Reichl, Stephan and Maedl, Eric and Riedlberger, Felix and Piesch, Martin and Balazs, Gabor and Seidl, Michael and Scheer, Manfred (2021) Pentaphosphaferrocene-mediated synthesis of asymmetric organo-phosphines starting from white phosphorus. NATURE COMMUNICATIONS, 12 (1): 5774. ISSN 2041-1723
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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 (P-4). Thereby, P-4 is converted to [Cp*Fe(eta(5)-P-5)] (1) (Cp* = eta(5)-C-5(CH3)(5)) in which one of the phosphorus atoms is selectively functionalized to the 1,1-diorgano-substituted complex [Cp*Fe(eta(4)-P5R ' R '')] (3). In a subsequent step, the phosphine PR ' R '' R"' (R ' not equal R '' not equal 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 P-4 and can be reused in multiple reaction cycles without isolation of the intermediates, and only the phosphine is distilled off. Asymmetrically substituted phosphine ligands play a decisive role in catalysis, but their synthesis is rather challenging and often involves hazardous chemicals such as PCl3 or PH3. Here, the authors report the one-pot preparation of asymmetric phosphines from white phosphorus via a pentaphosphaferrocene based modular system, in which the transition metal complex can be reused.
| Item Type: | Article |
|---|---|
| Uncontrolled Keywords: | BOND COVALENT RADII; LIGANDS; CHEMISTRY; ROUTE |
| Subjects: | 500 Science > 540 Chemistry & allied sciences |
| Divisions: | Chemistry and Pharmacy > Institut für Anorganische Chemie > Chair Prof. Dr. Manfred Scheer |
| Depositing User: | Dr. Gernot Deinzer |
| Date Deposited: | 05 Jul 2022 10:33 |
| Last Modified: | 05 Jul 2022 10:33 |
| URI: | https://pred.uni-regensburg.de/id/eprint/46072 |
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