Discovery and characterization of catalysts for azide-alkyne cycloaddition by fluorescence quenching

Warren G. Lewis, Fernando G. Magallon, Valery V. Fokin, M. G. Finn

Research output: Contribution to journalArticle

297 Citations (Scopus)

Abstract

Copper-based catalysts for the 1,3-dipolar cycloaddition of azides and alkynes were screened in parallel fashion using a fluorescence quenching assay. The method was designed to identify systems able to accelerate the coupling of reactants at micromolar concentrations in aqueous mixtures and to obtain quantitative comparisons of their activities. In addition to the tris(triazolylamines) previously reported, two types of compounds (bipy/phen and 2-pyridyl Schiff bases) were found to exhibit significant ligand-accelerated catalysis, with one complex showing especially dramatic rate enhancements. Preliminary explorations of the dependence of reaction rate on pH, ligand:Cu ratio, and Cu concentration are described.

Original languageEnglish
Pages (from-to)9152-9153
Number of pages2
JournalJournal of the American Chemical Society
Volume126
Issue number30
DOIs
Publication statusPublished - 4 Aug 2004
Externally publishedYes

Fingerprint

Alkynes
Azides
Cycloaddition
Cycloaddition Reaction
Quenching
Fluorescence
Ligands
Catalysts
Schiff Bases
Catalysis
Reaction rates
Copper
Assays

ASJC Scopus subject areas

  • Chemistry(all)

Cite this

Discovery and characterization of catalysts for azide-alkyne cycloaddition by fluorescence quenching. / Lewis, Warren G.; Magallon, Fernando G.; Fokin, Valery V.; Finn, M. G.

In: Journal of the American Chemical Society, Vol. 126, No. 30, 04.08.2004, p. 9152-9153.

Research output: Contribution to journalArticle

Lewis, Warren G. ; Magallon, Fernando G. ; Fokin, Valery V. ; Finn, M. G. / Discovery and characterization of catalysts for azide-alkyne cycloaddition by fluorescence quenching. In: Journal of the American Chemical Society. 2004 ; Vol. 126, No. 30. pp. 9152-9153.
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