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Mechanism of C-F reductive elimination from palladium(IV) fluorides.

ABSTRACT: The first systematic mechanism study of C-F reductive elimination from a transition metal complex is described. C-F bond formation from three different Pd(IV) fluoride complexes was mechanistically evaluated. The experimental data suggest that reductive elimination occurs from cationic Pd(IV) fluoride complexes via a dissociative mechanism. The ancillary pyridyl-sulfonamide ligand plays a crucial role for C-F reductive elimination, likely due to a kappa(3) coordination mode, in which an oxygen atom of the sulfonyl group coordinates to Pd. The pyridyl-sulfonamide can support Pd(IV) and has the appropriate geometry and electronic structure to induce reductive elimination.

SUBMITTER: Furuya T

PROVIDER: S-EPMC2852535 | biostudies-literature | 2010 Mar

REPOSITORIES: biostudies-literature

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Mechanism of C-F reductive elimination from palladium(IV) fluorides.

Furuya Takeru T Benitez Diego D Tkatchouk Ekaterina E Strom Alexandra E AE Tang Pingping P Goddard William A WA Ritter Tobias T

Journal of the American Chemical Society 20100301 11

The first systematic mechanism study of C-F reductive elimination from a transition metal complex is described. C-F bond formation from three different Pd(IV) fluoride complexes was mechanistically evaluated. The experimental data suggest that reductive elimination occurs from cationic Pd(IV) fluoride complexes via a dissociative mechanism. The ancillary pyridyl-sulfonamide ligand plays a crucial role for C-F reductive elimination, likely due to a kappa(3) coordination mode, in which an oxygen a ...[more]

PMID: 20196595

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