Salen complex of Cu(II) supported on superparamagnetic Fe3O4@SiO2 nanoparticles: an efficient and magnetically recoverable catalyst for N-arylation of imidazole with aryl halides

Salen complex of Cu(II) supported on superparamagnetic Fe3O4@SiO2 nanoparticles: an efficient and... The Fe O @SiO /Salen-Cu(II) nanocatalyst is reported as a thermally and air-stable, economical, and magnetically 3 4 2 recoverable heterogeneous catalyst for the selective and efficient N-(hetero)arylation of imidazole. Only by adding a small amount of the catalyst (0.4 mol% Cu) to the reactants and heating under air, the new presented method provides a variety of functionalized and hindered N-(hetero)arylimidazoles in good to excellent yields within short reaction times. The catalyst could be easily recovered with the aid of a permanent magnet and reused up to five consecutive runs without significant loss of activity. Also, the leaching of Cu was negligible after the fifth recycle. Particularly, using either (hetero)aryl iodides or bromides as arylating agents and the need of only small amount of the magnetically recoverable heterogeneous copper-based nanocatalyst make this method low-cost, environmentally benign, and easy to use. Graphical abstract Keywords N-Arylation  Aryl halides  Heterogeneous catalysis  Magnetic properties  Nanostructures  Salen-Cu(II) Introduction Taking a look at the literature, we will find out that N- heterocyclic compounds are prevalent structural motifs in biological, pharmaceutical, chemical, and material fields [1–3]. Among these, imidazole derivatives are utilized not only in medicinal field as cardiotonic, antiglaucoma, Electronic http://www.deepdyve.com/assets/images/DeepDyve-Logo-lg.png Monatshefte für Chemie - Chemical Monthly Springer Journals

Salen complex of Cu(II) supported on superparamagnetic Fe3O4@SiO2 nanoparticles: an efficient and magnetically recoverable catalyst for N-arylation of imidazole with aryl halides

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Publisher
Springer Vienna
Copyright
Copyright © 2018 by Springer-Verlag GmbH Austria, part of Springer Nature
Subject
Chemistry; Chemistry/Food Science, general; Organic Chemistry; Inorganic Chemistry; Analytical Chemistry; Physical Chemistry; Theoretical and Computational Chemistry
ISSN
0026-9247
eISSN
1434-4475
D.O.I.
10.1007/s00706-018-2148-4
Publisher site
See Article on Publisher Site

Abstract

The Fe O @SiO /Salen-Cu(II) nanocatalyst is reported as a thermally and air-stable, economical, and magnetically 3 4 2 recoverable heterogeneous catalyst for the selective and efficient N-(hetero)arylation of imidazole. Only by adding a small amount of the catalyst (0.4 mol% Cu) to the reactants and heating under air, the new presented method provides a variety of functionalized and hindered N-(hetero)arylimidazoles in good to excellent yields within short reaction times. The catalyst could be easily recovered with the aid of a permanent magnet and reused up to five consecutive runs without significant loss of activity. Also, the leaching of Cu was negligible after the fifth recycle. Particularly, using either (hetero)aryl iodides or bromides as arylating agents and the need of only small amount of the magnetically recoverable heterogeneous copper-based nanocatalyst make this method low-cost, environmentally benign, and easy to use. Graphical abstract Keywords N-Arylation  Aryl halides  Heterogeneous catalysis  Magnetic properties  Nanostructures  Salen-Cu(II) Introduction Taking a look at the literature, we will find out that N- heterocyclic compounds are prevalent structural motifs in biological, pharmaceutical, chemical, and material fields [1–3]. Among these, imidazole derivatives are utilized not only in medicinal field as cardiotonic, antiglaucoma, Electronic

Journal

Monatshefte für Chemie - Chemical MonthlySpringer Journals

Published: Feb 14, 2018

References

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