Molecular Rearrangements Accompanied by the Migration of Phosphoryl Groups between Two nucleophilic Centres

The review surveys instances of the reversible and irreversible migration of phosphoryl groups $(-\!\!\rangle\,\mathrm{P}=\mathrm{O},-\!\!\rangle\,\mathrm{P}=\mathrm{S},-\!\!\rangle\,\mathrm{P}=\mathrm{N}-)$ between two heteroatoms ($\mathrm{N}$, $\mathrm{O}$, $\mathrm{S}$, and $\mathrm{Se})$; this type of rearrangement is characterised by retention of the coordination number of the phosphorus atom. The rearrangements of phosphorylated aminoalcohols, mercaptoalcohols, oximes, and the products of the addition of partially esterified acids of tetracoordinate phosphorus to cyano-compounds, carbodiimides, and keten imines, proceeding via a stage involving the formation of unstable phosphoranes are considered. Much attention is devoted to tautomeric processes in which the phosphoryl, thiophosphoryl, and iminophosphoryl groups are the migrating moieties.

The bibliography includes 109 references.