A versatile route to polythiophenes with functional pendant groups using alkyne chemistry

A new versatile polythiophene building block, 3-(3,4-ethylenedioxythiophene)prop-1-yne (pyEDOT) (3), is prepared from glycidol in four steps in 28% overall yield. pyEDOT features an ethynyl group on its ethylenedioxy bridge, allowing further functionalization by alkyne chemistry. Its usefulness is d...

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Detalles Bibliográficos
Autores principales: Huang, Xiao, Yang, Li, Emanuelsson, Rikard, Bergquist, Jonas, Strømme, Maria, Sjödin, Martin, Gogoll, Adolf
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Beilstein-Institut 2016
Materias:
Full Research Paper
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5238539/
https://www.ncbi.nlm.nih.gov/pubmed/28144339
http://dx.doi.org/10.3762/bjoc.12.265
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author Huang, Xiao
Yang, Li
Emanuelsson, Rikard
Bergquist, Jonas
Strømme, Maria
Sjödin, Martin
Gogoll, Adolf
author_facet Huang, Xiao
Yang, Li
Emanuelsson, Rikard
Bergquist, Jonas
Strømme, Maria
Sjödin, Martin
Gogoll, Adolf
author_sort Huang, Xiao
collection PubMed
description A new versatile polythiophene building block, 3-(3,4-ethylenedioxythiophene)prop-1-yne (pyEDOT) (3), is prepared from glycidol in four steps in 28% overall yield. pyEDOT features an ethynyl group on its ethylenedioxy bridge, allowing further functionalization by alkyne chemistry. Its usefulness is demonstrated by a series of functionalized polythiophene derivatives that were obtained by pre- and post-electropolymerization transformations, provided by the synthetic ease of the Sonogashira coupling and click chemistry.
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spelling pubmed-52385392017-01-31 A versatile route to polythiophenes with functional pendant groups using alkyne chemistry Huang, Xiao Yang, Li Emanuelsson, Rikard Bergquist, Jonas Strømme, Maria Sjödin, Martin Gogoll, Adolf Beilstein J Org Chem Full Research Paper A new versatile polythiophene building block, 3-(3,4-ethylenedioxythiophene)prop-1-yne (pyEDOT) (3), is prepared from glycidol in four steps in 28% overall yield. pyEDOT features an ethynyl group on its ethylenedioxy bridge, allowing further functionalization by alkyne chemistry. Its usefulness is demonstrated by a series of functionalized polythiophene derivatives that were obtained by pre- and post-electropolymerization transformations, provided by the synthetic ease of the Sonogashira coupling and click chemistry. Beilstein-Institut 2016-12-09 /pmc/articles/PMC5238539/ /pubmed/28144339 http://dx.doi.org/10.3762/bjoc.12.265 Text en Copyright © 2016, Huang et al. https://creativecommons.org/licenses/by/4.0https://www.beilstein-journals.org/bjoc/termsThis is an Open Access article under the terms of the Creative Commons Attribution License (https://creativecommons.org/licenses/by/4.0), which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. The license is subject to the Beilstein Journal of Organic Chemistry terms and conditions: (https://www.beilstein-journals.org/bjoc/terms)
spellingShingle Full Research Paper
Huang, Xiao
Yang, Li
Emanuelsson, Rikard
Bergquist, Jonas
Strømme, Maria
Sjödin, Martin
Gogoll, Adolf
A versatile route to polythiophenes with functional pendant groups using alkyne chemistry
title A versatile route to polythiophenes with functional pendant groups using alkyne chemistry
title_full A versatile route to polythiophenes with functional pendant groups using alkyne chemistry
title_fullStr A versatile route to polythiophenes with functional pendant groups using alkyne chemistry
title_full_unstemmed A versatile route to polythiophenes with functional pendant groups using alkyne chemistry
title_short A versatile route to polythiophenes with functional pendant groups using alkyne chemistry
title_sort versatile route to polythiophenes with functional pendant groups using alkyne chemistry
topic Full Research Paper
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5238539/
https://www.ncbi.nlm.nih.gov/pubmed/28144339
http://dx.doi.org/10.3762/bjoc.12.265
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