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一种负载于功能化纳米勃姆石上的新型钯配合物席夫碱,作为用于选择性铃木C-C键形成的可重复使用且实用的催化剂。

A new palladium complex Schiff-base on functionalized nanoboehmite as a reusable and practical catalyst for selective Suzuki C-C bond formation.

作者信息

Heydarian Samaneh, Tahmasbi Bahman, Darabi Mitra

机构信息

Department of Chemistry, Dez.C., Islamic Azad University Dezful Iran

Department of Chemistry, Faculty of Science, Ilam University P. O. Box Ilam 69315516 Iran

出版信息

Nanoscale Adv. 2025 Jun 17;7(16):4867-4875. doi: 10.1039/d5na00362h. eCollection 2025 Aug 5.

Abstract

The surface of boehmite nanoparticles (γ-AlOOH NPs) consists of hydroxy groups that enable their surface modification and functionalization. Based on this fact, we first functionalized the AlOOH NP surface with a Schiff-base ligand in this work. The Schiff-base ligand was synthesized from the reaction of -formylphenol and (3,4-diaminophenyl)(phenyl)methanone. Then, palladium nanoparticles were immobilized on it, denoted as Pd@boehmite. Next, Pd@boehmite was investigated using TGA, DSC, SEM, TEM, and BET instrumental methods. Then, Pd@boehmite was used as a powerful catalyst for carbon-carbon bond formation in the Suzuki coupling reaction. Various aryl halide and aryl boronic acid derivatives were investigated using the Pd@boehmite nanocatalyst and all biphenyl products were obtained with high yield and rapid reaction rate. Pd@boehmite showed good selectivity in synthesising biphenyls, when diaryl halide was used. Finally, the recyclability of Pd@boehmite was also examined, and this catalyst showed good reusability.

摘要

勃姆石纳米颗粒(γ-AlOOH NPs)的表面由羟基组成,这使得它们能够进行表面改性和功能化。基于这一事实,在本工作中,我们首先用席夫碱配体对AlOOH NP表面进行功能化。席夫碱配体由对甲酰基苯酚与(3,4-二氨基苯基)(苯基)甲酮反应合成。然后,将钯纳米颗粒固定在其上,记为Pd@勃姆石。接下来,使用热重分析(TGA)、差示扫描量热法(DSC)、扫描电子显微镜(SEM)、透射电子显微镜(TEM)和比表面积分析仪(BET)等仪器方法对Pd@勃姆石进行研究。然后,Pd@勃姆石被用作铃木偶联反应中形成碳-碳键的高效催化剂。使用Pd@勃姆石纳米催化剂对各种芳基卤化物和芳基硼酸衍生物进行了研究,所有联苯产物均以高产率和快速反应速率获得。当使用二芳基卤化物时,Pd@勃姆石在合成联苯时表现出良好的选择性。最后,还考察了Pd@勃姆石的可回收性,该催化剂表现出良好的可重复使用性。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d5be/12323840/bc5d49efd92c/d5na00362h-f1.jpg

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