催化剂的催化活性. 在85 ℃时苯乙酮的还原胺化反应较快,在125 ℃时,苯乙酮的氢转移形成苯乙醇成为主要的反应. 还原胺化反应的氢源及氨源为甲酸铵. 提出了反应的可能机理.

关键词: 还原胺化, 苯乙酮, 甲酸铵,

The catalysts generated in situ from RuCl2(PPh3)3 and α-amino substituted benzimidazole derivatives L1L4 were used to promote the reductive amination of acetophenone to generate α-phenylethylamine, N-(1-phenylethyl) formamide and α-phenylethanol. The bulkier substituent and phenyl group on the ligand will enhance the catalytic activity. The reductive amination of acetophenone was faster at 85 ℃, while the hydrogen transfer of acetophenone to α-phenylethanol became the main reaction at 125 ℃. The hydrogen and amine resouce is the ammonium formate. The plausible mechnism was proposed.

Key words: reductive amination, acetophenone, ammonium formate, ruthenium