Experimental and Computational Studies on Catalytic Activity of Novel Adenine-Based Nano Cu(I) Polymers in Regioselective Synthesis of 1,4-Disubstituted 1,2,3-Triazoles

Article

Abstract

Cu(I) nanoparticles were immobilized on modified poly(styrene-co-maleic anhydride) by Adenine with loading of 23.83% (w/w) of heterogeneous catalyst. The prepared nano catalyst was characterized by FTIR, 1H-NMR, SEM-EDAX, ICP-OES, TEM, BET and XRD. The catalytic activity of this novel heterogeneous Cu(I) nono particles was successfully examined in the regioselective synthesis of 1,4-disubstitued 1,2,3-triazoles via click reaction to give the corresponding products in satisfactory yield (78–87%). The heterogeneous catalyst was readily separated from reaction mixture and reused at least in four consecutive runs without loss of appreciable catalytic activity. Furthermore, a series of systematic computational studies was joint with experiment to answer some fundamental questions regarding the structure, stability, and nature of interactions in the novel inhomogeneous coordination nano catalyst.

Graphical Abstract

Keywords

Cu (I) adenine 1,2,3-triazoles Click reaction Regioselectivity DFT calculations 

Supplementary material

10904_2017_727_MOESM1_ESM.docx (550 kb)
Supplementary material 1 (DOCX 550 KB)

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Copyright information

© Springer Science+Business Media, LLC, part of Springer Nature 2017

Authors and Affiliations

  1. 1.Department of ChemistryAlzahra UniversityTehranIran
  2. 2.Department of ChemistryFerdowsi University of MashhadMashhadIran

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