π-strain-induced electrophilicity in small cycloalkynes: A DFT analysis of the polar cycloaddition of cyclopentyne towards enol ethers

Luis R. Domingo, Patricia Pérez, Renato Contreras

Resultados de investigaciones: Article

20 Citas (Scopus)

Resumen

Small cycloalkynes possess a π-strain-induced electrophilicity related to the bending of the Csp3-Csp-Csp bond angle. For cyclopentyne and benzyne, the electrophilicity index defined in the context of density functional theory gives a coherent rationale for the reactivity of these cycloalkynes, which may act as electrophiles in polar cycloaddition reactions toward enol ethers.

Idioma originalEnglish
Páginas (de - a)498-506
Número de páginas9
RevistaEuropean Journal of Organic Chemistry
Número2
DOI
Estado de la publicaciónPublished - 16 ene 2006

    Huella digital

ASJC Scopus subject areas

  • Physical and Theoretical Chemistry
  • Organic Chemistry

Citar esto