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Polymer‐Supported 1,5,7‐Triazabicyclo[4.4.0]dec‐5‐ene as Polyvalent Ligands in the Copper‐Catalyzed Huisgen 1,3‐Dipolar Cycloaddition
Author(s) -
Coelho Alberto,
Diz Paula,
Caamaño Olga,
Sotelo Eddy
Publication year - 2010
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.200900680
Subject(s) - cycloaddition , chemistry , copper , regioselectivity , catalysis , ene reaction , combinatorial chemistry , azide , alkyne , 1,3 dipolar cycloaddition , click chemistry , polymer , polymer chemistry , organic chemistry
New supported catalysts for the Huisgen’s [3+2] azide‐alkyne cycloaddition have been prepared by immobilization of copper species on commercially available polymeric matrixes incorporating the 1,5,7‐triazabicyclo[4.4.0]dec‐5‐ene (TBD) template. The synergic exploitation of the exceptional copper chelating ability and basicity profile of the TBD framework, in addition to ensuring effective immobilization and stabilization of copper species, allows the implementation of three‐component strategies. The new catalytic systems enabled the development of regioselective, efficient, modular, mild and eco‐friendly multicomponent syntheses of diversely decorated 1,2,3‐triazoles, contributing to expand the scope and versatility of the Cu‐catalyzed Huisgen 1,3‐dipolar cycloaddition.