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Application of novel and reusable Fe<sub>3</sub>O<sub>4</sub>@Co<sup>II</sup>(macrocyclic Schiff base ligand) for multicomponent reactions of highly substituted thiopyridine and 4<i>H</i>‐chromene derivatives

Hakimeh Ebrahimiasl, Davood Azarifar, Jamshid Rakhtshah, Hassan Keypour, Masoumeh Mahmoudabadi

2020Applied Organometallic Chemistry28 citationsDOI

Abstract

In this research study we designed and synthesized Co II (macrocyclic Schiff base ligand containing 1,4‐diazepane) immobilized on Fe 3 O 4 nanoparticles as a novel, recyclable, and heterogeneous catalyst. The nanomaterial was fully characterized using various techniques such as Fourier‐transform infrared spectroscopy, scanning electron microscopy, transmission electron microscopy, X‐ray diffraction, energy‐dispersiveX‐ray spectroscopy, thermogravimetric analysis, vibrating sample magnetometry, differential reflectance spectroscopy, Brunauere–Emmette–Teller method, inductively coupled plasma, and elemental analysis (CHNS). Then, the catalytic performance was successfully investigated in the multicomponent synthesis of 2‐amino‐4‐aryl‐6‐(phenylsulfanyl)pyridine‐3,5‐dicarbonitrile and 2‐amino‐5,10‐dioxo‐4‐aryl‐5,10‐dihydro‐4 H ‐benzo[ g ]chromene‐3‐carbonitrile derivatives. Furthermore, the catalyst was isolated using a simple filtration, and recovery of the nanocatalyst was demonstrated five times without any loss of activity.

Topics & Concepts

ChemistrySchiff baseThermogravimetric analysisCatalysisArylLigand (biochemistry)SpectroscopyInfrared spectroscopyFourier transform infrared spectroscopyPyridineInductively coupled plasmaNuclear chemistryCrystallographyOrganic chemistryAlkylPhysicsPlasmaQuantum mechanicsReceptorBiochemistryMulticomponent Synthesis of HeterocyclesSynthesis and Characterization of Heterocyclic CompoundsSynthesis and biological activity
Application of novel and reusable Fe<sub>3</sub>O<sub>4</sub>@Co<sup>II</sup>(macrocyclic Schiff base ligand) for multicomponent reactions of highly substituted thiopyridine and 4<i>H</i>‐chromene derivatives | Litcius