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

Stephan Reichl, Eric Mädl, Felix Riedlberger, Martin Piesch, Gábor Balázs, Michael Seidl and Manfred Scheer ()
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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

Nature Communications, 2021, vol. 12, issue 1, 1-9

Abstract: 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.

Date: 2021
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DOI: 10.1038/s41467-021-26002-7

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