Quantitative characterization of the global electrophilicity power of common diene/dienophile pairs in Diels-Alder reactions

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

doi:10.1016/S0040-4020(02)00410-6

Quantitative characterization of the global electrophilicity power of common diene/dienophile pairs in Diels-Alder reactions

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

Exact Sciences School

Resultado de la investigación: Article

527 Citas (Scopus)

Resumen

The global electrophilicity power, ω, of a series of dienes and dienophiles commonly used in Diels-Alder reactions may be conveniently classified within a unique relative scale. Useful information about the polarity of transition state structures expected for a given reaction may be obtained from the difference in the global electrophilicity power, Δω, of the diene/dienophile interacting pair. Thus the polarity of the process can be related with non-polar (Δω small, pericyclic processes) and polar (Δω big, ionic processes) mechanisms.

Idioma original	English
Páginas (desde-hasta)	4417-4423
Número de páginas	7
Publicación	Tetrahedron
Volumen	58
N.º	22
DOI	https://doi.org/10.1016/S0040-4020(02)00410-6
Estado	Published - 27 may 2002

Huella dactilar

Cycloaddition Reaction

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

Citar esto

Domingo, L. R., Aurell, M. J., Pérez, P., & Contreras, R. (2002). Quantitative characterization of the global electrophilicity power of common diene/dienophile pairs in Diels-Alder reactions. Tetrahedron, 58(22), 4417-4423. https://doi.org/10.1016/S0040-4020(02)00410-6

Domingo, Luis R. ; Aurell, M. José ; Pérez, Patricia ; Contreras, Renato. / Quantitative characterization of the global electrophilicity power of common diene/dienophile pairs in Diels-Alder reactions. En: Tetrahedron. 2002 ; Vol. 58, N.º 22. pp. 4417-4423.

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Domingo, LR, Aurell, MJ, Pérez, P & Contreras, R 2002, 'Quantitative characterization of the global electrophilicity power of common diene/dienophile pairs in Diels-Alder reactions', Tetrahedron, vol. 58, n.º 22, pp. 4417-4423. https://doi.org/10.1016/S0040-4020(02)00410-6

Quantitative characterization of the global electrophilicity power of common diene/dienophile pairs in Diels-Alder reactions. / Domingo, Luis R.; Aurell, M. José; Pérez, Patricia; Contreras, Renato.

En: Tetrahedron, Vol. 58, N.º 22, 27.05.2002, p. 4417-4423.

Resultado de la investigación: Article

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T1 - Quantitative characterization of the global electrophilicity power of common diene/dienophile pairs in Diels-Alder reactions

AU - Domingo, Luis R.

AU - Aurell, M. José

AU - Pérez, Patricia

AU - Contreras, Renato

PY - 2002/5/27

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N2 - The global electrophilicity power, ω, of a series of dienes and dienophiles commonly used in Diels-Alder reactions may be conveniently classified within a unique relative scale. Useful information about the polarity of transition state structures expected for a given reaction may be obtained from the difference in the global electrophilicity power, Δω, of the diene/dienophile interacting pair. Thus the polarity of the process can be related with non-polar (Δω small, pericyclic processes) and polar (Δω big, ionic processes) mechanisms.

AB - The global electrophilicity power, ω, of a series of dienes and dienophiles commonly used in Diels-Alder reactions may be conveniently classified within a unique relative scale. Useful information about the polarity of transition state structures expected for a given reaction may be obtained from the difference in the global electrophilicity power, Δω, of the diene/dienophile interacting pair. Thus the polarity of the process can be related with non-polar (Δω small, pericyclic processes) and polar (Δω big, ionic processes) mechanisms.

KW - Density functional theory

KW - Diels-Alder reactions

KW - Electrophilicity power

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