| Título: | Permanent group effect on nucleofugality in aryl benzoates |
| Autores: |
Campodónico, Paola R. Ormazábal Toledo, Rodrigo Aizman, Arie Contreras, Renato |
| Fecha: |
2010-11-17 2010-11-17 2010 |
| Publicador: | ELSEVIER |
| Fuente: |
Ver documento |
| Tipo: | Artículo de Revista |
| Tema: | |
| Descripción: | 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. |
| Idioma: | Inglés |