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DOI: 10.1055/a-1972-5895
Broadly Applicable Synthesis of Heteroarylated Dithieno[3,2-b:2′,3′-d]pyrroles for Advanced Organic Materials – Part 1: Conducting Electropolymers
Abstract
Herein, a novel and versatile method for the synthesis of N-heteroarylated dithieno[3,2-b:2,3′-d]pyrroles (DTPs) is reported. By microwave-assisted Cu-catalyzed coupling of parent H-DTP 1 with 5- and 6-membered heteroaromatic halides, a variety of novel N-functionalized DTPs were obtained. Supported by quantum chemical calculations and X-ray structure analysis, structural and optoelectronic properties of the π-conjugated systems were investigated and led to valuable structure–property relationships. Selected derivatives were electropolymerized to corresponding conducting DTP polymers.
Key words
organic materials - conjugated molecules - dithienopyrrole - Cu-catalyzed C – N coupling - optoelectronic properties - quantum chemical calculations - electropolymerization - poly(dithienopyrrole)Publikationsverlauf
Eingereicht: 12. August 2022
Angenommen nach Revision: 27. Oktober 2022
Accepted Manuscript online:
04. November 2022
Artikel online veröffentlicht:
27. Januar 2023
© 2023. The authors. This is an open access article published by Thieme under the terms of the Creative Commons Attribution-NonDerivative-NonCommercial License, permitting copying and reproduction so long as the original work is given appropriate credit. Contents may not be used for commercial purposes, or adapted, remixed, transformed or built upon. (https://creativecommons.org/licenses/by-nc-nd/4.0/)
Georg Thieme Verlag KG
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