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Copper(II) Complex Supported on Fe 3 O 4 @SiO 2 Coated by Polyvinyl Alcohol as Reusable Nanocatalyst in N ‐Arylation of Amines and N(H) ‐ Heterocycles and Green Synthesis of 1 H ‐Tetrazoles
Author(s) -
Sardarian Ali Reza,
Eslahi Hassan,
Esmaeilpour Mohsen
Publication year - 2018
Publication title -
chemistryselect
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.437
H-Index - 34
ISSN - 2365-6549
DOI - 10.1002/slct.201702452
Subject(s) - catalysis , polyvinyl alcohol , leaching (pedology) , copper , hydroxylamine hydrochloride , aryl , alkyl , nuclear chemistry , chemistry , alcohol , azide , thermogravimetric analysis , heterogeneous catalysis , polymer chemistry , inorganic chemistry , organic chemistry , materials science , environmental science , soil science , soil water
In this paper, copper(II) based catalyst bearing polyvinyl alcohol immobilized on Fe 3 O 4 @SiO 2 was synthesized and fully characterized by FT‐IR, XRD, TEM, FE‐SEM, DLS, UV‐Vis, XPS, EDX, TGA, VSM, NMR, ICP and elemental analysis techniques. Then, the performance of this magnetic heterogeneous system was investigated in the N ‐arylation of nitrogen heterocycles and alkyl amines with aryl halides to produce the desired coupled products in good to excellent yields without using external ligands or additives as promoters. Also, this reusable copper based magnetic nanocatalyst was employed in one‐pot three component and green synthesis of 5‐substituted 1 H ‐tetrazoles in excellent yields through the click reaction of aliphatic and aromatic aldehydes with hydroxylamine hydrochloride and azide salt. This catalytic system was easily recovered by a magnetic field and reused for at least 7 times without distinct deterioration in catalytic activity. Also, the analysis of the reaction mixture by the ICP technique showed that the leaching of the catalyst was negligible.