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[(NHC) 2 Cu]X Complexes as Efficient Catalysts for Azide–Alkyne Click Chemistry at Low Catalyst Loadings

2008; Wiley; Volume: 47; Issue: 46 Linguagem: Inglês

10.1002/anie.200803289

1521-3773

Silvia Díez‐González, Steven P. Nolan,

Advanced biosensing and bioanalysis techniques

La click, c'est chic! A catalytic system based on an [(NHC)2Cu]X complex (NHC=N-heterocyclic carbene) was developed for the [3+2] cycloaddition of azides with alkynes under click conditions (see scheme). This system is broad in scope and highly efficient (turnover frequencies up to 5000 h−1) even at very low catalyst loadings (down to 40 ppm). Preliminary mechanistic studies suggest a specific precatalyst-activation pathway. Detailed facts of importance to specialist readers are published as "Supporting Information". Such documents are peer-reviewed, but not copy-edited or typeset. They are made available as submitted by the authors. Please note: The publisher is not responsible for the content or functionality of any supporting information supplied by the authors. Any queries (other than missing content) should be directed to the corresponding author for the article.