ArticleJournal of the American Chemical Society2023
Reversible Oxidative Addition of Nonactivated C-H Bonds to Structurally Constrained Phosphenium Ions.
Article in Journal of the American Chemical Society, 2023. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 12 papers.
What it found
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Who cites it
12 citing papers in PubMed.
- T-Shaped Stibenium(III) Cation: Hydrostibination Without Sb─H Bond.Angewandte Chemie (International ed. in English) · 2026Article
- Synthesis and Isolation of Bismuth Scorpionate Complexes: Toward Bond Activation via Bismuth-Ligand Cooperation.Chemistry (Weinheim an der Bergstrasse, Germany) · 2026Article
- Bis(pyridino-Inorganic chemistry · 2026Article
- Oxidative Addition of C-F Bonds to the Phosphoranide Ion [P(CChemistry (Weinheim an der Bergstrasse, Germany) · 2026Article
- Photochemical activation of pincer-ligated phosphoranides: mechanistic insight for reduction of aryl halides.Chemical science · 2026Article
- Synthesis of PChemistry (Weinheim an der Bergstrasse, Germany) · 2025Article
- Strain-Release Driven Arsenium Ion Bond Insertion.Angewandte Chemie (International ed. in English) · 2025Article
- Direct OJACS Au · 2025Article
- Phosphorus-Nitrogen Heterocycles Derived from Chelating N-Donor Ligands: Historical Advances, Recent Highlights, and Outlook.Chemistry (Weinheim an der Bergstrasse, Germany) · 2025Article
- A focus on phosphinophosphination of apolar bonds by a structurally constrained P-P bonded system.Chemical science · 2025Article
- Structural constraint at a P-P bond: phosphinophosphination of alkenes, alkynes, and carbonyls by a concerted mechanism.Chemical science · 2025Article
- Highly selective, reversible water activation by P,N-cooperativity in pyridyl-functionalized phosphinines.Chemical science · 2024Article
Corrections and comments
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Authors and funding
3 authors.
Funding
Abstract
A series of structurally constrained phosphenium ions based on pyridinylmethylamidophenolate scaffolds are shown to undergo P(III)/P(V) oxidative addition with C-H bonds of alkynes, alkenes, and arenes. Nonactivated substrates such as benzene, toluene, and deactivated chlorobenzene are phosphorylated in quantitative yields. Computational and spectroscopic studies suggest a low-barrier isomerization from a bent to a T-shaped isomer that initiates a phosphorus-ligand-cooperative pathway and subsequent ring-chain tautomerism. Remarkably, C-H bond activations occur reversibly, allowing for reductive elimination back to P(III) at elevated temperatures or the exchange with other substrates.
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Registered trials
Read under generation 80e0d062 · epoch 390. Bibliography from PubMed, PubMed Central and OpenAlex; grants from NIH RePORTER; trial links from ClinicalTrials.gov; estimates, votes and beliefs from the OpenQuestion graph.