Kinetic and theoretical study on nucleofugality in the phenolysis of 3-nitrophenyl and 4-nitrophenyl 4-cyanophenyl thionocarbonates

dc.creatorCastro, Enrique
dc.creatorCañete, Alvaro
dc.creatorCampodonico, Paola
dc.creatorCepeda, Marjorie
dc.creatorPavez, Paulina
dc.creatorContreras, Renato
dc.creatorSantos, Jose
dc.date.accessioned2017-04-10T11:52:30Z
dc.date.accessioned2019-05-17T14:38:24Z
dc.date.available2017-04-10T11:52:30Z
dc.date.available2019-05-17T14:38:24Z
dc.date.created2017-04-10T11:52:30Z
dc.date.issued2013
dc.identifierChemical Physics Letters Volume 572, 30 May 2013, Pages 130–135
dc.identifierhttp://dx.doi.org/10.1016/j.cplett.2013.04.002
dc.identifierhttp://hdl.handle.net/11447/1117
dc.identifier.urihttp://repositorioslatinoamericanos.uchile.cl/handle/2250/2674462
dc.description.abstractThe 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.
dc.languageen_US
dc.publisherElsevier
dc.subjectphenolysis
dc.subjectnucleofugality
dc.subject3-nitrophenyl
dc.subjectthionocarbonates
dc.subjectKinetic / theoretical study
dc.titleKinetic and theoretical study on nucleofugality in the phenolysis of 3-nitrophenyl and 4-nitrophenyl 4-cyanophenyl thionocarbonates
dc.typeArtículos de revistas


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