60066-32-2Relevant articles and documents
Base-induced Rearrangement of Tetraalkyl(diphenylphosphinoyl)hydrazinium Salts to Phosphinyl Aminals; Possible Relevance to the Photochemical Rearrangement of Trialkylammonio(diphenylphosphinoyl)imides
Freeman, Sally,Harger, Martin J. P.
, p. 3257 - 3261 (2007/10/02)
The phosphinoylhydrazinium salt Ph3P(O)N(Me)N+Me3 I- 8 has been prepared by methylation of Ph2P(O)N--N+Me3 1.It readily forms the phosphinoyl aminal Ph2P(O)N(Me)CH2NMe2 10 on treatment with ButOK at room tempera
DIARYLPHOSPHINIC AZIDES. PHOTOCHEMICAL REACTIONS INCLUDING REARRANGEMENT IN METHANOL
Harger, Martin J.P.,Westlake, Sally
, p. 1511 - 1516 (2007/10/02)
On photolysis in methanol the diarylphosphinic azides Ar2P(O)N3 (Ar=phenyl, p-tolyl, p-anisyl, p-chlorophenyl) rearrange with loss of nitrogen to form (monomeric) metaphosphonimidates which are trapped by the solvent to give methyl NP-diarylphosphonamidates (7) (41-53percent).Diarylphosphinic amides (18-42percent) are also usually formed, presumably from (triplet) nitrenes.The limited evidence available suggests that the rearrangements take place directly from the photo-excited azides rather than via (singlet) nitrene intermediates.One of the products of rearrangement, methyl NP-di(p-chlorophenyl)phosphonamidate, suffers extensive photochemical dechlorination giving methyl N-phenyl-P-p-chlorophenylphosphonamidate.