Author | dc.contributor.author | Campodónico, Paola R. | |
Author | dc.contributor.author | Ormazábal Toledo, Rodrigo | es_CL |
Author | dc.contributor.author | Aizman, Arie | es_CL |
Author | dc.contributor.author | Contreras Ramos, Renato | es_CL |
Admission date | dc.date.accessioned | 2010-11-17T19:08:12Z | |
Available date | dc.date.available | 2010-11-17T19:08:12Z | |
Publication date | dc.date.issued | 2010 | |
Cita de ítem | dc.identifier.citation | Chemical Physics Letters 498 (2010) 221–225 | en_US |
Identifier | dc.identifier.other | doi:10.1016/j.cplett.2010.08.043 | |
Identifier | dc.identifier.uri | https://repositorio.uchile.cl/handle/2250/119092 | |
Abstract | dc.description.abstract | We herein report on the group electrophilicity of molecular fragments present in the title compounds to
describe leaving group abilities in reactions of aryl benzoates toward CN . It is found that the presence of
electron-withdrawing substituents in the permanent group enhances its electrophilicity, thereby contributing
to the stabilization of the tetrahedral intermediate involved in the stepwise pathway. On the other
hand electron-releasing substituents attached to the permanent group enhance the nucleofugality of the
leaving groups in these systems. Substituent effects are used to rationalize the activation/deactivation
patterns induced by electron-withdrawing and electron-releasing groups at the aromatic rings. | en_US |
Patrocinador | dc.description.sponsorship | This work received financial support from Fondecyt, Projects
1100492 and 1070715. Support from USM Project 130922 is also
acknowledged. | en_US |
Lenguage | dc.language.iso | en | en_US |
Publisher | dc.publisher | Elsevier | en_US |
Título | dc.title | Permanent group effect on nucleofugality in aryl benzoates | en_US |
Document type | dc.type | Artículo de revista | |