Iron(I) in Negishi cross-coupling reactions

Christopher J Adams, Robin B Bedford, Emma Carter, Nicholas J Gower, Mairi F Haddow, Jeremy N Harvey, Michael Huwe, M Angeles Cartes, Stephen M Mansell, Carla Mendoza, Damien M Murphy, Emily C Neeve, Joshua Nunn

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140 Citations (Scopus)

Abstract

Herein we demonstrate both the importance of Fe(I) in Negishi cross-coupling reactions with arylzinc reagents and the isolation of catalytically competent Fe(I) intermediates. These complexes, [FeX-(dpbz)(2)] [X = 4-tolyl (7), Cl (8a), Br (8b); dpbz = 1,2-bis(diphenylphosphino)benzene], were characterized by crystallography and tested for activity in representative reactions. The complexes are low-spin with no significant spin density on the ligands. While complex 8b shows performance consistent with an on-cycle intermediate, it seems that 7 is an off-cycle species.

Original languageEnglish
Pages (from-to)10333-10336
Number of pages4
JournalJournal of the American Chemical Society
Volume134
Issue number25
DOIs
Publication statusPublished - 27 Jun 2012

Keywords

  • ALKYL-HALIDES
  • GRIGNARD REAGENTS
  • COMPLEXES
  • LIGAND
  • REACTIVITY
  • CATALYSIS

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