Synthesis of polyamides by active polycondensation. The structural and kinetical aspects of active esters aminolysis reactions

Based on IR and NMR investigations of the structure of different substituted phenyl esters the through‐space interaction between the electronic systems of ortho‐substituents of phenol residue and carbonyl oxygen is assumed. It is shown that this interaction may influence on the reactivity of the active esters towards nucleophilic substitution. The kinetics of ester aminolysis in different media was studied. The reaction is catalyzed both by a low basic aprotic solvent (hexamethylphosphortriamide) and by amine itself. It was established that crosslinked pseudo‐crown ether based on polyphosphazene reveals a catalytic effect in this reaction as well.