NHC-copper complexes immobilized on magnetic nanoparticles: Synthesis and catalytic activity in the CuAAC reactions

[Display omitted] •Direct synthesis of NHC-copper complexes on magnetic nanoparticles.•Stable NHC-Cu(II) complexes easily prepared from Cu(II) salt anchored on iron oxide nanoparticles.•Magnetically-separable NHC-Cu(II) complexes as catalysts active in CuAAC reactions.•NHC-Cu(II) complexes anchored...

Full description

Saved in:
Bibliographic Details
Published inJournal of catalysis Vol. 362; pp. 46 - 54
Main Authors Misztalewska-Turkowicz, I., Markiewicz, K.H., Michalak, M., Wilczewska, A.Z.
Format Journal Article
LanguageEnglish
Published Elsevier Inc 01.06.2018
Subjects
Click chemistry
Copper complexes
Magnetic nanoparticles
N-heterocyclic carbene
N-heterocyclic carbene
Click chemistry
Magnetic nanoparticles
Copper complexes
Online AccessGet full text

Cover

More Information
Summary:[Display omitted] •Direct synthesis of NHC-copper complexes on magnetic nanoparticles.•Stable NHC-Cu(II) complexes easily prepared from Cu(II) salt anchored on iron oxide nanoparticles.•Magnetically-separable NHC-Cu(II) complexes as catalysts active in CuAAC reactions.•NHC-Cu(II) complexes anchored on solid phase active even without usage of reducing agent. A series of N-heterocyclic carbene copper(I) and rare copper(II) complexes (NHCCuCl or NHCCuCl2) were covalently immobilized directly on the surface of magnetic nanoparticles (MNPs) for the first time. The physicochemical properties were investigated by a broad range of techniques, including SEM and TEM microscopy, and TG analysis. The supported complexes exhibited excellent activity in the Huisgen cycloaddition with in situ generated azides. Unexpectedly, a direct comparison of NHCCuCl and NHCCuCl2 complexes anchored to the magnetic nanoparticles confirmed the higher activity of the latter for the formation of 1,2,3-triazoles, also under ascorbate-free conditions.
ISSN:0021-9517
1090-2694
DOI:10.1016/j.jcat.2018.03.015