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A versatile route to polythiophenes with functional pendant groups using alkyne chemistry
Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Chemistry - BMC, Organic Chemistry.
Uppsala University, Disciplinary Domain of Science and Technology, Technology, Department of Engineering Sciences, Nanotechnology and Functional Materials.
Uppsala University, Disciplinary Domain of Science and Technology, Technology, Department of Engineering Sciences, Nanotechnology and Functional Materials.
Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Physical and Analytical Chemistry, Analytical Chemistry.
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2016 (English)In: Beilstein Journal of Organic Chemistry, ISSN 2195-951X, E-ISSN 1860-5397, Vol. 12, 2682-2688 p.Article in journal (Refereed) Published
Abstract [en]

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.

Place, publisher, year, edition, pages
2016. Vol. 12, 2682-2688 p.
Keyword [en]
electropolymerization, functional polymers, polythiophene, Sonogashira coupling, thiophene
National Category
Nano Technology
Research subject
Engineering Science with specialization in Nanotechnology and Functional Materials
Identifiers
URN: urn:nbn:se:uu:diva-310098DOI: 10.3762/bjoc.12.265ISI: 000391506600001OAI: oai:DiVA.org:uu-310098DiVA: diva2:1054890
Funder
Swedish Research Council, VR 621-2011-4423 2015-4870Swedish Foundation for Strategic Research Swedish Energy Agency
Available from: 2016-12-09 Created: 2016-12-09 Last updated: 2017-11-23Bibliographically approved
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Huang, XiaoYang, LiEmanuelsson, RikardBergquist, JonasStrømme, MariaSjödin, MartinGogoll, Adolf

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