102493-37-8Relevant academic research and scientific papers
The endocyclic restriction test: Determination of the transition-structure geometry for the transfer of oxygen from N,N-dialkylhydroxylamines to triarylphosphines
Kurtzweil, Mitchell L.,Loo, Dekai,Beak, Peter
, p. 421 - 427 (2007/10/02)
The transfers of oxygen from nitrogen to phosphorus in the conversions of 1 to 2 and 3 to 4 are shown by kinetic, solvent-labeling, and double-labeling criteria to be intramolecular reactions. This information in conjunction with the stabilities of 13 and 14 is taken to rule out the mechanisms of classic linear SN2 substitutions at oxygen or nitrogen, biphilic insertion, or a radical chain reaction and to favor reactions via a 10-P-5 species (18). These results appear to provide the first experimental demonstration that oxygen can be transferred at an oblique angle.
