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Issue 19, 2014
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Copper(II) complexes supported by click generated mixed NN, NO, and NS 1,2,3-triazole based ligands and their catalytic activity in azide–alkyne cycloaddition

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Abstract

The preparation and characterization of four new copper(II) complexes supported by click generated mixed NN, NO, and NS 1,2,3-triazoles are reported. The four complexes display a 1 : 2 copper/ligand ratio and give monomeric units in the solid state. Crystal structures demonstrate that depending on the flexibility of the ligand NX (X = O, N, S) pendant arm, the coordination environment around the metal center can feature square planar or octahedral geometries. All four complexes are catalytically active at room temperature in a copper-catalyzed alkyne–azide cycloaddition (CuAAC) reaction using sodium ascorbate as a reducing agent and water–ethanol as a solvent mixture. Complex 8 supported by the NS ligand displayed the best catalytic performance of the series allowing for the easy and high yielding preparation of a variety of mono-, bis- and tris-1,2,3-triazoles under low catalyst loadings.

Graphical abstract: Copper(ii) complexes supported by click generated mixed NN, NO, and NS 1,2,3-triazole based ligands and their catalytic activity in azide–alkyne cycloaddition

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Publication details

The article was received on 29 Jan 2014, accepted on 24 Feb 2014 and first published on 26 Feb 2014


Article type: Paper
DOI: 10.1039/C4DT00323C
Citation: Dalton Trans., 2014,43, 7069-7077
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    Copper(II) complexes supported by click generated mixed NN, NO, and NS 1,2,3-triazole based ligands and their catalytic activity in azide–alkyne cycloaddition

    D. Mendoza-Espinosa, G. E. Negrón-Silva, D. Ángeles-Beltrán, A. Álvarez-Hernández, O. R. Suárez-Castillo and R. Santillán, Dalton Trans., 2014, 43, 7069
    DOI: 10.1039/C4DT00323C

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