Stable phosphorus radicals
Family of chemical compounds

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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