Citation: Li Yue, Jiang Yuchen, Jiang Pingping, Du Shengyu, Jiang Jiusheng, Leng Yan. Molybdenum Nanocarbides Encapsulated in Porous Carbon Spheres for Solvent-free Benzyl Amine Oxidative Coupling Reactions[J]. Acta Chimica Sinica, ;2019, 77(1): 66-71. doi: 10.6023/A18070301 shu

Molybdenum Nanocarbides Encapsulated in Porous Carbon Spheres for Solvent-free Benzyl Amine Oxidative Coupling Reactions

Key Laboratory of Synthetic and Biological Colloids, Ministry of Education, School of Chemical and Material Engineering, Jiangnan University, Wuxi 214122

Corresponding author: Leng Yan, yanleng@jiangnan.edu.cn
Received Date: 27 July 2018
Available Online: 24 January 2018
Fund Project: Project supported by Fundamental Research Funds for the Central Universities (JUSRP51623A) and the Programme of Introducing Talents of Discipline to Universities for the 111 Project (B13025)Fundamental Research Funds for the Central Universities JUSRP51623Athe Programme of Introducing Talents of Discipline to Universities for the 111 Project B13025

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Imines and their derivatives are versatile chemical intermediates for the synthesis of pharmaceuticals, polymer materials, biologicals and so on. The oxidative coupling of amines was demonstrated to be a promising one pot synthetic procedure for imines, and considerable efforts have been devoted to it. A new type of catalyst based on Mo₂C was successfully prepared by roasting the mixture synthesized by using the interaction between ionic bonds with dopamine (DA) and phosphomolybdate (PMo). In a typical procedure, solid product was pyrolyzed in a tube furnace at 800℃ for 3 h in N₂ with heating rate of 5℃/min, and the sample PDA-PMo-800 was achieved. The catalyst was characterized and analyzed by Fourier transform infrared (FT-IR), N₂ adsorption desorption (BET), scanning electron microscope (SEM), transmission electron microscope (TEM), X-ray diffraction (XRD), and Raman spectrometer (Raman), thermo gravimetric analyzer (TG), energy dispersive spectrometer (EDS). It was found that the catalyst had morphologies of flower shaped spheres and certain specific surface area (102 m²·g^-1). As a catalyst, it can be used in the oxidation coupling reaction of benzyl amine to synthesize the imine under the condition of no solvent and oxygen as oxidant. Typically, amine (5 mmol) and catalyst (0.03 g) was added into a 25 mL sealed round-bottomed flask and kept vigorously stirring at 100℃ under O₂ balloon for 10 h. After completion, the catalyst was separated by centrifugation with N, N-dimethylformamide, washed with ethanol, dried in a vacuum, and reused for the next time. The filtrate was identified by GC-MS, and the conversion and yield were analyzed by GC (SP-6890A) equipped with a FID detector. The results showed that a high conversion rate and selection rate can be achieved. And the catalyst can be used repeatedly and maintained a high conversion rate under the same conditions. The successful design of this catalyst not only combines metal materials with organic materials, but also makes a preparation for transition metals to replace noble metals. In addition, carbonized metal was used as a catalyst for coupling reaction, which provided a new idea for the application of carbonized metals to organic reactions.
- molybdenum carbide,
- dopamine hydrochloride,
- phosphomolybdate,
- polyoxometalates,
- benzylamine coupling reaction
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