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

  • Takeru Furuya
  • , Diego Benitez
  • , Ekaterina Tkatchouk
  • , Alexandra E. Strom
  • , Pingping Tang
  • , William A. Goddard
  • , Tobias Ritter
  • Harvard University
  • California Institute of Technology

Research output: Contribution to journalArticlepeer-review

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 K 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.

Original languageEnglish
Pages (from-to)3793-3807
Number of pages15
JournalJournal of the American Chemical Society
Volume132
Issue number11
DOIs
Publication statusPublished - 24 Mar 2010
Externally publishedYes

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