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Pentaphosphaferrocene-mediated synthesis of asymmetric organo-phosphines starting from white phosphorus

Author

Listed:
  • Stephan Reichl

    (University of Regensburg)

  • Eric Mädl

    (University of Regensburg)

  • Felix Riedlberger

    (University of Regensburg)

  • Martin Piesch

    (University of Regensburg)

  • Gábor Balázs

    (University of Regensburg)

  • Michael Seidl

    (University of Regensburg)

  • Manfred Scheer

    (University of Regensburg)

Abstract

The synthesis of phosphines is based on white phosphorus, which is usually converted to PCl3, to be afterwards substituted step by step in a non-atomic efficient manner. Herein, we describe an alternative efficient transition metal-mediated process to form asymmetrically substituted phosphines directly from white phosphorus (P4). Thereby, P4 is converted to [Cp*Fe(η5-P5)] (1) (Cp* = η5-C5(CH3)5) in which one of the phosphorus atoms is selectively functionalized to the 1,1-diorgano-substituted complex [Cp*Fe(η4-P5R′R″)] (3). In a subsequent step, the phosphine PR′R″R‴ (R′ ≠ R″ ≠ R‴ = alky, aryl) (4) is released by reacting it with a nucleophile R‴M (M = alkali metal) as racemates. The starting material 1 can be regenerated with P4 and can be reused in multiple reaction cycles without isolation of the intermediates, and only the phosphine is distilled off.

Suggested Citation

  • Stephan Reichl & Eric Mädl & Felix Riedlberger & Martin Piesch & Gábor Balázs & Michael Seidl & Manfred Scheer, 2021. "Pentaphosphaferrocene-mediated synthesis of asymmetric organo-phosphines starting from white phosphorus," Nature Communications, Nature, vol. 12(1), pages 1-9, December.
    • Handle: RePEc:nat:natcom:v:12:y:2021:i:1:d:10.1038_s41467-021-26002-7
    DOI: 10.1038/s41467-021-26002-7
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