Litcius/Paper detail

A biomimetic S <sub>H</sub> 2 cross-coupling mechanism for quaternary sp <sup>3</sup> -carbon formation

Wei Liu, Marissa N. Lavagnino, Colin A. Gould, Jesús Alcázar, David W. C. MacMillan

2021Science214 citationsDOIOpen Access PDF

Abstract

Radical substitution Nucleophilic substitution is a venerable reaction in organic chemistry. Typically, an incoming ion delivers two electrons to a carbon center while a departing ion takes two electrons away with it. The one-electron analog, homolytic substitution, is more rarely used, in part because the incoming neutral radicals can self-couple instead of bonding to the intended target. Liu et al . report that an iron porphyrin catalyst can direct homolytic substitution between primary and tertiary carbon radicals by selectively activating the primary partners. —JSY

Topics & Concepts

HomolysisQuaternaryChemistryMechanism (biology)Carbon fibersCoupling (piping)Quaternary carbonSubstitution (logic)StereochemistryRadicalMaterials sciencePhysicsOrganic chemistryPaleontologyGeologyCatalysisEnantioselective synthesisComposite numberComputer scienceComposite materialMetallurgyProgramming languageQuantum mechanicsSynthesis and Catalytic ReactionsFluorine in Organic ChemistryCatalytic C–H Functionalization Methods