Phosphorus Lone Pairs Stabilization of Carbocations: the Synthesis and Dynamics of Unsymmetrical Methylene Phosphonium Ions

DOI: 10.1039/c39930000673

Source and publish data:

Journal of the Chemical Society. Chemical communications p. 673 - 674 (1993)

Update date:2022-07-29

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Authors:

Heim, Udo

Pritzkow, Hans

Schoenberg, Hartmut

Gruetzmacher, Hansjoerg

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Article abstract of DOI:10.1039/c39930000673

Halide abstractions from P-chlorinated phosphorus ylides 9a-c either by AlCl3 or SnCl2 yield unsymmetrical methylene phosphonium ions 10a-c in which energy barriers > 83 kJ mol^-1 for the rotation around the P=C have been estimated by NMR techniques.The salts with AlCl4^- counteranions are stable, but compounds with SnCl3^- anions decompose stereoselectively to unsymmetrical methylene phosphanes, SnCl2, and t-BuCl.

Full text of DOI:10.1039/c39930000673

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