ArticleOrganometallics2021
A Mild One-Pot Reduction of Phosphine(V) Oxides Affording Phosphines(III) and Their Metal Catalysts.
Article in Organometallics, 2021. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 7 papers.
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Who cites it
7 citing papers in PubMed.
- Trifluoromethylbismuth dications: pronounced parallel substrate activation, Lewis superacidity, and catalytic application.Chemical science · 2026Article
- Electron Donor-Acceptor Chromophore Assembly as an Enabling Process for the Overall Light-Driven Reduction of Phosphine Oxides.Organic letters · 2026Article
- The organophosphorus synthesis triangle: introducing methods for the missing quaternization and de-quaternization routes.Chemical science · 2026Article
- Peptides as Therapeutic Agents: Challenges and Opportunities in the Green Transition Era.Molecules (Basel, Switzerland) · 2023Review
- An Iodide-Mediated Anodic Amide Coupling.Chemistry (Weinheim an der Bergstrasse, Germany) · 2022Article
- Nickel-catalysed diversification of phosphine ligands by formal substitution at phosphorus.Chemical science · 2022Article
- Biphasic electrochemical peptide synthesis.Chemical science · 2021Article
Corrections and comments
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Authors and funding
6 authors.
Funding
No grant is acknowledged in the PubMed record.
Abstract
The metal-free reduction of a range of phosphine(V) oxides employing oxalyl chloride as an activating agent and hexachlorodisilane as reducing reagent has been achieved under mild reaction conditions. The method was successfully applied to the reduction of industrial waste byproduct triphenylphosphine(V) oxide, closing the phosphorus cycle to cleanly regenerate triphenylphosphine(III). Mechanistic studies and quantum chemical calculations support the attack of the dissociated chloride anion of intermediated phosphonium salt at the silicon of the disilane as the rate-limiting step for deprotection. The exquisite purity of the resultant phosphine(III) ligands after the simple removal of volatiles under reduced pressure circumvents laborious purification prior to metalation and has permitted the facile formation of important transition metal catalysts.
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Registered trials
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