Relationship between superelectrophilicity and the electrophilicity index of isolated species

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Resumen

We report a relationship between the superelectrophilicity of a series of dications and the electrophilicity index of isolated species. The enhanced electrophilicity is described by global and local reactivity indexes. Alkyloxonium and carboxonium dications and diprotonated carboxylic acids have been used as simple benchmark systems to discuss this relationship on a qualitative and quantitative basis. The theoretical scale of electrophilicity roughly reproduces the experimental superelectrophilicity hierarchy established on the basis of the 17O and 13C NMR chemical shifts in alkyloxonium and carboxonium ions and diprotonated carboxylic acids.

Idioma originalInglés
Páginas (desde-hasta)5048-5053
Número de páginas6
PublicaciónJournal of Organic Chemistry
Volumen69
N.º15
DOI
EstadoPublicada - 23 jul 2004

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