Aminopropyl-silica-supported Cu nanoparticles: An efficient catalyst for continuous-flow Huisgen azide-alkyne cycloaddition (CuAAC)

作者：Jumde Ravindra P; Evangelisti Claudio^*; Mandoli Alessandro; Scotti Nicola; Psaro Rinaldo

来源：Journal of Catalysis, 2015, 324: 25-31.

DOI：10.1016/j.jcat.2015.01.014

• Catalyzed azide-alkyne cycloaddition
• Supported copper nanoparticles
• Flow chemistry
• Metal vapor synthesis

Cu nanoparticles prepared by metal vapor synthesis (MVS) were immobilized on 3-aminopropyl-functionalized silica at room temperature. HRTEM analysis of the catalyst showed that the copper nanoparticles are present with mean diameters limited in the range 1.0-4.5 nm. TPR analysis was performed in order to study the oxidation state of the supported copper nanoparticles. The supported catalyst was used both in batch and in a packed-bed reactor for continuous-flow CuAAC reaction. The activation of the copper catalyst by reduction using phenyl hydrazine in continuous-flow conditions was demonstrated. Along with the high catalytic activity (productivity up to 1689 mol/mol), the catalyst can be used several times with negligible Cu leaching in the product (<9 ppm), less than allowed Cu contaminant in pharmaceuticals. The applicability of packed-bed flow reactor was showed by sequentially converting different substrates in their corresponding products using same column.

• 出版日期2015-4