采用超高压液相色谱仪连续流微反应器快速筛选催化剂。
Rapid catalyst screening by a continuous-flow microreactor interfaced with ultra-high-pressure liquid chromatography.
机构信息
Department of Chemistry, University of Pittsburgh, Pittsburgh, Pennsylvania 15260, USA.
出版信息
J Org Chem. 2010 Aug 20;75(16):5619-26. doi: 10.1021/jo100981e.
A high-throughput screening system for homogeneous catalyst discovery has been developed by integrating a continuous-flow capillary-based microreactor with ultra-high-pressure liquid chromatography (UHPLC) for fast online analysis. Reactions are conducted in distinct and stable zones in a flow stream that allows for time and temperature regulation. UHPLC detection at high temperature allows high throughput online determination of substrate, product, and byproduct concentrations. We evaluated the efficacies of a series of soluble acid catalysts for an intramolecular Friedel-Crafts addition into an acyliminium ion intermediate within 1 day and with minimal material investment. The effects of catalyst loading, reaction time, and reaction temperature were also screened. This system exhibited high reproducibility for high-throughput catalyst screening and allowed several acid catalysts for the reaction to be identified. Major side products from the reactions were determined through off-line mass spectrometric detection. Er(OTf)(3), the catalyst that showed optimal efficiency in the screening, was shown to be effective at promoting the cyclization reaction on a preparative scale.
已经开发出一种高通量筛选系统，用于均相催化剂的发现，该系统将连续流动基于毛细管的微反应器与超高效液相色谱 (UHPLC) 集成在一起，用于快速在线分析。反应在流体内的不同且稳定的区域中进行，允许进行时间和温度调节。在高温下进行 UHPLC 检测可实现高的在线测定底物、产物和副产物的浓度。我们在 1 天内并在最小材料投入的情况下，用一系列可溶性酸催化剂评估了一系列用于酰亚胺离子中间体的分子内傅克加成反应的功效。还筛选了催化剂负载量、反应时间和反应温度的影响。该系统在高通量催化剂筛选中表现出高重现性，并允许鉴定出几种用于该反应的酸催化剂。通过离线质谱检测确定了反应的主要副产物。在筛选中显示出最佳效率的催化剂 Er(OTf)(3)，在制备规模上显示出有效促进环化反应的作用。
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