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1,2,3,–Triazole‐Based Catalysts: From Metal‐ to Supramolecular Organic Catalysis
Author(s) -
Zurro Mercedes,
Mancheño Olga García
Publication year - 2017
Publication title -
the chemical record
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.61
H-Index - 78
eISSN - 1528-0691
pISSN - 1527-8999
DOI - 10.1002/tcr.201600104
Subject(s) - catalysis , supramolecular chemistry , triazole , combinatorial chemistry , reagent , click chemistry , chemistry , alkylation , metal , metal ions in aqueous solution , organic chemistry , molecule
1,2,3‐Triazoles are unique heterocycles with intriguing physical properties that allow not only the coordination to metals, but also the establishment of supramolecular interactions based on their polarized C−H bonds. In this account, an extensive work of our group on the design and application of 1,2,3‐triazole catalysts is covered. Initially, a family of BINOL triazoles (Click‐BINOLs) was synthesized and employed in model test reactions in asymmetric metal catalysis such as the Ti‐catalyzed addition of alkylzinc reagents to aldehydes. The evolution from the Click‐BINOLs to a novel class of triazole‐based anion‐binding organocatalysts is further discussed. Consequently, these catalysts were successfully applied in alkylation reactions, as well as asymmetric dearomatizations of diverse N‐heteroarenes.