FULL PAPER
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
Rahman Bikas
1
| Fatemeh Ajormal
2
| Nader Noshiranzadeh
2
|
Marzieh Emami
2
| Anna Kozakiewicz
3
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
Correspondence
Department of Chemistry, Faculty of
Science, Imam Khomeini International
University, 34148-96818, Qazvin, Iran.
Email: bikas@sci.ikiu.ac.ir; bikas_r@
yahoo.com
A new 1D azido bridged Cu(II) coordination polymer with 1,3-oxazolidine
based ligand, [Cu(H
3
L)(μ
1,3
-N
3
)(N
3
)]
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
1 | INTRODUCTION
During the last decade widespread researches have been
done to design, synthesis and characterization of coordi-
nation polymers and metal organic frameworks. This
matter can be attributed to the diverse applications of
coordination polymers in various fields beside their struc-
tural beauties and appealing features.
[1]
These materials
have found several applications in fields like catalysts,
[2]
magnetic materials,
[3]
drug delivery,
[4]
bioinorganic
chemistry,
[5]
energy conversion and storage,
[6]
medicine,
[7]
sensor science,
[8]
optical materials
[9]
and
many other fields. Generally, self-assembly of suitable
ligands with metal ions in a solvent is the common and
comprehensive methods for production of coordination
polymers.
[10]
Nevertheless, researchers have employed
diverse methods for this matter and various ligands have
been employed to prepare coordination polymers.
[11]
Among the various methods to achieve coordination
polymers, the use of a mixture of organic ligands with
suitable bridging groups is one of the effective and suc-
cessful methods for this matter.
[12]
Azide is one of the
attractive bridging ligands for the synthesis of coordina-
tion polymers because it has several bridging and
Received: 24 March 2020 Revised: 29 April 2020 Accepted: 2 May 2020
DOI: 10.1002/aoc.5826
Appl Organomet Chem. 2020;e5826. wileyonlinelibrary.com/journal/aoc © 2020 John Wiley & Sons, Ltd. 1 of 12
https://doi.org/10.1002/aoc.5826