Lewis Warren G, Magallon Fernando G, Fokin Valery V, Finn M G
Department of Chemistry and The Skaggs Institute for Chemical Biology, The Scripps Research Institute, 10550 North Torrey Pines Road, La Jolla, California 92037, USA.
J Am Chem Soc. 2004 Aug 4;126(30):9152-3. doi: 10.1021/ja048425z.
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.
使用荧光猝灭测定法以平行方式筛选用于叠氮化物和炔烃的1,3-偶极环加成反应的铜基催化剂。该方法旨在识别能够在水性混合物中以微摩尔浓度加速反应物偶联的体系,并对它们的活性进行定量比较。除了先前报道的三(三唑基胺)之外,还发现两种类型的化合物(联吡啶/菲罗啉和2-吡啶基席夫碱)表现出显著的配体加速催化作用,其中一种配合物显示出特别显著的速率增强。描述了对反应速率对pH、配体:铜比例和铜浓度的依赖性的初步探索。