Quantitative characterization of the global electrophilicity pattern of some reagents involved in 1,3-dipolar cycloaddition reactions

Patricia Pérez, Luis R. Domingo, M. José Aurell, Renato Contreras

Resultado de la investigación: Contribución a una revistaArtículo

259 Citas (Scopus)

Resumen

The global electrophilicity power, ω, of a series of dipoles and dipolarophiles commonly used in 1,3-dipolar cycloadditions may be conveniently classified within a unique relative scale. The effects of chemical substitution on the electrophilicity of molecules have been evaluated using a representative set of electron-withdrawing and electron-releasing groups for a series of dipoles including nitrone, nitrile oxide and azide derivatives. The absolute scale of electrophilicity is used to rationalize the chemical reactivity of these species as compared to the static reactivity pattern of the reagents involved in the Diels-Alder reactions.

Idioma originalInglés
Páginas (desde-hasta)3117-3125
Número de páginas9
PublicaciónTetrahedron
Volumen59
N.º17
DOI
EstadoPublicada - 21 abr 2003

Áreas temáticas de ASJC Scopus

  • Bioquímica
  • Descubrimiento de medicamentos
  • Química orgánica

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