Jump to main content
Jump to site search

Issue 61, 2014
Previous Article Next Article

A new C–C bond formation model based on the quantum chemical topology of electron density

Author affiliations

Abstract

ELF topological analyses of bonding changes in non-polar, polar and ionic organic reactions involving the participation of C[double bond, length as m-dash]C(X) double bonds make it possible to establish a unified model for C–C bond formation. This model is characterised by a C-to-C coupling of two pseudoradical centers generated at the most significant atoms of the reacting molecules. The global electron density transfer process that takes place along polar and ionic reactions favours the creation of these pseudoradical centers at the most nucleophilic/electrophilic centers of the reacting molecules, decreasing activation energies. The proposed reactivity model based on the topological analysis of the changes in electron density throughout a reaction makes it possible to reject the frontier molecular orbital reactivity model based on the analysis of molecular orbitals.

Graphical abstract: A new C–C bond formation model based on the quantum chemical topology of electron density

Back to tab navigation

Publication details

The article was received on 08 May 2014, accepted on 02 Jul 2014 and first published on 08 Jul 2014


Article type: Review Article
DOI: 10.1039/C4RA04280H
Citation: RSC Adv., 2014,4, 32415-32428
  • Open access: Creative Commons BY license
  •   Request permissions

    A new C–C bond formation model based on the quantum chemical topology of electron density

    L. R. Domingo, RSC Adv., 2014, 4, 32415
    DOI: 10.1039/C4RA04280H

    This article is licensed under a Creative Commons Attribution 3.0 Unported Licence. Material from this article can be used in other publications provided that the correct acknowledgement is given with the reproduced material.

    Reproduced material should be attributed as follows:

    • For reproduction of material from NJC:
      [Original citation] - Published by The Royal Society of Chemistry (RSC) on behalf of the Centre National de la Recherche Scientifique (CNRS) and the RSC.
    • For reproduction of material from PCCP:
      [Original citation] - Published by the PCCP Owner Societies.
    • For reproduction of material from PPS:
      [Original citation] - Published by The Royal Society of Chemistry (RSC) on behalf of the European Society for Photobiology, the European Photochemistry Association, and RSC.
    • For reproduction of material from all other RSC journals:
      [Original citation] - Published by The Royal Society of Chemistry.

    Information about reproducing material from RSC articles with different licences is available on our Permission Requests page.

Search articles by author

Spotlight

Advertisements