Synthesis of 1,3-Dithienylbenzo[c]thiophene

Fused-ring thiophenes, such as benzo[c]thiophene (or isothianaphthene) derivatives have attractive electric and optical properties and can be used as monomers to build low-bandgap polymers. Benzo[c]thiophene compounds are relatively unstable and their synthesis is often laborious. The stability can...

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Bibliographic Details
Main Author: Mendes, Paulo J. (author)
Other Authors: Silva, Tiago J. L. (author), Tomaz, Ana Isabel (author), Garcia, M. Helena (author)
Format: bookPart
Language:eng
Published: 2017
Subjects:
Online Access:http://hdl.handle.net/10174/20915
Country:Portugal
Oai:oai:dspace.uevora.pt:10174/20915
Description
Summary:Fused-ring thiophenes, such as benzo[c]thiophene (or isothianaphthene) derivatives have attractive electric and optical properties and can be used as monomers to build low-bandgap polymers. Benzo[c]thiophene compounds are relatively unstable and their synthesis is often laborious. The stability can be improved by the presence of aromatic heterocycles in 1 and 3 positions. For example, 1,3-dithienylbenzo[c]thiophene has been studied due to its interesting electro-optical properties.This experiment proposes the synthesis of 1,3-dithienobenzo[c]thiophene by ring closure of an o-diketone. The procedure involves three high yielding steps with minimum puri- fication procedures.