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Upscaling Photoredox Cross-Coupling Reactions in Batch Using Immersion-Well Reactors

Isabelle Grimm, Simone T. Hauer, Tim Schulte, Gina Wycich, Karl D. Collins, Kai Lovis, Lisa Candish

2020Organic Process Research & Development40 citationsDOI

Abstract

Herein we describe a straightforward approach for the scale-up of photoredox cross-coupling reactions from milligram to multigram scale using immersion-well batch reactors with minimal reoptimization of the reaction conditions. This approach can be applied to both homogeneous and, more significantly, heterogeneous reaction mixtures. Furthermore, we have used an immersion-well side-loop reactor to perform a reaction on a 400 mmol scale (86 g of aryl bromide).

Topics & Concepts

ChemistryCoupling reactionArylHomogeneousBromideBatch reactorReaction conditionsImmersion (mathematics)Combinatorial chemistryOrganic chemistryCatalysisThermodynamicsMathematicsPhysicsPure mathematicsAlkylRadical Photochemical ReactionsSulfur-Based Synthesis TechniquesCatalytic C–H Functionalization Methods
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