2017 |
Calfuman, K; Gallardo-Fuentes, S; Contreras, R; Tapia, R A; Campodonico, P R Mechanism for the Snar Reaction of Atrazine with Endogenous Thiols: Experimental and Theoretical Study Artículo de revista New Journal of Chemistry, 41 (21), pp. 12671-12677, 2017, ISSN: 1144-0546. Resumen | Enlaces | BibTeX | Etiquetas: aromatic-substitution ions, path protein, reactions, rings, sites @article{RN377, title = {Mechanism for the Snar Reaction of Atrazine with Endogenous Thiols: Experimental and Theoretical Study}, author = { K. Calfuman and S. Gallardo-Fuentes and R. Contreras and R.A. Tapia and P.R. Campodonico}, url = {/brokenurl#<Go to ISI>://WOS:000413526200036}, doi = {10.1039/c7nj02708g}, issn = {1144-0546}, year = {2017}, date = {2017-01-01}, journal = {New Journal of Chemistry}, volume = {41}, number = {21}, pages = {12671-12677}, abstract = {The reaction mechanism in aromatic nucleophilic substitution reactions is discussed using kinetic study complemented with quantum chemical calculations. The model system is the reaction of a series of biothiols toward atrazine (ATZ) in aqueous media. The proposed reaction mechanism discloses a non-catalyzed pathway and the presence of a deprotonated (thiolate) nucleophile in water suggests that the reaction mechanism is borderline between a stepwise route and a concerted process. The full analysis of the potential energy surface reinforces the addition/elimination mechanism. Despite numerous attempts to locate transition structures associated with the leaving group departure, they were unsuccessful, presumably because this step is extremely fast.}, keywords = {aromatic-substitution ions, path protein, reactions, rings, sites}, pubstate = {published}, tppubtype = {article} } The reaction mechanism in aromatic nucleophilic substitution reactions is discussed using kinetic study complemented with quantum chemical calculations. The model system is the reaction of a series of biothiols toward atrazine (ATZ) in aqueous media. The proposed reaction mechanism discloses a non-catalyzed pathway and the presence of a deprotonated (thiolate) nucleophile in water suggests that the reaction mechanism is borderline between a stepwise route and a concerted process. The full analysis of the potential energy surface reinforces the addition/elimination mechanism. Despite numerous attempts to locate transition structures associated with the leaving group departure, they were unsuccessful, presumably because this step is extremely fast. |
2017 |
Mechanism for the Snar Reaction of Atrazine with Endogenous Thiols: Experimental and Theoretical Study Artículo de revista New Journal of Chemistry, 41 (21), pp. 12671-12677, 2017, ISSN: 1144-0546. |