生物质衍生的镍基纳米材料作为芳烃和杂芳烃†加氢的可持续和可重复使用催化剂

Vishakha Goyal, Tarun Bhatt, Anshid Kuttasseri, Arup Mahata, Radek Zbořil, Kishore Natte and Rajenahally V. Jagadeesh
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引用次数: 0

摘要

功能化芳烃和杂环烃的选择性加氢反应是合成化学的一个重要研究领域,它提供了一系列饱和碳和杂环化合物的直接途径。为了以一种更有资源和成本效益的方式完成这一加氢过程,开发和应用潜在的催化材料,特别是基于地球上丰富的金属,是至关重要的。从可持续性和循环经济的角度来看,这种催化系统应该来自废弃生物质。在这里,我们报道了以植物为基础的废弃生物质的制备和应用,如松针衍生的ni -纳米颗粒作为(杂)芳烃加氢的有效催化剂。将硝酸镍固定在松针上并随后热解生成零价镍纳米颗粒(5-8 nm),并将其嵌入高介孔n掺杂石墨基体中。所制得的纳米镍具有较高的活性、选择性、稳定性和可重复使用性,可用于官能化芳烃和含氮、含氧杂芳烃的加氢反应,得到四氢喹啉类、四氢喹啉类、二氢苯并呋喃类等多种环脂肪族化合物,并可作为药物制剂的关键起始原料。对镍催化(杂)芳烃加氢过程进行了DFT计算,结果表明该反应具有良好的热力学、动力学和选择性环还原的机理可行性。
本文章由计算机程序翻译,如有差异,请以英文原文为准。
A biomass-derived nickel-based nanomaterial as a sustainable and reusable catalyst for hydrogenation of arenes and heteroarenes†

Selective hydrogenation of functionalized aromatic- and hetero-aromatic hydrocarbons is an essential research area in synthetic chemistry, which gives straightforward access to an array of saturated carbo- and heterocyclic compounds. To accomplish this hydrogenation process in a more resourceful and cost-effective manner, the development and applicability of potential catalytic materials, particularly based on earth-abundant metals, are crucial. From the viewpoint of sustainability and circular economy, such catalytic systems should be derived from waste biomass. Here, we report the preparation and application of plant-based waste biomass such as pine needle-derived Ni-nanoparticles as an efficient catalyst for the hydrogenation of (hetero)arenes. The immobilization of Ni-nitrate on pine needles and subsequent pyrolysis generates zero-valent Ni-nanoparticles (5–8 nm), which are embedded in a highly mesoporous N-doped graphitic matrix. The resulting nickel nanoparticles exhibited high activity and selectivity as well as stability and reusability for the hydrogenation of functionalized arenes as well as nitrogen and oxygen-containing heteroarenes to obtain various cyclo-aliphatic compounds including tetrahydroquinolines, tetrahydroquinoxalines and dihydrobenzofurans as well as key starting materials of pharmaceutical agents. DFT calculations have been made for this Ni-catalytic (hetero)arene hydrogenation process, which revealed favorable reaction thermodynamic and kinetic as well as mechanistic feasibility for selective ring reduction.

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