Plasser_ejoc.202100352.pdf (3.42 MB)

Visualisation of chemical shielding tensors (VIST) to elucidate aromaticity and antiaromaticity

Download (3.42 MB)
journal contribution
posted on 21.05.2021, 14:36 by Felix Plasser, Florian Glöcklhofer
Aromaticity is a central concept in chemistry, pervading areas from biochemistry to materials science. Recently, chemists also started to exploit intricate phenomena such as the interplay of local and global (anti)aromaticity or aromaticity in non-planar systems and three dimensions. These phenomena pose new challenges in terms of our fundamental understanding and the practical visualisation of aromaticity. To overcome these challenges, a method for the visualisation of chemical shielding tensors (VIST) is developed here that allows for a 3D visualisation with quantitative information about the local variations and anisotropy of the chemical shielding. After exemplifying the method in different planar hydrocarbons, we study two non-planar macrocycles to show the unique benefits of the VIST method for molecules with competing π-conjugated systems and conclude with a norcorrole dimer showing clear evidence of through-space aromaticity. We believe that the VIST method will be a highly valuable addition to the computational toolbox.

Funding

Multielectron photoredox catalysts based on charge accumulation in conjugated macrocycles EP/V048686/1

Austrian Science Fund (FWF) for funding: J4463 (project number)

History

School

  • Science

Department

  • Chemistry

Published in

European Journal of Organic Chemistry

Volume

2021

Issue

17

Pages

2529-2539

Publisher

Wiley

Version

VoR (Version of Record)

Rights holder

© The authors

Publisher statement

This is an Open Access Article. It is published by Wiley under the Creative Commons Attribution 4.0 Unported Licence (CC BY). Full details of this licence are available at: http://creativecommons.org/licenses/by/4.0/

Acceptance date

06/04/2021

Publication date

2021-04-07

Copyright date

2021

ISSN

1434-193X

eISSN

1099-0690

Language

en

Depositor

Dr Felix Plasser. Deposit date: 7 April 2021

Article number

ejoc.202100352

Usage metrics

Loughborough Publications

Licence

Exports