Issue 17, 2012
From the journal:

Organic & Biomolecular Chemistry

Synthesis and properties of thienopyrrole based heteroacenes – indolodibenzothienopyrrole and dicarbazolodithienopyrrole†

Ganapathy Balaji,a   Andrea M. Della Pelle,a   Bhooshan C. Popere,a   A. Chandrasekarana  and  S. Thayumanavan*a  

* Corresponding authors

a Department of Chemistry, University of Massachusetts, Amherst, Massachusetts 01003, United States
E-mail: thai@chem.umass.edu

Abstract

We report the syntheses and properties of thienopyrrole based unsymmetrical and extended heteroacenes, which are isoelectronic with heptacene (30π) and nonacene (38π), respectively. Optical and electrochemical properties of these seven and nine rings fused systems are studied. The optoelectronic properties of the syn and anti-isomers of the unsymmetrical heteroacenes are also compared. The influence of the position of the heteroatoms in the fused corona, upon the optical and electrochemical properties, is rationalized based on the contributions from the benzenoid vs. quinonoid-type structures of these molecules.

Graphical abstract: Synthesis and properties of thienopyrrole based heteroacenes – indolodibenzothienopyrrole and dicarbazolodithienopyrrole

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Article information

DOI
https://doi.org/10.1039/C2OB25087J
Article type
Paper
Submitted
12 Jan 2012
Accepted
22 Feb 2012
First published
24 Feb 2012

Org. Biomol. Chem., 2012,10, 3455-3462

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Synthesis and properties of thienopyrrole based heteroacenes – indolodibenzothienopyrrole and dicarbazolodithienopyrrole

G. Balaji, A. M. Della Pelle, B. C. Popere, A. Chandrasekaran and S. Thayumanavan, Org. Biomol. Chem., 2012, 10, 3455 DOI: 10.1039/C2OB25087J

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