催化学报

催化学报 ›› 2015, Vol. 36 ›› Issue (8): 1191-1196.DOI: 10.1016/S1872-2067(15)60921-4

• 论文 • 上一篇    下一篇

纳米尺度NiLa2O4尖晶石催化NaBH4还原亚胺制仲胺

Ali Shiria, Faezeh Soleymanpoura, Hossein Eshghia, Iman Khosravib   

  1. a 马什哈德菲尔多西大学理学院化学系, 马什哈德91775-1436, 伊朗;
    b 伊斯兰自由大学格什姆分部化学系, 格什姆, 伊朗
  • 收稿日期:2015-02-15 修回日期:2015-05-29 出版日期:2015-07-29 发布日期:2015-07-30
  • 通讯作者: Ali Shiri

Nano-sized NiLa2O4 spinel-NaBH4-mediated reduction of imines to secondary amines

Ali Shiria, Faezeh Soleymanpoura, Hossein Eshghia, Iman Khosravib   

  1. a Department of Chemistry, Faculty of Science, Ferdowsi University of Mashhad, 91775-1436 Mashhad, Iran;
    b Department of Chemistry, Qeshm Branch, Islamic Azad University, Qeshm, Iran
  • Received:2015-02-15 Revised:2015-05-29 Online:2015-07-29 Published:2015-07-30

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摘要：

由溶胶-凝胶法制得的Ni-La化合物经热分解制备了纳米尺度NiLa2O4尖晶石, 在750 ℃焙烧后形成了结晶良好的尖晶石结构. 采用差热分析、X射线衍射、透射电镜、扫描电镜和粒度分布分析等手段表征了该尖晶石的物理化学性质. 结果表明, 该纳米颗粒有规则的外形和确定的晶面, 由平均粒径为40 nm的规整半球晶粒组成. 精修的晶胞参数a = 3.861205 Å和c = 12.6793 Å. 在NaBH4选择还原亚胺制相应仲胺的反应中, 该新型纳米NiLa2O4尖晶石可用作高效多相催化剂, 得到了较高的产物产率. 所有反应可在室温和相对较短的时间内完成. 在优化的反应条件下, 均可得到带有不同芳基的, 包括带有吸电子和供电子基团的仲胺. 该催化剂回收简便, 重复使用4次, 其催化活性未见明显下降.

关键词: 亚胺, 还原, 仲胺, 硼氢化钠, 纳米尺度尖晶石, 镧酸镍

Abstract:

Nano-sized NiLa2O4 spinel was produced by thermal decomposition of Ni-La compounds via a sol-gel method. The well-crystallized spinel structure was formed after calcination at 750 ℃. The physicochemical properties of the spinel were investigated using differential thermal analysis, X-ray diffraction, transmission electron microscopy, scanning electron microscopy, and particle size distribution analysis. The results show that the nanoparticles have regular shapes with well-defined crystal faces and consist of uniform quasi-spherical crystallites of average size 40 nm. The refined unit cell parameters are a = 3.861205 Å and c = 12.6793 Å. This new nano-sized NiLa2O4 spinel is an efficient heterogeneous catalyst for the selective conversion of imines to the corresponding secondary amines in the presence of NaBH4 as a reducing agent, in good to excellent yields. All the reactions were completely chemoselective at room temperature and had relatively short reaction times. Secondary amines with different aryl groups, including those bearing electron-withdrawing or electron-donating groups, were obtained under the optimum reaction conditions. The catalyst was readily recovered and was recycled four times with no significant loss of catalytic activity.

Key words: Imine, Reduction, Secondary amine, NaBH4, Nano-sized spinel, NiLa2O4