Abstract
A series of 1,4-disubstituted 1,2,3-triazoles were prepared by a parallel synthesis protocol utilizing the 3D-supramolecular coordination polymer (SCP) {[Cu
I
(CN)(phen)
2
·Cu
II
(CN)
2
(phen)]·5H
2
O},
1
as a catalyst under ultrasonic irradiations. This work establishes the synergistic action between the mixed valance copper catalyst SCP
1
and ultrasonic irradiation to yield a high-throughput synthesis of 1,4-disubstituted 1,2,3-triazoles libraries. This mixed valance copper(I/II) supramolecular coordination polymer catalyzed azide alkyne cycloaddition reaction protocol allowed a rapid synthesis of the target compounds (10 min) in a parallel fashion with good to excellent yields. Twelve reactions were performed in a single deep well microtiter plate, employing three alkynes and four different azide reagents. From this effort, a total of twelve 1,2,3-triazole were obtained in useful isolated yields. Moreover, unambiguous structural assignment of the obtained regioisomers was determined utilizing Heteronuclear Multiple Bond Correlation (HMBC) 2D NMR techniques as a valuable.
Graphical Abstract
A series of 1,4-disubstituted 1,2,3-triazoles were prepared by a parallel synthesis protocol utilizing the 3D-supramolecular coordination polymer (SCP) {[Cu
I
(CN)(phen)
2
·Cu
II
(CN)
2
(phen)]·5H
2
O},
1
as a catalyst under ultrasonic irradiations.