Molecules (Oct 2021)

Polarisation of Electron Density and Electronic Effects: Revisiting the Carbon–Halogen Bonds

  • Sébastien Menant,
  • Frédéric Guégan,
  • Vincent Tognetti,
  • Lynda Merzoud,
  • Laurent Joubert,
  • Henry Chermette,
  • Christophe Morell

DOI
https://doi.org/10.3390/molecules26206218
Journal volume & issue
Vol. 26, no. 20
p. 6218

Abstract

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Electronic effects (inductive and mesomeric) are of fundamental importance to understand the reactivity and selectivity of a molecule. In this article, polarisation temperature is used as a principal index to describe how electronic effects propagate in halogeno-alkanes and halogeno-alkenes. It is found that as chain length increases, polarisation temperature decreases. As expected, polarisation is much larger for alkenes than for alkanes. Finally, the polarisation mode of the carbon–fluorine bond is found to be quite different and might explain the unusual reactivity of fluoride compounds.

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