Jump to main content
Jump to site search

Issue 42, 2017
Previous Article Next Article

The electron density of delocalized bonds (EDDB) applied for quantifying aromaticity

Author affiliations

Abstract

In this study the recently developed electron density of delocalized bonds (EDDB) is used to define a new measure of aromaticity in molecular rings. The relationships between bond-length alternation, electron delocalization and diatropicity of the induced ring current are investigated for a test set of representative molecular rings by means of correlation and principal component analyses involving the most popular aromaticity descriptors based on structural, electronic, and magnetic criteria. Additionally, a qualitative comparison is made between EDDB and the magnetically induced ring-current density maps from the ipsocentric approach for a series of linear acenes. Special emphasis is given to the comparative study of the description of cyclic delocalization of electrons in a wide range of organic aromatics in terms of the kekulean multicenter index KMCI and the newly proposed EDDBk index.

Graphical abstract: The electron density of delocalized bonds (EDDB) applied for quantifying aromaticity

Back to tab navigation

Supplementary files

Publication details

The article was received on 07 Sep 2017, accepted on 14 Oct 2017 and first published on 17 Oct 2017


Article type: Paper
DOI: 10.1039/C7CP06114E
Citation: Phys. Chem. Chem. Phys., 2017,19, 28970-28981
  • Open access: Creative Commons BY-NC license
  •   Request permissions

    The electron density of delocalized bonds (EDDB) applied for quantifying aromaticity

    D. W. Szczepanik, M. Andrzejak, J. Dominikowska, B. Pawełek, T. M. Krygowski, H. Szatylowicz and M. Solà, Phys. Chem. Chem. Phys., 2017, 19, 28970
    DOI: 10.1039/C7CP06114E

    This article is licensed under a Creative Commons Attribution-NonCommercial 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 and it is not used for commercial purposes.

    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