120703-75-5Relevant academic research and scientific papers
KINETICS AND MECHANISM OF THE REACTION OF POLYFLUORINATED DIARYLIMIDOYL CHLORIDES WITH 4-(DIMETHYLAMINO)PYRIDINE IN ACETONITRILE
Kryuchkova, E. N.,Kolesnikova, I. V.,Drizhd, L. P.,Savelova, V. A.,Petrova, T. D.,Platonov, V. E.
, p. 1840 - 1844 (2007/10/02)
The reaction of polyfluorine-substituted diarylimidoyl chlorides R1Ar1C(Cl)=NAr2R2 with 4-dimethylaminopyridine takes place quantitatively with the formation of the corresponding N-diarylimidoyl(4-dimethylamino)pyridinium salts 1Ar1C+C5H4N(CH3)2>=NAr2R2>*Cl-, which were isolated preparatively and characterized by analytical and spectral data.The kinetics and the reaction in acetonitrile at 25 deg C were studied.The effect of substituents in the substrate on the process rate agrees with a mechanism of bimolecular substitution, which can be realized by concerted attack by the nucleophile and elimination of the leaving group or through a tetrahedral intermediate.
