Quantum-chemical calculations of nucleophilic vinyl substitution reactionsinvolving 1-arylamino-1-benzotriazolyl-2-nitrotrichlorobutadienes

The quantum-chemical calculations by semi-empirical method PM3 of the Delta H-f reaction values allow to interpret satisfactorily the experimentally o bserved peculiarities of the nucleophilic vinyl substitution processes in t he series of 1-arylamino-1-benzotriarolyl-2-nitrotrichloro-1,3-butadienes. Substitution of benzotriazolyl resibue takes place in the interaction of 1- benzotriazolyl-1-phenylamino-2-nitrotrichloro-1,3-butadiene with aniline, w hile in the reaction with piperidine substitution of terminal chlorine aton occurs. In case of 1-benzotriazolyl-1-[(4-ethoxyphenyl)amino]-2-nitrotrich loro-1,3-butadiene interaction with both aniline and piperidine the reactio ns proceed with substitution of chlorine atom.