An Immobilized‐Dirhodium Hollow‐Fiber Flow Reactor for Scalable and Sustainable C−H Functionalization in Continuous Flow |
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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 |
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Affiliation: | 1. School of Chemical & Biomolecular Engineering Department, Georgia Institute of Technology, Atlanta, GA, USA;2. Department of Chemistry, Emory University, Atlanta, GA, USA |
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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. |
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Keywords: | C− H functionalization diazo transfer flow chemistry hollow fiber reactor rhodium |
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