Theoretical evaluation of the global and local electrophilicity patterns of singlet carbenes

Resultado de la investigación: Article

42 Citas (Scopus)

Resumen

The global electrophilicity pattern of singlet carbenes has been evaluated using an absolute scale based on reactivity indexes and an extension of it to describe the local electrophilicity power of molecules. The predicted electrophilicity values agree well with relative experimental scale, based on kinetic data proposed by Moss [Acc. Chem. Res. 1989, 22, 15]. A good qualitative comparison is found between the theoretical and experimental carbene-philicity. The theoretical model is able to accomodate within a unique scale those carbenes evaluated as electrophilic, ambiphilic, and nucleophilic species. The local analysis provides additional information about electrophilic activation/deactivation patterns induced by substituent groups in the molecule.

Idioma originalEnglish
Páginas (desde-hasta)522-525
Número de páginas4
PublicaciónJournal of Physical Chemistry A
Volumen107
N.º4
DOI
EstadoPublished - 30 ene 2003

Huella dactilar

carbenes
evaluation
Bryophytes
Molecules
deactivation
molecules
reactivity
Chemical activation
activation
Kinetics
kinetics
carbene

ASJC Scopus subject areas

  • Physical and Theoretical Chemistry

Citar esto

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abstract = "The global electrophilicity pattern of singlet carbenes has been evaluated using an absolute scale based on reactivity indexes and an extension of it to describe the local electrophilicity power of molecules. The predicted electrophilicity values agree well with relative experimental scale, based on kinetic data proposed by Moss [Acc. Chem. Res. 1989, 22, 15]. A good qualitative comparison is found between the theoretical and experimental carbene-philicity. The theoretical model is able to accomodate within a unique scale those carbenes evaluated as electrophilic, ambiphilic, and nucleophilic species. The local analysis provides additional information about electrophilic activation/deactivation patterns induced by substituent groups in the molecule.",
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AB - The global electrophilicity pattern of singlet carbenes has been evaluated using an absolute scale based on reactivity indexes and an extension of it to describe the local electrophilicity power of molecules. The predicted electrophilicity values agree well with relative experimental scale, based on kinetic data proposed by Moss [Acc. Chem. Res. 1989, 22, 15]. A good qualitative comparison is found between the theoretical and experimental carbene-philicity. The theoretical model is able to accomodate within a unique scale those carbenes evaluated as electrophilic, ambiphilic, and nucleophilic species. The local analysis provides additional information about electrophilic activation/deactivation patterns induced by substituent groups in the molecule.

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