Yoo Chun-Jae, Rackl Daniel, Liu Wenbin, Hoyt Caroline B, Pimentel Brian, Lively Ryan P, Davies Huw M L, Jones Christopher W
School of Chemical & Biomolecular Engineering Department, Georgia Institute of Technology, 311 Ferst Drive NW, Atlanta, GA, 30332, USA.
Department of Chemistry, Emory University, 1515 Dickey Drive, Atlanta, GA, 30322, USA.
Angew Chem Int Ed Engl. 2018 Aug 20;57(34):10923-10927. doi: 10.1002/anie.201805528. Epub 2018 Jul 20.
A scalable flow reactor is demonstrated for enantioselective and regioselective rhodium carbene reactions (cyclopropanation and C-H functionalization) by developing cascade reaction methods employing a microfluidic flow reactor system containing immobilized dirhodium catalysts in conjunction with the flow synthesis of diazo compounds. This allows the utilization of the energetic diazo compounds in a safe manner and the recycling of the dirhodium catalysts multiple times. This approach is amenable to application in a bulk-scale synthesis employing asymmetric C-H functionalization by stacking multiple fibers in one reactor module. The products from this sequential flow-flow reactor are compared with a conventional batch reactor or flow-batch reactor in terms of yield, regioselectivity, and enantioselectivity.
通过开发级联反应方法，利用包含固定化二铑催化剂的微流控流动反应器系统与重氮化合物的流动合成相结合，展示了一种可扩展的流动反应器用于对映选择性和区域选择性铑卡宾反应（环丙烷化和C-H官能化）。这使得能够以安全的方式利用高能重氮化合物，并多次循环使用二铑催化剂。这种方法适用于在一个反应器模块中堆叠多根纤维进行不对称C-H官能化的大规模合成应用。将这种连续流动-流动反应器的产物与传统间歇反应器或流动-间歇反应器在产率、区域选择性和对映选择性方面进行了比较。
