Carbometalation of alkenes proceeds via organometallic addition across the pi bond
Chemical literature consistently describes the carbometalation of alkenes as proceeding via the addition of an organometallic species across the carbon-carbon pi bond.
The retrieved papers describe carbometalation reactions of alkenes and unsaturated systems as addition processes across pi bonds, aligning with established fundamental organometallic reaction mechanisms.
Hannah J. Edwards, Sean Goggins, C. Frost. Trans-Selective Rhodium Catalysed Conjugate Addition of Organoboron Reagents to Dihydropyranones. 2015. https://doi.org/10.3390/molecules20046153
The rhodium-catalysed addition of organoboron reagents to dihydropyranones proceeds via a mechanism involving alkene association and carbometalation.
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Yang M, Chen S, Li D, Gao L, Wang G, Li S. Direct Carboboration of Aryl Alkenes with Stable Organoborons Through Ziegler-Type Addition.. 2025. https://doi.org/10.1002/advs.202511395
Carbometallation represents a classic strategy for the bifunctionalization of unsaturated hydrocarbons involving addition across the pi bond.
Arribas A, Lázaro-Milla C, Calvelo M, Mascareñas JL, López F. Enantioselective Iridium-Catalyzed Intramolecular Hydroarylation of (Hetero)Arene-Tethered Prochiral Diketones.. 2026. https://doi.org/10.1021/jacs.6c05640
Computational studies on hydroarylation support a carbometalation pathway across unsaturated bonds.
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