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 language | English |
|---|---|
| Pages (from-to) | 9152-9153 |
| Number of pages | 2 |
| Journal | Journal of the American Chemical Society |
| Volume | 126 |
| Issue number | 30 |
| DOIs | |
| Publication status | Published - 4 Aug 2004 |
| Externally published | Yes |
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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 journal › Article
}
TY - JOUR
T1 - Discovery and characterization of catalysts for azide-alkyne cycloaddition by fluorescence quenching
AU - Lewis, Warren G.
AU - Magallon, Fernando G.
AU - Fokin, Valery V.
AU - Finn, M. G.
PY - 2004/8/4
Y1 - 2004/8/4
N2 - 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.
AB - 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.
UR - http://www.scopus.com/inward/record.url?scp=3343006952&partnerID=8YFLogxK
UR - http://www.scopus.com/inward/citedby.url?scp=3343006952&partnerID=8YFLogxK
U2 - 10.1021/ja048425z
DO - 10.1021/ja048425z
M3 - Article
VL - 126
SP - 9152
EP - 9153
JO - Journal of the American Chemical Society
JF - Journal of the American Chemical Society
SN - 0002-7863
IS - 30
ER -