It is demonstrated that the course of the reaction of tris(dimethylamino)phosphine with aromatic bromides is strongly dependent on the nature of the solvent. The reaction in DMF or THF gave rise to the formation of radicals, which could be measured directly or by the method of spin-trapping, using 2-methyl-2-nitrosopropane as a scavenger.
Boekestein, G., & Buck, H. M. (1973). Charge transfer reactions of tris(dimethylamino)phosphine : solvent effects and ESR measurements. Recueil des Travaux Chimiques des Pays-Bas, 92(10), 1095-1101. https://doi.org/10.1002/recl.19730921008