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- W2321803193 endingPage "11932" @default.
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- W2321803193 abstract "Arylation via the cleavage of the ortho C–H bonds by a nickel-catalyzed reaction of aromatic amides containing an 8-aminoquinoline moiety with aryl iodides is reported. The reaction shows a high functional group compatibility. The reaction proceeds in a highly selective manner at the less hindered C–H bonds in the reaction of meta-substituted aromatic amides, irrespective of the electronic nature of the substituents. Electron-withdrawing groups on the aromatic amides facilitate the reaction. Various mechanistic experiments, such as deuterium labeling experiments, Hammett studies, competition experiments, and radical trap experiments, have been made for better understanding the reaction mechanism. It is found that the cleavage of C–H bonds is reversible on the basis of the deuterium labeling experiments. Both Ni(II) and Ni(0) show a high catalytic activity, but the results of mechanistic experiments suggest that a Ni(0)/Ni(II) catalytic cycle is not involved." @default.
- W2321803193 created "2016-06-24" @default.
- W2321803193 creator A5018660204 @default.
- W2321803193 creator A5023225667 @default.
- W2321803193 creator A5049915510 @default.
- W2321803193 date "2014-08-21" @default.
- W2321803193 modified "2023-10-01" @default.
- W2321803193 title "Nickel(II)-Catalyzed Direct Arylation of C–H Bonds in Aromatic Amides Containing an 8-Aminoquinoline Moiety as a Directing Group" @default.
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- W2321803193 doi "https://doi.org/10.1021/jo501697n" @default.
- W2321803193 hasPubMedId "https://pubmed.ncbi.nlm.nih.gov/25102169" @default.
- W2321803193 hasPublicationYear "2014" @default.
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