
TY  - JOUR
A1  - Leslie, DR 
A1  - Pantelidis, S 
T1  - Intramolecular Catalysis of Dialkyl &#969;-Aminoalkylphosphonate Hydrolysis
JF  - Australian Journal of Chemistry
JO  - Aust. J. Chem.
Y1  - 1994
VL  - 47
IS  - 3
SP  - 545
EP  - 559
KW  - 
UR  - https://doi.org/10.1071/CH9940545 
N2  - The influence that intramolecular catalysis of hydrolysis of O-alkyl S-[2-( dialkylamino )ethyl] alkylphosphonothioates by amino groups may have on the product distribution of the reaction is investigated by study of a series of model compounds. The hydrolysis of diethyl [&#969;-( ethylamino )alkyl] phosphonates and diethyl [&#969;-( diethylamino )alkyl] phosphonates has been investigated at 75&#176;C over the pH range 8.21-11.45. Contributions to hydrolysis of the ethoxy groups by intramolecular catalysis by the amino groups have been identified for [2-(amino)ethyl]- and [3-(amino) propyl ]- phosphonates. Secondary and tertiary amino groups assist hydrolysis through general base catalysis. An additional contribution to hydrolysis of the secondary amino compounds by intramolecular nucleophilic catalysis is also observed. 
ER  -

