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Stable phosphorus radicals

Family of chemical compounds

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Record originEnglish Wikipedia
Text licenseCC BY-SA 4.0
Source revisionAug 28, 2026
Entity authorityQ115827342 ↗
Source-derived summary

Stable and persistent phosphorus radicals are phosphorus-centred radicals that are isolable and can exist for at least short periods of time. The common strategies for stabilising these phosphorus radicals usually include the delocalisation of the unpaired electron over a pi system or nearby electronegative atoms, and kinetic stabilisation with bulky ligands. Stable and persistent phosphorus radicals can be classified into three categories: neutral, cationic, and anionic radicals. Each of these classes involve various sub-classes, with neutral phosphorus radicals being the most extensively studied. Phosphorus exists as one isotope 31P (I = 1/2) with large hyperfine couplings relative to other spin active nuclei, making phosphorus radicals particularly attractive for spin-labelling experiments.

Neutral phosphorus radicals

Neutral phosphorus radicals include a large range of conformations with varying spin densities at the phosphorus. Generally, they can categorised as mono- and bi/di-radicals (also referred to as bisradicals and biradicaloids) for species containing one or two radical phosphorus centres respectively.

Monoradicals

In 1966, Muller et al. published the first electron paramagnetic resonance (EPR/ESR) spectra displaying evidence for the existence of phosphorus-containing radicals. Since then a variety of phosphorus monoradicals have been synthesised and isolated.

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The public source identifies “Stable phosphorus radicals” as family of chemical compounds. This brief keeps that definition visible, then builds a research path around Stable, phosphorus and radicals.

Editorial reviewUseful for establishing the present vocabulary of the subject while preserving a route back to the evidence on which that vocabulary rests. The current lead gives the account dated anchors—1966—that can be checked directly. The selected authority fields contribute no independent date. Its value is orientation rather than verdict, with Stable, phosphorus and radicals providing the first useful test.
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This entry incorporates text from “Stable phosphorus radicals” on English Wikipedia. Contributors are listed in the page history. Text is available under the Creative Commons Attribution-ShareAlike 4.0 License. Selected authority identifiers and statements are retrieved from Wikidata under CC0; their references and qualifiers remain part of the verification path.