Synthesis of polypyridine derivatives using alumina supported gold nanoparticles under micro continuous flow conditions
Synthesis of polypyridine derivatives using alumina supported gold nanoparticles under micro continuous flow conditions
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DOI：
10.1016/j.cej.2010.08.078
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发表时间：
2011-03-01
影响因子：
15.1
通讯作者：
Gross, G. Alexander
中科院分区：
文献类型：
--
作者：
Abahmane, Lahbib;Knauer, Andrea;Gross, G. Alexander
研究了在两步微连续流动体系中，丙烯酰胺与双α-H-甲基酮反应生成聚吡啶衍生物的反应过程。连续流动微反应系统的使用可实现快速工艺优化、扩大生产规模和应用增强的工艺窗口。2，2‘-联吡啶(1)、邻菲咯啉(2)或联吡啶(3)等多吡啶类化合物是络合化学领域中的重要配体。使用两个填充不同催化剂材料的固定床毛细管反应器(PBCR)对合成进行了优化。以蒙脱土K-10粘土和氧化铝负载的金纳米颗粒作为后续催化剂组合的效果最好。金属纳米粒子对精细化学合成中的不同有机反应具有很大的催化潜力。因此，通过一种简单的包覆工艺制备了氧化铝负载的金纳米颗粒，而无需焙烧。在大约120-140℃的反应温度和大约10分钟的停留时间下，通过有氧氧化得到所需的聚吡啶衍生物。整个工艺过程在挥发出所有挥发性化合物后，以极高的纯度和良好的产率得到所需的聚吡啶衍生物。(C)2010爱思唯尔B.V.保留所有权利。
The formation of polypyridine-derivatives by reaction of propargylamine with bis-alpha-H-methylketones in a two step micro continuous flow system was investigated. The use of continuous flow micro reaction system enables fast process optimization, production upscaling and the application of enhanced process windows. Polypyridines such as 2,2'-bipyridine (1), phenanthroline (2) or terpyridine (3) are important ligands in the filed of complex chemistry. The synthesis was optimized using two subsequent packed bed capillary reactors (PBCRs) filled with different catalyst materials. The best results were obtained with Montmorillonite K-10 clay and alumina supported gold nanoparticles as subsequent catalyst combination. Metal nanoparticles posses a great catalytic potential for different organic reactions used in fine chemical synthesis. Hence, alumina supported gold nanoparticles were prepared by an easy coating process without calcination. Desired polypyridine-derivatives were received by an aerobic oxidation at reaction temperatures of about 120-140 degrees C and residence times of about 10 min. The overall process yields the desired polypyridine-derivatives in excellent purity and good yield after evaporation of all volatile compounds. (C) 2010 Elsevier B.V. All rights reserved.