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AMMONOLYSIS OF CYCLIC IMIDES OF AROMATIC ACIDS
Arkhipova, i. A.,Gabdrakipov, V. Z.,Shalabaeva, I. D.,Zhubanov, B. A.
, p. 535 - 540 (2007/10/02)
In cyclic imides of aromatic di-and tetracarboxylic acids ammonolysis with the opening of the ring goes readily in water, but it does not go in anhydrous aprotic solvents.Quantum-chemical calculations of model compounds by the MINDO/3 method suggest the possibility of activation in an aqueous-alkaline medium as a result of the tautomeric transformation of the imide into the imidol, which has higher electrophilic reactivity.Here the transfer of a proton goes as a two-stage process on account of the successive participation of anions and molecules of water in the reaction.
