Chemoselective hydrogenation of nitroarenes over highly active 3D-COF derived Co-nanocarbon catalyst

Nidhi Garg, Arpita Hazra Chowdhury, Basker Sundararaju
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Abstract

This study unveils a novel approach by efficiently loading earth-abundant cobalt onto a covalent organic framework (COF) for catalyzing the hydrogenation of nitroarenes to aryl amines. The synthesized Co@NC650 nanocomposites exhibit enhanced graphitization and catalytic performance, attributed to synergistic interactions between cobalt and the carbon matrix. The Co@NC650 The resulting material is thoroughly characterized using techniques such as PXRD, XPS, FE-SEM, TEM, and FT-IR. Utilizing this synthesized catalyst, a chemoselective reduction of nitroarenes to corresponding amines is demonstrated under relatively mild conditions, employing molecular hydrogen as sole reductant without any additives or bases. The methodology delivers high yields and exhibits tolerance towards wide range of functional groups. The chemoselective hydrogenation is achieved even in the presence of other potentially reducible functional groups such as ketones, carboxylic acids, amides, sulphonamides, and chalcones. Selected examples showcasing the synthesis of biologically important amines are presented. Furthermore, the proposed catalyst demonstrates reusability without any loss of activity.

Abstract Image

高活性 3D-COF 衍生共碳纳米管催化剂对硝基烯烃的化学选择性加氢反应
本研究揭示了一种新方法,即通过在共价有机框架(COF)上高效负载地球富集的钴来催化硝基烯烃氢化为芳基胺。合成的 Co@NC650 纳米复合材料表现出更强的石墨化和催化性能,这归功于钴和碳基质之间的协同作用。利用 PXRD、XPS、FE-SEM、TEM 和 FT-IR 等技术对 Co@NC650 纳米复合材料进行了全面表征。利用这种合成催化剂,在相对温和的条件下,以分子氢为唯一还原剂,不使用任何添加剂或碱,将硝基烯烃化学选择性还原为相应的胺。该方法产量高,对多种官能团具有耐受性。即使存在其他潜在的可还原官能团,如酮、羧酸、酰胺、磺酰胺和查耳酮,也能实现化学选择性氢化。本报告选取了一些实例,展示了具有重要生物意义的胺的合成过程。此外,所提出的催化剂还具有可重复使用性,且不会丧失任何活性。
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