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Synthesis of N,N′-alkylidene bisamides and Suzuki–Miyaura coupling reaction derivatives with Pd organometallic catalyst anchored to channels of mesoporous silica MCM-41

Sulieman Ibraheem Shelash Al‐Hawary, Raed Obaid Saleh, Ahmed Rafiq AlBajalan, Normurоt Fayzullaev, Mohammed S. Alshuhri, Saad Hayif Jasim Ali, Ahmed Alawadi, Mohammed Abed Jawad, Salim B. Alsaadi, Maryam Sadat Ghorayshi Nejad

2024Scientific Reports20 citationsDOIOpen Access PDF

Abstract

) nanoparticles-doped into channels of mesoporous silica MCM-41 and then, anchoring a novel complex composed of di(4-pyridyl)ethylene and palladium on the inner surface of the support. This immobilized catalyst was successfully identified via VSM, ICP-OES, TEM, FTIR, TGA, SEM, BET, XRD, EDX and elemental mapping analyses. After that, it was used as a versatile, heterogeneous, and magnetically reproducible catalyst in the generation of N,N'-alkylidene bisamides (1a-13a, 8-20 min, 90-98%, 50 °C, solvent-free) and Suzuki-Miyaura coupling (SMC) reaction derivatives (1b-26b, 10-140 min, 86-98%, 60 °C, PEG-400). The VSM plot of Pd-DPyE@MCM-41@MNP displays that this nanocatalyst can be easily recycled by applying an external magnetic field. In both synthetic paths, this nanocatalyst was reused at least seven times without palladium leaching and significantly reducing its catalytic performance. Also, stability and heterogeneous nature of catalyst were approved via ICP-OES technique and hot filtration test.

Topics & Concepts

CatalysisMesoporous materialMCM-41Mesoporous silicaPalladiumHeterogeneous catalysisLeaching (pedology)Fourier transform infrared spectroscopyNuclear chemistryOrganometallic chemistryMaterials scienceCoupling reactionChemistryChemical engineeringOrganic chemistrySoil scienceEnvironmental scienceEngineeringSoil waterCatalytic Cross-Coupling ReactionsSynthetic Organic Chemistry MethodsChemical Synthesis and Reactions