75894-86-9Relevant academic research and scientific papers
Phosphoric Amides. 5. Acid-Catalyzed Hydrolysis of Dimethyl N-(Alkylphenyl)phosphoramidates
Modro, Tomasz A.,Rijkmans, Bloys P.
, p. 3208 - 3211 (2007/10/02)
Studies of the acid-catalyzed hydrolysis of dimethyl N-(alkylphenyl)phosphoramidates demonstrate that the LFER between observed rates and basicities of the leaving amines is different for meta/para- and for ortho- substituted derivatives (slopes of logobsd vs. pKa are 0.4 and 0.9, respectively).Since the ΔS(excit) values and KSIE determined are approximately constant irrespective of the position of an alkyl group, the observed change in the slope of the rate/basicity plot is discussed in terms of the steric effects on solvation rather than as an indication of the change in reaction mechanism.
A nitrogen-15 nuclear magnetic resonance study of N-aryl phosphoramidates and phosphorimidates
Buchanan, G. W.,Morin, F. G.,Fraser, R. R.
, p. 2442 - 2446 (2007/10/02)
15N nuclear magnetic resonance chemical shifts and one-bond 15N-31P couplings are reported for a series of five N-arylphosphoramidates and four N-arylphosphorimidates.Results are interpreted in terms of an extensively delocalized N lone pair in the phosphoramidates, with p?-p? donation into the aromatic ring being dominant over p?-d? donation from nitrogen to phosphorus.
