Premium
Facile Synthesis of 1,4‐Disubstituted 1,2,3‐Triazoles Using Tetraaza‐coordinated Copper(II) Complexes as Efficient Catalysts
Author(s) -
Green Samuel Angel,
Jebasingh Bhagavathsingh
Publication year - 2020
Publication title -
chemistryselect
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.437
H-Index - 34
ISSN - 2365-6549
DOI - 10.1002/slct.201904001
Subject(s) - cycloaddition , chemistry , copper , catalysis , acetylene , bipyridine , alkyne , azide , ligand (biochemistry) , medicinal chemistry , yield (engineering) , polymer chemistry , organic chemistry , crystal structure , materials science , biochemistry , receptor , metallurgy
We report the class of tetraaza coordinated copper(II) complexes of 1,10‐phenanthroline ([Cu II (L 1 ) 2 ]ClO 4 ), 2,2’‐bipyridine ([Cu II (L 2 ) 2 ]ClO 4 ) and 1,4,7,10‐tetraazacyclo‐dodecane ([Cu II (L 3 )](ClO 4 ) 2 ) are employed as efficient catalysts for the Copper Catalyzed Azide Acetylene Cycloaddition (Cu II AAC) reaction. The complex [Cu II (L 1 ) 2 ]ClO 4 showed high catalytic activity with the reductant for [3+2] Huisgen cycloaddition of terminal alkyne and various azides due to its structural orientation. The corresponding 1,4‐disubstituted‐1,2,3‐triazoles are isolated in good yield (12 examples) at room temperature without the impact of additives. These complexes also facilitate the stabilization of in‐situ generated Cu(I)L species to a greater extent due to their ligand framework.