2013 |
Castro, E A; Canete, A; Campodonico, P R; Cepeda, M; Pavez, P; Contreras, R; Santos, J G Kinetic and Theoretical Study on Nucleofugality in the Phenolysis of 3-Nitrophenyl and 4-Nitrophenyl 4-Cyanophenyl Thionocarbonates Artículo de revista Chemical Physics Letters, 572 , pp. 130-135, 2013, ISSN: 0009-2614. Resumen | Enlaces | BibTeX | Etiquetas: aminolysis, carbonates, electronic elimination, ester geminal groups, interactions, leaving mechanism, quality, reactivity, scale @article{castro2013kinetic, title = {Kinetic and Theoretical Study on Nucleofugality in the Phenolysis of 3-Nitrophenyl and 4-Nitrophenyl 4-Cyanophenyl Thionocarbonates}, author = { E.A. Castro and A. Canete and P.R. Campodonico and M. Cepeda and P. Pavez and R. Contreras and J.G. Santos}, url = {/brokenurl#<Go to ISI>://WOS:000319332600025}, doi = {10.1016/j.cplett.2013.04.002}, issn = {0009-2614}, year = {2013}, date = {2013-01-01}, journal = {Chemical Physics Letters}, volume = {572}, pages = {130-135}, publisher = {2013 Elsevier B.V.}, 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.}, keywords = {aminolysis, carbonates, electronic elimination, ester geminal groups, interactions, leaving mechanism, quality, reactivity, scale}, pubstate = {published}, tppubtype = {article} } 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. |
2013 |
Kinetic and Theoretical Study on Nucleofugality in the Phenolysis of 3-Nitrophenyl and 4-Nitrophenyl 4-Cyanophenyl Thionocarbonates Artículo de revista Chemical Physics Letters, 572 , pp. 130-135, 2013, ISSN: 0009-2614. |