2014 |
Gallardo-Fuentes, S; Tapia, R A; Contreras, R; Campodonico, P R Site Activation Effects Promoted by Intramolecular Hydrogen Bond Interactions in Snar Reactions Artículo de revista Rsc Advances, 4 (58), pp. 30638-30643, 2014, ISSN: 2046-2069. Resumen | Enlaces | BibTeX | Etiquetas: aromatic electrophilicity, functionals, markovnikov model molecules, nucleophilic-substitution, potentials, reactivity, regioselectivity rule, secondary-amines, solvent @article{RN225, title = {Site Activation Effects Promoted by Intramolecular Hydrogen Bond Interactions in Snar Reactions}, author = { S. Gallardo-Fuentes and R.A. Tapia and R. Contreras and P.R. Campodonico}, url = {/brokenurl#<Go to ISI>://WOS:000340500300025}, doi = {10.1039/c4ra04725g}, issn = {2046-2069}, year = {2014}, date = {2014-01-01}, journal = {Rsc Advances}, volume = {4}, number = {58}, pages = {30638-30643}, abstract = {The nucleophilic aromatic substitution reaction of benzohydrazide derivatives towards 2-chloro-5nitropyrimidine is used as model system to experimentally and theoretically show that intramolecular hydrogen-bond formation operates as a perturbation that elicits a dual response at the reaction center of the transition state (TS) structure, by enhancing the electrophilicity of the pyrimidine moiety and the nucleophilicity of the nitrogen atom of the benzohydrazide fragment. The electronic mechanism can therefore be described as a (non-local) site activation problem.}, keywords = {aromatic electrophilicity, functionals, markovnikov model molecules, nucleophilic-substitution, potentials, reactivity, regioselectivity rule, secondary-amines, solvent}, pubstate = {published}, tppubtype = {article} } The nucleophilic aromatic substitution reaction of benzohydrazide derivatives towards 2-chloro-5nitropyrimidine is used as model system to experimentally and theoretically show that intramolecular hydrogen-bond formation operates as a perturbation that elicits a dual response at the reaction center of the transition state (TS) structure, by enhancing the electrophilicity of the pyrimidine moiety and the nucleophilicity of the nitrogen atom of the benzohydrazide fragment. The electronic mechanism can therefore be described as a (non-local) site activation problem. |
2014 |
Site Activation Effects Promoted by Intramolecular Hydrogen Bond Interactions in Snar Reactions Artículo de revista Rsc Advances, 4 (58), pp. 30638-30643, 2014, ISSN: 2046-2069. |