THE REACTION OF HEXAALKYLPHOSPHOROUS TRIAMIDES WITH OLIGOPHENOLS

Hexaalkylphosphorous triamides form in good yields 6-dialkylamino-12H-dibenzo[d.g] [1,3,2]dioxaphosphocins 2a-i in the reaction with oligophenols 1a-i. Heating the stencal hindered compounds 2a-f up to 315°C leads to the corresponding bicyclic phosphites 3a-d while the non-hindered phosphocins 2g-i react in refluxing xylene to give phosphites 3e-g. The phosphocin 2i formed another phosphocin 2i* during heating to 90°C in THF by “wandering” of the phosphorus moiety. The bicyclic phosphites 3h and 3i were prepared starting from tetraphenol 1h and pentaphenol 1i by reaction with hexaethylphosphorous triamide in refluxing xylene. The diphosphorylated triphenol 4 and tetraphenol 5 are formed in the reaction of the corresponding phenols with 2 eq. of hexaalkylphosphorous triamide.