Premium
Doped Nano‐Sized Copper(I) Oxide (Cu 2 O) on MelamineFormaldehyde Resin: a Highly Efficient Heterogeneous Nano Catalyst for ‘Click’ Synthesis of Some Novel 1 H ‐1,2,3‐Triazole Derivatives Having Antibacterial Activity
Author(s) -
Rad Mohammad Navid Soltani,
Behrouz Somayeh,
Movahedian Abdollah,
Doroodmand Mohammad Mahdi,
Ghasemi Younes,
RasoulAmini Sara,
Gandomani AbdolRasoul Ahmadi,
Rezaie Ramin
Publication year - 2013
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.201200224
Subject(s) - chemistry , catalysis , cycloaddition , click chemistry , nano , copper , nuclear chemistry , scanning electron microscope , melamine , formaldehyde , polymer chemistry , organic chemistry , chemical engineering , materials science , engineering , composite material
A facile and simple protocol for the 1,3‐dipolar cycloaddition of organic azides with terminal alkynes catalyzed by doped nano‐sized Cu 2 O on melamineformaldehyde resin (nano‐Cu 2 OMFR) as a new and convenient heterogeneous catalyst is described. In this method, ‘click’ cycloaddition of various structurally diverse β ‐azido alcohols and alkynes in the presence of nano‐Cu 2 OMFR in H 2 O/THF 1 : 2 furnished the corresponding 1,4‐disubstituted 1 H ‐1,2,3‐triazole adducts 1a – 1o in good to excellent yields at room temperature ( Scheme and Table 3 ). The nano‐Cu 2 OMFR was characterized by scanning electron microscopy (SEM), X‐ray diffraction (XRD), inductively coupled plasma (ICP) analysis, and FT‐IR. The nano‐Cu 2 OMFR could be easily recovered and recycled from the reaction mixture and reused for many consecutive trials without significant decrease in activity ( Table 4 ). The in vitro antibacterial activities of all synthesized compounds were tested on several Gram ‐positive and/or Gram ‐negative bacteria ( Table 5 ). The results demonstrate the promising antibacterial activity for some of the synthesized compounds.