63528-19-8Relevant academic research and scientific papers
Organic phosphorus compounds 106.1 a 31P-NMR study of phosphinous-, phosphinic-, and thiophosphinic amides
Maier, Ludwig,Diel, Peter J.
, p. 273 - 300 (2007/10/03)
The synthesis, physical, chemical and spectroscopic properties of eight different types of phosphinous-, phosphinic-and thiophosphinic amides are reported. It is shown that the 31P-chem. shifts of tertiary amides are at lower magnetic field than that of secondary amides. As an exception, in the bis(tertiary butyl) series this trend is reversed.
THE AMINOLYSIS OF PHOSPHINATES; THE KINETICS AND MECHANISM OF THE AMINOLYSIS OF PHOSPHINATE ESTERS IN ACETONITRILE
Cook, Robert D.,Daouk, Wafa A.,Hajj, Asaad N.,Kabbani, Ahmad,Kurku, Anwar,et al.
, p. 213 - 219 (2007/10/02)
The aminolysis of aryl diphenylphosphinates, p-nitrophenyl diphenylphosphinothionate, -phosphinothioate, and -phosphinodithioate by n-butylamine, by the secondary amines piperidine, pyrrolidine, morpholine, and dipropylamine, as well as by a series of diamines, has been studied in acetonitrile.The general reactivity order is diamines > butylamine > sec-amines.Butylaminolysis follows a two-term rate law, one first order in amine and the other second order in amine.The second order in amine term predominates. sec-Amines and diamines follow a rate law which is first order in amine only.Leaving group effects, solvent effects, and activation parameters support a pathway which involves rate-determining collapse of a zwitterionic pentacoordinate intermediate.In the case of butylamine this collapse is general base catalyzed and for the diamines the reaction is intramolecularly general base catalyzed.
