Castro, EnriqueCañete, AlvaroCampodónico, PaolaCepeda, MarjoriePavez, PaulinaContreras, RenatoSantos, Jose2017-04-102017-04-102013Chemical Physics Letters Volume 572, 30 May 2013, Pages 130–135http://hdl.handle.net/11447/1117http://dx.doi.org/10.1016/j.cplett.2013.04.002Centro de Química MédicaThe 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.6en-USphenolysisnucleofugality3-nitrophenylthionocarbonatesKinetic / theoretical studyArtículo