Issue 45, 2012
From the journal:

Chemical Communications

Angular-shaped naphthodifurans, naphtho[1,2-b;5,6-b′]- and naphtho[2,1-b;6,5-b′]-difuran: are they isoelectronic with chrysene?†‡

Masahiro Nakano,§a   Shoji Shinamura,§a   Yoshinobu Houchin,a   Itaru Osaka,a   Eigo Miyazakia  and  Kazuo Takimiya*a  

* Corresponding authors

a Department of Applied Chemistry, Graduate School of Engineering, Hiroshima University, Higashi-Hiroshima 739-8527, Japan
E-mail: ktakimi@hiroshima-u.ac.jp
Fax: +81-82-424-5494
Tel: +81-82-424-7734

Abstract

Although angular-shaped naphthodifurans, naphtho[1,2-b;5,6-b′]- and naphtho[2,1-b;6,5-b′]-difuran, are formally isoelectronic with chrysene as their thiophene counterparts, naphtho[1,2-b;5,6-b′]- and naphtho[2,1-b;6,5-b′]-dithiophene, the HOMO energy level of naphthodifurans is much higher than those of naphthodithiophenes and chrysene. The difference in electronic structure in the ground state can be explained by distinct electronic perturbation from the outermost aromatic rings.

Graphical abstract: Angular-shaped naphthodifurans, naphtho[1,2-b;5,6-b′]- and naphtho[2,1-b;6,5-b′]-difuran: are they isoelectronic with chrysene?

  • This article is part of the themed collection: Aromaticity
About
Cited by
Related
Download options Please wait...

Supplementary files

Article information

DOI
https://doi.org/10.1039/C2CC31546G
Article type
Communication
Submitted
29 Yan 2012
Accepted
16 Dzi 2012
First published
17 Dzi 2012

Chem. Commun., 2012,48, 5671-5673

Permissions

Request permissions

Angular-shaped naphthodifurans, naphtho[1,2-b;5,6-b′]- and naphtho[2,1-b;6,5-b′]-difuran: are they isoelectronic with chrysene?

M. Nakano, S. Shinamura, Y. Houchin, I. Osaka, E. Miyazaki and K. Takimiya, Chem. Commun., 2012, 48, 5671 DOI: 10.1039/C2CC31546G

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