83470-27-3Relevant academic research and scientific papers
N-hydroxylamines: Influence of Substituents on the Competitive Migration of Aryl and Phenyl Groups in the Lossen-like Rearrangement of their O-Methanesulphonyl Derivatives
Harger, Martin J. P.,Smith, Adrian
, p. 1787 - 1792 (2007/10/02)
The N-hydroxylamines ArPhP(O)NHOH (4) (Ar=p-XC6H4; X=MeO, Me, Cl, NO2) have been prepared from the corresponding phosphinic chlorides (3) using O-(trimethylsilyl)hydroxylamine and converted into the O-methanesulphonyl derivatives
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.
