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以稻壳制备的氧化石墨烯负载的环保型可回收离子液体-氯化锌催化剂用于绿色合成2-氨基-3-氰基吡啶衍生物

Eco-friendly and recyclable ionic liquid-zinc chloride catalyst supported on graphene oxide from husk for green synthesis of 2-amino-3-cyanopyridine derivatives.

作者信息

Nguyen Y-Nhi Thi, Tran Dat Minh, Nguyen Thai The, Nguyen Hai Truong

机构信息

Department of Organic Chemistry, Faculty of Chemistry, University of Science Ho Chi Minh City 700000 Vietnam

Vietnam National University Ho Chi Minh City 700000 Vietnam.

出版信息

RSC Adv. 2025 Aug 15;15(35):28853-28869. doi: 10.1039/d5ra04734j. eCollection 2025 Aug 11.

Abstract

This study successfully demonstrates the application of GO/IL/Zn Cl as a novel and environmentally friendly catalyst for the synthesis of 2-amino-3-cyanopyridine derivatives. Using husk as a precursor, a hybrid catalyst combining graphene oxide (GO), ionic liquid (IL), and zinc chloride-based species (Zn Cl ) was produced, exhibiting higher catalytic activity, better selectivity, and outstanding recyclability. The structural and morphological features of GO/IL/Zn Cl were investigated using FT-IR spectroscopy, Raman spectroscopy, XRD analysis, ICP-MS analysis, scanning electron microscopy (SEM), energy-dispersive X-ray spectroscopy (EDX), and thermogravimetric analysis (TGA) to elucidate their properties and establish the catalyst's efficiency and stability in organic synthesis. Under solvent-free conditions, we investigated the adaptability of the catalyst by effectively synthesizing of 2-amino-3-cyanopyridine derivatives with moderate to high yields (up to 57%), at 110 °C for 40 min. Analysis of the electronic and steric effects of different substituents revealed that electron-donating groups improve yield while electron-withdrawing groups reduce it, thereby offering insightful information for further catalyst modifications. The sustainability of the approach was determined by applying green chemistry criteria. The key indicators highlighting notable waste reduction and effective resource use were an E-factor of 1.40, an atom economy of 73.44%, and a process mass intensity (PMI) of 2.40. GO/IL/Zn Cl provides a possible substitute for sustainable organic synthesis owing to its excellent catalytic efficiency, selectivity, recyclability, and eco-friendly nature.

摘要

本研究成功证明了GO/IL/ZnCl作为一种新型环保催化剂在合成2-氨基-3-氰基吡啶衍生物中的应用。以稻壳为前驱体,制备了一种结合氧化石墨烯(GO)、离子液体(IL)和氯化锌基物质(ZnCl)的杂化催化剂,该催化剂表现出更高的催化活性、更好的选择性和出色的可回收性。利用傅里叶变换红外光谱(FT-IR)、拉曼光谱、X射线衍射(XRD)分析、电感耦合等离子体质谱(ICP-MS)分析、扫描电子显微镜(SEM)、能量色散X射线光谱(EDX)和热重分析(TGA)研究了GO/IL/ZnCl的结构和形态特征,以阐明其性质,并确定该催化剂在有机合成中的效率和稳定性。在无溶剂条件下,我们通过在110℃下反应40分钟,以中等到高收率(高达57%)有效合成2-氨基-3-氰基吡啶衍生物,研究了该催化剂的适用性。对不同取代基的电子和空间效应分析表明,供电子基团提高收率,而吸电子基团降低收率,从而为进一步的催化剂改性提供了有价值的信息。通过应用绿色化学标准确定了该方法的可持续性。突出显著减少废物和有效利用资源的关键指标为:E-因子为1.40,原子经济性为73.44%,过程质量强度(PMI)为2.40。由于其优异的催化效率、选择性、可回收性和环境友好性,GO/IL/ZnCl为可持续有机合成提供了一种可能的替代方案。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/58d3/12377325/6906600d3197/d5ra04734j-s1.jpg

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