Artículo de revista
Relationship between nucleophilicity/electrophilcity indices and reaction mechanisms for the nucleophilic substitution reactions of carbonyl compounds
Fecha
2004Registro en:
Journal of Physical Organic Chemistry, Volumen 17, Issue 4, 2018, Pages 273-281
08943230
10.1002/poc.719
Autor
Campodónico, Paola R.
Santos, José G.
Andres, Juan
Contreras Ramos, Renato
Institución
Resumen
Theoretical electrophilicity and nucleophilicity scales, defined in terms of electronic reactivity indices, were tested for the reaction of a series of carbonates with neutral and charged reagents of varying nucleophilicity. The electrophilicity and nucleophilicity scales were used to rationalize some mechanistic aspects developed by these reacting systems: the greater the electrophilicity/nucleophilicity difference, the more concerted the reaction mechanism will be. Conversely, a small electrophilicity/nucleophilicty gap will in general be associated with a stepwise reaction mechanism. © 2004 John Wiley & Sons, Ltd.