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1D Azido bridged Cu(II) coordination polymer with 1,3-oxazolidine ligand as an effective catalyst for green click synthesis of 1,2,3-triazoles
Authors:Rahman Bikas  Fatemeh Ajormal  Nader Noshiranzadeh  Marzieh Emami  Anna Kozakiewicz
Institution:1. Department of Chemistry, Faculty of Science, Imam Khomeini International University, Qazvin, 34148-96818 Iran;2. Department of Chemistry, Faculty of Science, University of Zanjan, Zanjan, 45371-38791 Iran;3. Department of Biomedical and Polymer Chemistry, Faculty of Chemistry, Nicolaus Copernicus University in Torun, Torun, 87-100 Poland
Abstract:A new 1D azido bridged Cu(II) coordination polymer with 1,3-oxazolidine based ligand, Cu(H3L)(μ1,3-N3)(N3)]n ( 1 ), was synthesized and characterized by elemental analysis and spectroscopic methods. The structure of 1 was also determined by single crystal X-ray analysis which indicated the 1D polymeric chain is generated by end-to-end (EE) azide bridge. The obtained compound was employed as catalyst in green click synthesis of β-hydroxy-1,2,3-triazoles from one-pot three-component cycloaddition reaction of epoxide-azide-alkyne. The catalytic reactions were carried out in water as a safe, cheap and green solvent. The catalytic studies indicated that the obtained 1D azido bridged Cu(II) coordination polymer is an active catalyst for preparing β-hydroxy-1,2,3-triazoles. The effect of temperature on the selectivity of the catalytic system was studied and the results indicated this catalytic system has high selectivity at low temperatures. The structure the product obtained from the reaction of 2,3-epoxypropylphenylether, azide and 1-ethynyl-1-cyclohexanol ( T4 ) was determined by single crystal X-ray analysis. The results indicate Cu(II) coordination polymers can be a new class of catalytic systems for green click synthesis of 1,2,3-triazoles.
Keywords:1  2  3-triazole  click reaction  crystal structure  Cu(II) coordination polymer  cycloaddition
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