Issue 3, 2015

An ambient stable core-substituted perylene bisimide dianion: isolation and single crystal structure analysis

Abstract

Here we report the first example of an isolable, ambient stable perylene bisimide (PBI) dianion which was synthesized by catalytic reduction of a highly electron deficient PBI derivative. The remarkable stability of this unprecedented dianion in air for months facilitated its complete characterization by different methods, including single crystal X-ray analysis. Furthermore, solvent dependent cyclic and square wave voltammetry studies revealed that the formation of PBI dianions is preferred in more polar solvents, whereas the generation of PBI radical anions should be favoured in less polar solvents.

Graphical abstract: An ambient stable core-substituted perylene bisimide dianion: isolation and single crystal structure analysis

Supplementary files

Article information

Article type
Edge Article
Submitted
26 Nov 2014
Accepted
29 Dec 2014
First published
16 Jan 2015
This article is Open Access

All publication charges for this article have been paid for by the Royal Society of Chemistry
Creative Commons BY license

Chem. Sci., 2015,6, 1663-1667

An ambient stable core-substituted perylene bisimide dianion: isolation and single crystal structure analysis

S. Seifert, D. Schmidt and F. Würthner, Chem. Sci., 2015, 6, 1663 DOI: 10.1039/C4SC03671A

This article is licensed under a Creative Commons Attribution 3.0 Unported Licence. You can use material from this article in other publications without requesting further permissions from the RSC, provided that the correct acknowledgement is given.

Read more about how to correctly acknowledge RSC content.

Social activity

Spotlight

Advertisements