ArticleChemical science2025
A cooperative electron-deficient phosphine/olefin ligand system for the site-selective mechanochemical Suzuki-Miyaura cross-coupling of 2,4-dibromoaryl ethers.
Article in Chemical science, 2025. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Not yet cited in PubMed.
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Abstract
The palladium-catalyzed site-selective cross-coupling of identical halogen groups with minimal electronic and steric bias remains a formidable challenge, especially for simple benzene derivatives. Here, we report a cooperative phosphine/olefin ligand system that allows the unprecedented C2-selective Suzuki-Miyaura cross-coupling of 2,4-dibromoaryl ethers; regioselective reactions of these substrates are typically difficult to accomplish due to the small steric and electronic differences between the two bromo groups. The electron-deficient ligand JackiePhos facilitates the selective oxidative addition of the slightly-more-negatively-charged C2-Br bond, while 1,5-cyclooctadiene (1,5-cod) stabilizes the sensitive monomeric palladium species, preventing the
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