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• W2317071785 startingPage "12771" @default.
• W2317071785 abstract "This article describes an investigation of C(sp3)–O bond-forming reductive elimination reactions from PdIV complexes. Phenoxide, acetate, difluoroacetate, dimethylphosphate, tosylate, and nitrate nucleophiles are shown to participate in this reaction. In all cases, C(sp3)–O bond formation occurs with high selectivity over potentially competing C(sp2)–O coupling. Additives have a profound impact on the chemoselectivity of these reductive elimination reactions. An excess of RO– was found to limit competing C(sp3)–C(sp2) bond-forming reductive elimination, while the presence of Lewis acidic cations was found to suppress competing C(sp3)–F coupling. Mechanistic investigations were conducted, and the available data are consistent with a sequence involving pre-equilibrium dissociation of the oxyanion ligand (RO–) followed by nucleophilic attack of RO– on a cationic PdIV–alkyl intermediate." @default.
• W2317071785 created "2016-06-24" @default.
• W2317071785 creator A5026767462 @default.
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• W2317071785 date "2014-08-26" @default.
• W2317071785 modified "2023-10-14" @default.
• W2317071785 title "C(sp³)–O Bond-Forming Reductive Elimination from Pd^IV with Diverse Oxygen Nucleophiles" @default.
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• W2317071785 doi "https://doi.org/10.1021/ja507056u" @default.
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• W2317071785 hasPublicationYear "2014" @default.
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