Yuan Hangkong, Li Jerry-Peng, Su Fangzheng, Yan Zhen, Kusema Bright T, Streiff Stéphane, Huang Yongji, Pera-Titus Marc, Shi Feng
State Key Laboratory for Oxo Synthesis and Selective Oxidation, Lanzhou Institute of Chemical Physics, Chinese Academy of Sciences, Lanzhou 730000, China.
Eco-Efficient Products and Processes Laboratory (E2P2L), UMI 3464 CNRS-Solvay, 3966 Jin Du Road, Xin Zhuang Ind. Zone, 201108 Shanghai, China.
ACS Omega. 2019 Feb 1;4(2):2510-2516. doi: 10.1021/acsomega.8b03516. eCollection 2019 Feb 28.
We disclose in this study a NiAlO catalyst prepared by coprecipitation for the reductive amination of biomass-derived aldehydes and ketones in aqueous ammonia under mild reaction conditions. The catalyst exhibited 99% yield toward 5-aminomethyl-2-furylmethanol in the reaction of 5-hydroxymethyl furfural with ammonia at 100 °C for 6 h under 1 bar H. The catalyst was further extended to the reductive amination of a library of aromatic and aliphatic aldehydes and ketones with a yield in the range 81-90% at optimized reaction conditions. Besides, 5-hydroxymethylfurfural could react with a library of primary and secondary amines with yields in the range 76-88%. The catalyst could be easily recycled and reused without apparent loss of activity in four consecutive runs.
在本研究中,我们公开了一种通过共沉淀法制备的NiAlO催化剂,用于在温和反应条件下,使生物质衍生的醛和酮在氨水中进行还原胺化反应。在1 bar氢气压力下,于100 °C将5-羟甲基糠醛与氨反应6小时,该催化剂对5-氨甲基-2-糠醇的产率达99%。在优化的反应条件下,该催化剂进一步应用于一系列芳香族和脂肪族醛与酮的还原胺化反应,产率范围为81 - 90%。此外,5-羟甲基糠醛能与一系列伯胺和仲胺反应,产率范围为76 - 88%。该催化剂易于循环再利用,在连续四次运行中无明显活性损失。