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Wiley, Chemistry - A European Journal, 41(15), p. 10702-10706, 2009

DOI: 10.1002/chem.200901897

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Structural Tracking of the Potassium-Mediated Magnesiation of Anisole

This paper is made freely available by the publisher.
This paper is made freely available by the publisher.

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Abstract

Final destination: 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).