The reaction of hexaalkylphosphorous triamides with oligophenols

Citation
D. Weber et al., The reaction of hexaalkylphosphorous triamides with oligophenols, PHOSPHOR SU, 149, 1999, pp. 143-165
Citations number
27
Categorie Soggetti
Inorganic & Nuclear Chemistry
Journal title
PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS
ISSN journal
10426507 → ACNP
Volume
149
Year of publication
1999
Pages
143 - 165
Database
ISI
SICI code
1042-6507(1999)149:<143:TROHTW>2.0.ZU;2-5
Abstract
Hexaalkylphosphorous triamides form in good yields 6-dialkylamino-12H-diben zo[d.g] [1,3,2]dioxaphosphocins 2a-i in the reaction with oligophenols 1a-i . Heating the sterical hindered compounds 2a-f up to 315 degrees C leads to the corresponding bicyclic phosphites 3a-d while the non-hindered phosphoc ins 2g-i react in refluxing xylene to give phosphites 3e-g. The phosphocin 2i formed another phosphocin 2i* during heating to 90 degrees 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 tri phenol 4 and tetraphenol 5 are formed in the reaction of the corresponding phenols with 2 eq. of hexaalkylphosphorous triamide.