Issue 17, 2016

Perimeter ring currents in benzenoids from Pauling bond orders

Abstract

It is shown that the ring currents in perimeter hexagonal rings of Kekulean benzenoids, as estimated within the Randić conjugated-circuit model, can be calculated directly without tedious pairwise comparison of Kekulé structures or Kekulé counting for cycle-deleted subgraphs. Required are only the Pauling bond orders of perimeter bonds and the number of Kekulé structures of the benzenoid, both readily available from the adjacency matrix of the carbon skeleton. This approach provides easy calculation of complete current maps for benzenoids in which every face has at least one bond on the perimeter (as in the example of cata-condensed benzenoids), and allows qualitative evaluation of the main ring-current contributions to 1H chemical shifts in general benzenoids. A combined Randić–Pauling model for correlation of ring current and bond length through bond order is derived and shown to be consistent with resilience of current under bond alternation.

Graphical abstract: Perimeter ring currents in benzenoids from Pauling bond orders

Article information

Article type
Paper
Submitted
15 11 2015
Accepted
06 1 2016
First published
06 1 2016

Phys. Chem. Chem. Phys., 2016,18, 11756-11764

Author version available

Perimeter ring currents in benzenoids from Pauling bond orders

P. W. Fowler, W. Myrvold, D. Jenkinson and W. H. Bird, Phys. Chem. Chem. Phys., 2016, 18, 11756 DOI: 10.1039/C5CP07000G

To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Read more about how to correctly acknowledge RSC content.

Social activity

Spotlight

Advertisements