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An Immobilized‐Dirhodium Hollow‐Fiber Flow Reactor for Scalable and Sustainable C−H Functionalization in Continuous Flow
Authors:Chun‐Jae Yoo  Dr. Daniel Rackl  Wenbin Liu  Caroline B. Hoyt  Brian Pimentel  Prof. Ryan P. Lively  Prof. Huw M. L. Davies  Prof. Christopher W. Jones
Affiliation:1. School of Chemical & Biomolecular Engineering Department, Georgia Institute of Technology, Atlanta, GA, USA;2. Department of Chemistry, Emory University, Atlanta, GA, USA
Abstract: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.
Keywords:C−  H functionalization  diazo transfer  flow chemistry  hollow fiber reactor  rhodium
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