Relationship between basicity and nucleophilicity

Paula Jaramillo, Patricia Pérez, Patricio Fuentealba

Resultado de la investigación: Article

26 Citas (Scopus)

Resumen

The empirical concepts of basicity and nucleophilicity are related but not strictly proportional. Hence, the aim of this study is to help in elucidating the range where both concepts are directly proportional. To do this, the relationship between a recently introduced nucleophilicity index and the proton affinity (PA) of several families of bases has been studied. A good correlation between the PA and the nucleophilicity index using HF and HCN as electrophilic partner has been found. Our studies show that the correlation exists only when the interaction is soft-soft in character and for strong bases with weak acids. However, the relationship is not only valid for exothermic reactions as it has been previously postulated but also for endothermic reactions.

Idioma originalEnglish
Páginas (desde-hasta)1050-1057
Número de páginas8
PublicaciónJournal of Physical Organic Chemistry
Volumen20
N.º12
DOI
EstadoPublished - dic 2007

Huella dactilar

Alkalinity
affinity
Protons
endothermic reactions
Exothermic reactions
exothermic reactions
protons
acids
Acids
interactions

ASJC Scopus subject areas

  • Organic Chemistry
  • Physical and Theoretical Chemistry

Citar esto

Jaramillo, Paula ; Pérez, Patricia ; Fuentealba, Patricio. / Relationship between basicity and nucleophilicity. En: Journal of Physical Organic Chemistry. 2007 ; Vol. 20, N.º 12. pp. 1050-1057.
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Relationship between basicity and nucleophilicity. / Jaramillo, Paula; Pérez, Patricia; Fuentealba, Patricio.

En: Journal of Physical Organic Chemistry, Vol. 20, N.º 12, 12.2007, p. 1050-1057.

Resultado de la investigación: Article

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AU - Pérez, Patricia

AU - Fuentealba, Patricio

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KW - Acid-base reaction

KW - Basicity

KW - Endothermic reactions

KW - HSAB principle

KW - Nucleophiles

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