Vm. Zelenkovsky et al., Quantum-chemical calculations of nucleophilic vinyl substitution reactionsinvolving 1-arylamino-1-benzotriazolyl-2-nitrotrichlorobutadienes, DAN BELARUS, 43(6), 1999, pp. 56-59
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.