Author/Authors :
Castro، نويسنده , , Enrique A. and Caٌete، نويسنده , , Alvaro and Campodَnico، نويسنده , , Paola R. and Cepeda، نويسنده , , Marjorie and Pavez، نويسنده , , Paulina and Contreras، نويسنده , , Renato and Santos، نويسنده , , José G.، نويسنده ,
Abstract :
The phenolysis of 3-nitrophenyl 4-cyanophenyl thionocarbonate (1) and 4-nitrophenyl 4-cyanophenyl thionocarbonate (2) are subjected to a kinetic investigation in order to evaluate the nucleofugality of the corresponding leaving groups. For the reaction of 2 only 4-nitrophenoxide is obtained as leaving group. For the reaction of 1 the nucleofugality ratio 3-nitrophenoxide/4-cyanophenoxide is 1/3 from the corresponding T− intermediate. Theoretical calculations confirm the experimental results. From these results it can be concluded that the non-leaving group affects the nucleofugality ratio.
