Discovery and characterization of catalysts for azide-alkyne cycloaddition by fluorescence quenching
Discovery and characterization of catalysts for azide-alkyne cycloaddition by fluorescence quenching
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DOI：
10.1021/ja048425z
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发表时间：
2004-08-04
影响因子：
15
通讯作者：
Finn, MG
中科院分区：
文献类型：
--
作者：
Lewis, WG;Magallon, FG;Finn, MG
采用荧光猝灭法对叠氮化物和炔的1，3-偶极环加成反应的铜基催化剂进行了平行筛选。该方法的目的是确定系统能够加速耦合反应物在微摩尔浓度的含水混合物，并获得定量比较它们的活动。除了三（triazolylamines）以前报道的，两种类型的化合物（联吡啶/phen和2-吡啶基席夫碱）被发现表现出显着的配体加速催化，与一个复杂的表现出特别显着的速率增强。反应速率对pH值，配体：铜比，和铜浓度的依赖性的初步探索。
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.