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

Xiao Huang; Li Yang; Rikard Emanuelsson; Jonas Bergquist; Maria Strømme; Martin Sjödin; Adolf Gogoll

doi:10.3762/bjoc.12.265

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

Xiao Huang^*, Li Yang, Rikard Emanuelsson, Jonas Bergquist, Maria Strømme, Martin Sjödin, Adolf Gogoll

^*Corresponding author for this work

Research output: Contribution to journal › Article › peer-review

11 Citations (Scopus)

Abstract

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.

Original language	English
Pages (from-to)	2682-2688
Number of pages	7
Journal	Beilstein Journal of Organic Chemistry
Volume	12
DOIs	https://doi.org/10.3762/bjoc.12.265
Publication status	Published - 2016 Dec 9
Externally published	Yes

Keywords

Electropolymerization
Functional polymers
Polythiophene
Sonogashira coupling
Thiophene

ASJC Scopus subject areas

Organic Chemistry

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10.3762/bjoc.12.265

Cite this

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abstract = "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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year = "2016",

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T1 - A versatile route to polythiophenes with functional pendant groups using alkyne chemistry

AU - Huang, Xiao

AU - Yang, Li

AU - Emanuelsson, Rikard

AU - Bergquist, Jonas

AU - Strømme, Maria

AU - Sjödin, Martin

AU - Gogoll, Adolf

PY - 2016/12/9

Y1 - 2016/12/9

N2 - 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.

AB - 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.

KW - Electropolymerization

KW - Functional polymers

KW - Polythiophene

KW - Sonogashira coupling

KW - Thiophene

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DO - 10.3762/bjoc.12.265

M3 - Article

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JO - Beilstein Journal of Organic Chemistry

JF - Beilstein Journal of Organic Chemistry

ER -

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

Abstract

Keywords

ASJC Scopus subject areas

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