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氧化石墨烯上具有有机碲配体的催化体系:钯(0)纳米颗粒的固定化及其在交叉偶联反应多相催化中的应用。

Catalytic system having an organotellurium ligand on graphene oxide: immobilization of Pd(0) nanoparticles and application in heterogeneous catalysis of cross-coupling reactions.

作者信息

Purohit Suraj, Oswal Preeti, Bahuguna Anurag, Tyagi Anupma, Bhatt Neeraj, Kumar Arun

机构信息

Department of Chemistry, School of Physical Sciences, Doon University Dehradun-248001 India

出版信息

RSC Adv. 2024 Aug 27;14(37):27092-27109. doi: 10.1039/d4ra03401e. eCollection 2024 Aug 22.

Abstract

First heterogeneous catalytic system, having a covalently linked hybrid bidentate organotellurium ligand [, PhTe-CH-CH-NH] on the surface of graphene oxide, has been synthesized with immobilized and stabilized Pd(0) nanoparticles. To the best of our knowledge, it is the first such catalytic system in which a heterogenized organotellurium ligand has been used. It has been well-characterized using different physicochemical characterization techniques P-XRD, XPS, HR-TEM, EELS, FE-SEM, EDX, TGA, BET surface area analysis, FT-IR spectroscopy, and Raman spectroscopy. The Pd content of the final system has been quantified using ICP-OES. Its applications have been explored in Suzuki-Miyaura C-C cross coupling and C-O cross coupling reactions. Hot filtration experiments corroborate the heterogeneous nature of the catalysis. It is recyclable for up to five reaction cycles in Suzuki-Miyaura and C-O cross coupling with marginal loss in performance. It also catalyzes the reactions of chloroarenes such as chlorobenzene, 4-chloroaniline, 1-chloro-4-nitrobenzene, 4-chloroacetophenone, 4-chlorobenzophenone for Suzuki coupling, and 1-chloro-4-nitrobenzene, 4-chlorobenzonitrile, chlorobenzene, and 4-chlorotoluene for C-O coupling. P-XRD, FE-SEM, and EDX study reveals that the catalytic system retains its structural originality and functionality after recycling.

摘要

首个非均相催化体系已通过固定化和稳定化的 Pd(0) 纳米颗粒合成,该体系在氧化石墨烯表面具有共价连接的杂化双齿有机碲配体 [, PhTe-CH-CH-NH]。据我们所知,这是首个使用异质有机碲配体的此类催化体系。已使用不同的物理化学表征技术对其进行了充分表征,包括 P-XRD、XPS、HR-TEM、EELS、FE-SEM、EDX、TGA、BET 表面积分析、FT-IR 光谱和拉曼光谱。最终体系中的 Pd 含量已通过 ICP-OES 进行定量。已在铃木-宫浦 C-C 交叉偶联和 C-O 交叉偶联反应中探索了其应用。热过滤实验证实了催化的非均相性质。在铃木-宫浦反应和 C-O 交叉偶联中,它可循环使用多达五个反应周期,性能仅有轻微损失。它还催化氯代芳烃的反应,如氯苯、4-氯苯胺、1-氯-4-硝基苯、4-氯苯乙酮、4-氯二苯甲酮用于铃木偶联,以及 1-氯-4-硝基苯、4-氯苯腈、氯苯和 4-氯甲苯用于 C-O 偶联。P-XRD、FE-SEM 和 EDX 研究表明,该催化体系在循环后保留了其结构完整性和功能。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2e5e/11348857/cc167bf6b640/d4ra03401e-s1.jpg

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