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One‐pot multicomponent synthesis of novel 2‐(piperazin‐1‐yl) quinoxaline and benzimidazole derivatives, using a novel sulfamic acid functionalized Fe 3 O 4 MNPs as highly effective nanocatalyst
Author(s) -
Esam Zohreh,
Akhavan Malihe,
Bekhradnia Ahmadreza
Publication year - 2021
Publication title -
applied organometallic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.53
H-Index - 71
eISSN - 1099-0739
pISSN - 0268-2605
DOI - 10.1002/aoc.6005
Subject(s) - thermogravimetric analysis , chemistry , dynamic light scattering , quinoxaline , superparamagnetism , thermal stability , fourier transform infrared spectroscopy , nuclear chemistry , catalysis , chemical engineering , analytical chemistry (journal) , nanoparticle , nanotechnology , organic chemistry , materials science , magnetization , physics , quantum mechanics , magnetic field , engineering
The immobilization of sulfonic acid on the surface of Fe 3 O 4 magnetic nanoparticles (MNPs) as a novel acid nanocatalyst has been successfully reported. The morphological features, thermal stability, magnetic properties, and other physicochemical properties of the prepared superparamagnetic core–shell (Fe 3 O 4 @PFBA–Metformin@SO 3 H) were thoroughly characterized using Fourier transform infrared (FTIR), X‐ray diffraction (XRD), energy‐dispersive X‐ray spectroscopy (EDS), field‐emission scanning electron microscopy (FESEM), transmission electron microscopy (TEM), thermogravimetric analysis–differential thermal analysis (TGA‐DTA), atomic force microscopy (AFM), dynamic light scattering (DLS), Brunauer–Emmett–Teller (BET), and vibrating sample magnetometer (VSM) techniques. It was applied as an efficient and reusable catalyst for the synthesis of 2‐(piperazin‐1‐yl) quinoxaline and benzimidazole derivatives via a one‐pot multiple‐component cascade reaction under green conditions. The results displayed the excellent catalytic activity of Fe 3 O 4 @PFBA–metformin@SO 3 H as an organic–inorganic hybrid nanocatalyst in condensation and multicomponent Mannich‐type reactions. The easy separation, simple workup, excellent stability, and reusability of the nanocatalyst and quantitative yields of products and short reaction time are some outstanding advantages of this protocol.