Structural tracking of the potassium-mediated magnesiation of anisole

W. Clegg, B. Conway, P. Garcia-Alvarez, A.R. Kennedy, R.E. Mulvey, L. Russo, J. Sassmannshausen, Tell Tuttle

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Abstract

The potassium-mediated magnesiation of anisole has been monitored by a combination of X-ray crystallographic and NMR spectroscopic studies. Departing from a heteroleptic alkyl-amido base and anisole, the reaction first stops at an ortho-magnesiated anisole intermediate, but the final destination is an ortho-magnesiated anisole complex with reincorporation of the amine ligand and elimination of alkane (see picture).
Original languageEnglish
Pages (from-to)10702-10706
Number of pages4
JournalChemistry - A European Journal
Volume15
Issue number41
DOIs
Publication statusPublished - 2009

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Keywords

  • crystal structure
  • magnesiation
  • metalation
  • NMR spectroscopy
  • potassium

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