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

Fischer, Lukas, Wossidlo, Friedrich, Frost, Daniel, Coles, Nathan T. ORCID: https://orcid.org/0000-0001-6190-9080, Steinhauer, Simon, Riedel, Sebastian and Müller, Christian 2021. One-step methylation of aromatic phosphorus heterocycles: synthesis and crystallographic characterization of a 1-methyl-phosphininium salt. Chemical Communications 57 (75) , pp. 9522-9525. 10.1039/D1CC03892C

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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.

Item Type:	Article
Date Type:	Publication
Status:	Published
Schools:	Chemistry
Publisher:	Royal Society of Chemistry
ISSN:	1364-548X
Date of First Compliant Deposit:	3 December 2024
Date of Acceptance:	6 August 2021
Last Modified:	03 Dec 2024 14:30
URI:	https://orca.cardiff.ac.uk/id/eprint/173579

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