Bimetallic Pd‐Sn Nanocatalysts for Selective Synthesis of Amines and Imines in Water,ChemistrySelect

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Bimetallic Pd‐Sn Nanocatalysts for Selective Synthesis of Amines and Imines in Water
ChemistrySelect ( IF 1.9 ) Pub Date : 2020-01-20 , DOI: 10.1002/slct.201903671
Priyabrata Mukhi _{1,

2} , Sujit Roy ₁

Affiliation

Aided by our interest in green chemistry, we report the synthesis of a novel Pd‐Sn nano catalyst for C−N coupling reaction in water. The catalyst has been synthesized by a simple wet chemical reduction method and fully characterized by a library of physico‐chemical techniques such as Powder X‐Ray Diffraction (PXRD), High Resolution Transmission Electron Microscopy (HRTEM), X‐Ray Photo Electron Spectroscopy (XPS) and UV‐Vis spectroscopy, Field Emission Scanning Electron Microscopy (FESEM), Energy Dispersive X‐Ray (EDX) spectroscopy, and Inductively Coupled Plasma Optical Emission Spectroscopy (ICP‐OES). The robust Pd‐Sn catalyst shows high catalytic efficiency for the oxidative coupling of benzylamines and tandem coupling between alcohol and amine in water as solvent to give rise to the corresponding secondary amines. However, in presence of oxygen both the reactions stop at the imine stage. As a result, we could guide the reaction to obtain selectively amine or imine. The high efficiency, recyclability and good substrate scope of this Pd‐Sn nanocatalyst is noteworthy. Preliminary mechanistic studies indicated that the reactions proceed via initial activation of N−H bond of amine

中文翻译：

双金属Pd-Sn纳米催化剂可选择性合成水中的胺和亚胺

由于我们对绿色化学的兴趣，我们报告了一种新型的Pd-Sn纳米催化剂的合成，用于水中的C-N偶联反应。该催化剂已通过简单的湿式化学还原方法合成，并通过诸如粉末X射线衍射（PXRD），高分辨率透射电子显微镜（HRTEM），X射线光电子能谱（ XPS）和UV-Vis光谱，场发射扫描电子显微镜（FESEM），能量色散X-射线（EDX）光谱以及电感耦合等离子体发射光谱（ICP-OES）。坚固的Pd-Sn催化剂对于苄胺的氧化偶联以及醇和胺在水中作为溶剂的胺之间的串联偶联表现出很高的催化效率，从而生成相应的仲胺。然而，在氧气存在下，两个反应都在亚胺阶段停止。结果，我们可以指导反应以选择性地获得胺或亚胺。这种Pd-Sn纳米催化剂的高效率，可回收性和良好的底物范围值得关注。初步的机理研究表明，反应是通过胺的NH键的初始活化来进行的

更新日期：2020-01-21

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