Electronic activity in chelotropic and cycloaddition reactions

José V. Correa, Pablo Jaque, Paul Geerlings, Alejandro Toro-Labbé

Resultado de la investigación: Article

2 Citas (Scopus)

Resumen

Using the reaction electronic flux, a new tool aimed at identifying and characterizing the electronic activity taking place during a chemical process, the chelotropic and cycloaddition reactions of 1,3-butadiene with sulfur dioxide are revisited. The mechanisms of both reactions were studied within the framework of the reaction force analysis; the electronic activity determined through the reaction electronic flux was rationalized in terms of chemical events, bond forming or breaking processes, and polarization and transfer effects localized on the reactants species. The results show interesting features and differences between both the mechanisms; while the chelotropic path is driven by through space electrostatic interactions, the cycloaddition reaction is mainly driven by through bond electronic activity. The relation between these findings and the experimentally found kinetic (cycloaddition) and thermodynamic (chelotropic reaction) control is discussed.

Idioma originalEnglish
Páginas (desde-hasta)2142-2153
Número de páginas12
PublicaciónInternational Journal of Quantum Chemistry
Volumen112
N.º9
DOI
EstadoPublished - 5 may 2012

Huella dactilar

Cycloaddition
cycloaddition
electronics
Fluxes
Sulfur Dioxide
Coulomb interactions
Thermodynamics
reaction control
Polarization
Kinetics
sulfur dioxides
butadiene
electrostatics
thermodynamics
kinetics
polarization
interactions

ASJC Scopus subject areas

  • Atomic and Molecular Physics, and Optics
  • Condensed Matter Physics
  • Physical and Theoretical Chemistry

Citar esto

Correa, José V. ; Jaque, Pablo ; Geerlings, Paul ; Toro-Labbé, Alejandro. / Electronic activity in chelotropic and cycloaddition reactions. En: International Journal of Quantum Chemistry. 2012 ; Vol. 112, N.º 9. pp. 2142-2153.
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abstract = "Using the reaction electronic flux, a new tool aimed at identifying and characterizing the electronic activity taking place during a chemical process, the chelotropic and cycloaddition reactions of 1,3-butadiene with sulfur dioxide are revisited. The mechanisms of both reactions were studied within the framework of the reaction force analysis; the electronic activity determined through the reaction electronic flux was rationalized in terms of chemical events, bond forming or breaking processes, and polarization and transfer effects localized on the reactants species. The results show interesting features and differences between both the mechanisms; while the chelotropic path is driven by through space electrostatic interactions, the cycloaddition reaction is mainly driven by through bond electronic activity. The relation between these findings and the experimentally found kinetic (cycloaddition) and thermodynamic (chelotropic reaction) control is discussed.",
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Correa, JV, Jaque, P, Geerlings, P & Toro-Labbé, A 2012, 'Electronic activity in chelotropic and cycloaddition reactions', International Journal of Quantum Chemistry, vol. 112, n.º 9, pp. 2142-2153. https://doi.org/10.1002/qua.23192

Electronic activity in chelotropic and cycloaddition reactions. / Correa, José V.; Jaque, Pablo; Geerlings, Paul; Toro-Labbé, Alejandro.

En: International Journal of Quantum Chemistry, Vol. 112, N.º 9, 05.05.2012, p. 2142-2153.

Resultado de la investigación: Article

TY - JOUR

T1 - Electronic activity in chelotropic and cycloaddition reactions

AU - Correa, José V.

AU - Jaque, Pablo

AU - Geerlings, Paul

AU - Toro-Labbé, Alejandro

PY - 2012/5/5

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AB - Using the reaction electronic flux, a new tool aimed at identifying and characterizing the electronic activity taking place during a chemical process, the chelotropic and cycloaddition reactions of 1,3-butadiene with sulfur dioxide are revisited. The mechanisms of both reactions were studied within the framework of the reaction force analysis; the electronic activity determined through the reaction electronic flux was rationalized in terms of chemical events, bond forming or breaking processes, and polarization and transfer effects localized on the reactants species. The results show interesting features and differences between both the mechanisms; while the chelotropic path is driven by through space electrostatic interactions, the cycloaddition reaction is mainly driven by through bond electronic activity. The relation between these findings and the experimentally found kinetic (cycloaddition) and thermodynamic (chelotropic reaction) control is discussed.

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