Inorganics (May 2019)

Transmetalation from Magnesium–NHCs—Convenient Synthesis of Chelating π-Acidic NHC Complexes

  • Julian Messelberger,
  • Annette Grünwald,
  • Philipp Stegner,
  • Laura Senft,
  • Frank W. Heinemann,
  • Dominik Munz

DOI
https://doi.org/10.3390/inorganics7050065
Journal volume & issue
Vol. 7, no. 5
p. 65

Abstract

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The synthesis of chelating N-heterocyclic carbene (NHC) complexes with considerable π-acceptor properties can be a challenging task. This is due to the dimerization of free carbene ligands, the moisture sensitivity of reaction intermediates or reagents, and challenges associated with the workup procedure. Herein, we report a general route using transmetalation from magnesium−NHCs. Notably, this route gives access to transition-metal complexes in quantitative conversion without the formation of byproducts. It therefore produces transition-metal complexes outperforming the conventional routes based on free or lithium-coordinated carbene, silver complexes, or in situ metalation in dimethyl sulfoxide (DMSO). We therefore propose transmetalation from magnesium−NHCs as a convenient and general route to obtain NHC complexes.

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