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Mg‐catalyzed one‐pot preparation of benzimidazoles and spirooxindoles by an immobilized chlorophyll b on magnetic nanoparticles
Author(s) -
Shamaei Arezoo,
Mahmoudi Boshra,
Kazemnejadi Milad,
Nasseri Mohammad Ali
Publication year - 2020
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.5997
Subject(s) - catalysis , chemistry , thermogravimetric analysis , fourier transform infrared spectroscopy , nuclear chemistry , spectroscopy , reactivity (psychology) , magnetic nanoparticles , dynamic light scattering , nanoparticle , analytical chemistry (journal) , chemical engineering , organic chemistry , nanotechnology , materials science , medicine , physics , alternative medicine , pathology , quantum mechanics , engineering
Chlorophyll b was extracted from Heliotropium europaeum plant, then immobilized on magnetic nanoparticles (Fe 3 O 4 @SiO 2 @Chl‐Mg) and found as an efficient and green catalyst for the preparation of a variety of benzimidazoles and spirooxindoles in mild conditions. The catalyst was fully characterized by Fourier‐transform infrared (FTIR), ultraviolet–visible (UV–vis) spectroscopy, X‐ray diffraction (XRD), energy‐dispersive X‐ray spectroscopy (EDX), thermogravimetric (TGA), vibrating sample magnetometer (VSM), transmission electron microscopy (TEM), and dynamic light scattering (DLS) analyses. To prove the catalytic influence of Mg over the reactions, the catalytic activity of the demetalated chlorophyll b as well as some other control experiments was investigated. High to excellent yields were achieved for all entries, whether benzimidazole or spirooxindole derivatives at short reaction times. The catalyst could be recovered and reused for several consecutive runs by a simple external magnetic field without any considerable reactivity loss. The properties of the recovered catalyst were investigated by various analyses. Finally, the reasonable mechanisms were proposed for the reactions based on the literature.