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• W2891603737 abstract "A method to directly arylate toluene derivatives with aryl bromides to generate diarylmethanes, which are important building blocks in drug discovery, is described. In this method, KN(SiMe3)2 in combination with a (NIXANTPHOS)Pd catalyst accomplished the deprotonative activation of toluene derivatives to permit cross-coupling with aryl bromides. Good to excellent yields are obtained with a range of electron-rich to neutral aryl bromides. Both electron-rich and electron-poor toluene derivatives are well tolerated, and even 2-chlorotoluene performs well, providing a platform for introduction of additional functionalization. This discovery hinges on the use of a main group metal to activate toluene for deprotonation by means of a cation−π interaction, which is secured by a bimetallic K(NIXANTPHOS)Pd assembly. Mechanistic and computational studies support acidification of toluene derivatives by the K+–cation– π interaction, which may prove pertinent in the development of other, new reaction systems." @default.
• W2891603737 created "2018-09-27" @default.
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• W2891603737 date "2018-09-05" @default.
• W2891603737 modified "2023-10-17" @default.
• W2891603737 title "Cation−π Interactions in the Benzylic Arylation of Toluenes with Bimetallic Catalysts" @default.
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• W2891603737 doi "https://doi.org/10.1021/jacs.8b05143" @default.
• W2891603737 hasPubMedCentralId "https://www.ncbi.nlm.nih.gov/pmc/articles/6200331" @default.
• W2891603737 hasPubMedId "https://pubmed.ncbi.nlm.nih.gov/30185030" @default.
• W2891603737 hasPublicationYear "2018" @default.
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