Effect of electron-withdrawing substituents on the electrophilicity of carbonyl carbons
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Archivos
Fecha
2005-01
Profesor/a Guía
Facultad/escuela
Idioma
en
Título de la revista
ISSN de la revista
Título del volumen
Editor
Elsevier
Nombre de Curso
Licencia CC
Licencia CC
Resumen
The substituent effects on the carbonyl carbon atom for a series of twelve substituted phenyl acetates have been rationalized using a global electrophilicity index. This index is linearly correlated with the experimental reaction rate coefficients. We found that, in contrast to the proposed interpretation based on experimental 13C NMR chemical shifts and ground state destabilization calculations, the electrophilicity of carbonyl compounds increases due to the effect promoted by electron-withdrawing groups in these systems.
Notas
Indexación: Scopus
Palabras clave
Chemical Reactivity, Electronegativity, Parr, carbonyl derivative, carbonyl, phenylacetic acid derivative, carbon nuclear magnetic resonance, DFT calculations, Electron-withdrawing effects, Electrophilicity
Citación
Tetrahedron, Volume 61, Issue 2, Pages 417 - 42210 January 2005
DOI
DOI: 10.1016/j.tet.2004.10.085