PVC-supported ethylenediamine-copper(II) complex: a heterogeneous, efficient, and eco-friendly catalyst for multi-component synthesis of 1,2,3-triazoles by reaction of propargyl bromide, aromatic azides, and amines in water

The PVC-supported ethylenediamine-copper(II) complex (PVC–EDA–Cu +2 ) has provided a highly efficient, active, and reusable heterogeneous catalyst for click chemistry. In this work, the PVC–EDA–Cu +2 catalyst is readily prepared by the reaction of PVC, ethylenediamine, and CuCl 2 ·2H 2 O in water. T...

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Bibliographic Details
Published in:Research on chemical intermediates 2018-04, Vol.44 (4), p.2571-2583
Main Authors: Keivanloo, Ali, Bakherad, Mohammad, Khosrojerdi, Mina, Amin, Amir Hossein
Format: Article
Language:English
Subjects:
Amines
Catalysis
Catalysts
Chemical reactions
Chemical synthesis
Chemistry
Chemistry and Materials Science
Coordination compounds
Copper
Copper compounds
Ethylenediamine
Inorganic Chemistry
Physical Chemistry
Polyvinyl chloride
Reaction time
Triazoles
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Summary:The PVC-supported ethylenediamine-copper(II) complex (PVC–EDA–Cu +2 ) has provided a highly efficient, active, and reusable heterogeneous catalyst for click chemistry. In this work, the PVC–EDA–Cu +2 catalyst is readily prepared by the reaction of PVC, ethylenediamine, and CuCl 2 ·2H 2 O in water. The structure of the catalyst is then characterized via different analytical tools. This catalytic system shows a high activity in the multi-component synthesis of 1,4-disubstituted 1,2,3-triazoles by the click reaction of propargyl bromide, aromatic azides, and amines at room temperature. The advantages of this method are high reaction yield, short reaction time, and capability of recovering and reusing the catalyst. In addition, water, as a green medium, is used not only in the synthesis of 1,2,3-triazoles but also in the preparation of the catalyst. A number of new 1,2,3-triazole derivatives are also screened against two Gram-positive and Gram-negative bacterial strains. Graphical Abstract
ISSN:0922-6168
1568-5675
DOI:10.1007/s11164-017-3247-2