COMPUTATIONAL REACTIVITY STUDY COMPARATIVE OF THE THIOACETATE AND THIOBENZOATE ANIONS IN FRONT OF BIS- (2,4-DINITROPHENYL) -ETHER AND OF BIS- (2,4- DINITROPHENYL) -SULFIDE

• Autores: Cappetta, Jorge, Micheli, César Alfonso
• Formato: artículo
• Fecha de Publicación: 2016
• Institución: Sociedad Química del Perú
• Repositorio: Revista de la Sociedad Química del Perú
• Lenguaje: español
• OAI Identifier: oai:rsqp.revistas.sqperu.org.pe:article/46
• Enlace del recurso: http://revistas.sqperu.org.pe/index.php/revistasqperu/article/view/46
• Nivel de acceso: acceso abierto
• Materia: Nucleophilic aromatic bimolecular substitution; bivalent sulphur organic compounds; computational organic chemistry; compared reactivity; modeling of the interaction between the substrate and the nucleophile; steric impediment; Sustitución nucleofílica aromática bimolecular; compuestos orgánicos del azufre bivalente; química orgánica computacional; reactividad comparada; modelización de la interacción nucleófilos-sustratos; impedimento estérico

Though the use of informatics programs, at level of Molecular Mechanics and PM3 (semiempirical) programs four reactions involving bimolecular aromatic substitution are analyzed and their energetic and stereochemical results are compared with the average reaction rates of the experimental reactions. The energetic analysis approaches the free energies corresponding activation and enables us to determine a reactivity scale for the studied reactions as well as for the nucleophilic and electrophilic reactives relative scale involved in their first part. The energetic results are compared with the modeling determinations of the effect of the steric impediment related to the investigated reactives and intermediates. Results for these comparations are correlationed and interpreted using organic chemistry basic mechanism criteria.