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: Article

250 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 originalEnglish
Páginas (desde-hasta)3117-3125
Número de páginas9
PublicaciónTetrahedron
Volumen59
N.º17
DOI
EstadoPublished - 21 abr 2003

Huella dactilar

Cycloaddition
Cycloaddition Reaction
Electrons
Chemical reactivity
Nitriles
Azides
Oxides
Substitution reactions
Derivatives
Molecules
nitrones

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

Citar esto

Pérez, Patricia ; Domingo, Luis R. ; Aurell, M. José ; Contreras, Renato. / Quantitative characterization of the global electrophilicity pattern of some reagents involved in 1,3-dipolar cycloaddition reactions. En: Tetrahedron. 2003 ; Vol. 59, N.º 17. pp. 3117-3125.
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Pérez, P, Domingo, LR, Aurell, MJ & Contreras, R 2003, 'Quantitative characterization of the global electrophilicity pattern of some reagents involved in 1,3-dipolar cycloaddition reactions', Tetrahedron, vol. 59, n.º 17, pp. 3117-3125. https://doi.org/10.1016/S0040-4020(03)00374-0

Quantitative characterization of the global electrophilicity pattern of some reagents involved in 1,3-dipolar cycloaddition reactions. / Pérez, Patricia; Domingo, Luis R.; Aurell, M. José; Contreras, Renato.

En: Tetrahedron, Vol. 59, N.º 17, 21.04.2003, p. 3117-3125.

Resultado de la investigación: Article

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T1 - Quantitative characterization of the global electrophilicity pattern of some reagents involved in 1,3-dipolar cycloaddition reactions

AU - Pérez, Patricia

AU - Domingo, Luis R.

AU - Aurell, M. José

AU - Contreras, Renato

PY - 2003/4/21

Y1 - 2003/4/21

N2 - 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.

AB - 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.

KW - 1,3-dipolar cycloadditions

KW - Density functional theory

KW - Electrophilicity power

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JO - Tetrahedron

JF - Tetrahedron

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Pérez P, Domingo LR, Aurell MJ, Contreras R. Quantitative characterization of the global electrophilicity pattern of some reagents involved in 1,3-dipolar cycloaddition reactions. Tetrahedron. 2003 abr 21;59(17):3117-3125. https://doi.org/10.1016/S0040-4020(03)00374-0

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