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Pd-Catalyzed Cross-Couplings: On the Importance of the Catalyst Quantity Descriptors, mol % and ppm

Christopher S. Horbaczewskyj, Ian J. S. Fairlamb

2022Organic Process Research & Development81 citationsDOIOpen Access PDF

Abstract

This Review examines parts per million (ppm) palladium concentrations in catalytic cross-coupling reactions and their relationship with mole percentage (mol %). Most studies in catalytic cross-coupling chemistry have historically focused on the concentration ratio between (pre)catalyst and the limiting reagent (substrate), expressed as mol %. Several recent papers have outlined the use of "ppm level" palladium as an alternative means of describing catalytic cross-coupling reaction systems. This led us to delve deeper into the literature to assess whether "ppm level" palladium is a practically useful descriptor of catalyst quantities in palladium-catalyzed cross-coupling reactions. Indeed, we conjectured that many reactions could, unknowingly, have employed low "ppm levels" of palladium (pre)catalyst, and generally, what would the spread of ppm palladium look like across a selection of studies reported across the vast array of the cross-coupling chemistry literature. In a few selected examples, we have examined other metal catalyst systems for comparison with palladium.

Topics & Concepts

PalladiumCatalysisReagentChemistryCoupling reactionCoupling (piping)Inorganic chemistryOrganic chemistryMaterials scienceMetallurgyCatalytic Cross-Coupling ReactionsCatalytic C–H Functionalization MethodsNanocluster Synthesis and Applications
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