Theoretical analysis of substituted diels - Alder reagents to determine

Resultado de la investigación: Article

5 Citas (Scopus)

Resumen

The non-polar character of Diels-Alder (DA) reactions using 1- and 2-substituted butadienes and ethylene is discussed. Linear correlations between variations in the energy barrier and the electrophilicity index have been obtained. The charge transfer (CT) process in the cycloaddition reactions depends on the substitution pattern on almost all ethylene reagents. The current work stresses that a polar DA reaction will occur when only the ethylene is substituted by electronwithdrawing (EW) groups increasing its electrophilicity or when both DA reagents are being activated by EW and electron-releasing (ER) groups, enhancing their electrophilic and nucleophilic nature.

Idioma originalEnglish
Páginas (desde-hasta)88-94
Número de páginas7
PublicaciónLetters in Organic Chemistry
Volumen8
N.º2
DOI
EstadoPublished - feb 2011

Huella dactilar

Cycloaddition Reaction
Butadienes
Alnus
Cycloaddition
Energy barriers
Charge transfer
Substitution reactions
Electrons
ethylene

ASJC Scopus subject areas

  • Organic Chemistry
  • Biochemistry

Citar esto

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title = "Theoretical analysis of substituted diels - Alder reagents to determine",
abstract = "The non-polar character of Diels-Alder (DA) reactions using 1- and 2-substituted butadienes and ethylene is discussed. Linear correlations between variations in the energy barrier and the electrophilicity index have been obtained. The charge transfer (CT) process in the cycloaddition reactions depends on the substitution pattern on almost all ethylene reagents. The current work stresses that a polar DA reaction will occur when only the ethylene is substituted by electronwithdrawing (EW) groups increasing its electrophilicity or when both DA reagents are being activated by EW and electron-releasing (ER) groups, enhancing their electrophilic and nucleophilic nature.",
keywords = "Electrophilicity, Non polar diels-alder reactions, Nucleophilicity, Polar diels-alder reactions, Substituted butadienes and ethylenes",
author = "Patricia P{\'e}rez and Eduardo Chamorro",
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language = "English",
volume = "8",
pages = "88--94",
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T1 - Theoretical analysis of substituted diels - Alder reagents to determine

AU - Pérez, Patricia

AU - Chamorro, Eduardo

PY - 2011/2

Y1 - 2011/2

N2 - The non-polar character of Diels-Alder (DA) reactions using 1- and 2-substituted butadienes and ethylene is discussed. Linear correlations between variations in the energy barrier and the electrophilicity index have been obtained. The charge transfer (CT) process in the cycloaddition reactions depends on the substitution pattern on almost all ethylene reagents. The current work stresses that a polar DA reaction will occur when only the ethylene is substituted by electronwithdrawing (EW) groups increasing its electrophilicity or when both DA reagents are being activated by EW and electron-releasing (ER) groups, enhancing their electrophilic and nucleophilic nature.

AB - The non-polar character of Diels-Alder (DA) reactions using 1- and 2-substituted butadienes and ethylene is discussed. Linear correlations between variations in the energy barrier and the electrophilicity index have been obtained. The charge transfer (CT) process in the cycloaddition reactions depends on the substitution pattern on almost all ethylene reagents. The current work stresses that a polar DA reaction will occur when only the ethylene is substituted by electronwithdrawing (EW) groups increasing its electrophilicity or when both DA reagents are being activated by EW and electron-releasing (ER) groups, enhancing their electrophilic and nucleophilic nature.

KW - Electrophilicity

KW - Non polar diels-alder reactions

KW - Nucleophilicity

KW - Polar diels-alder reactions

KW - Substituted butadienes and ethylenes

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DO - 10.2174/157017811794697520

M3 - Article

AN - SCOPUS:79952349424

VL - 8

SP - 88

EP - 94

JO - Letters in Organic Chemistry

JF - Letters in Organic Chemistry

SN - 1570-1786

IS - 2

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