One-step methylation of aromatic phosphorus heterocycles: synthesis and crystallographic characterization of a 1-methyl-phosphininium salt

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Abstract

For the first time, the direct synthesis of 1-methyl-phosphininium salts has been achieved by reacting aromatic λ3,σ2-phosphinines with the readily available dimethyl chloronium salt [(CH3)2Cl]+[Al(OTeF5)4]−. The remarkably high electrophilicity of the alkylation reagent in combination with the weakly coordinating pentafluoro-orthotelluratoaluminate anion offers excellent conditions for this one-step approach. Our simple and quantitative access to 1-methyl-phosphininium salts will pave the way to explore the chemistry of such reactive species in more detail.

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Fischer, L., Wossidlo, F., Frost, D., Coles, N. T., Steinhauer, S., Riedel, S., & Müller, C. (2021). One-step methylation of aromatic phosphorus heterocycles: synthesis and crystallographic characterization of a 1-methyl-phosphininium salt. Chemical Communications, 57(75), 9522–9525. https://doi.org/10.1039/d1cc03892c

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