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

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.

SUBMITTER: Huang X

PROVIDER: S-EPMC5238539 | biostudies-literature | 2016

REPOSITORIES: biostudies-literature

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

Huang Xiao X Yang Li L Emanuelsson Rikard R Bergquist Jonas J Strømme Maria M Sjödin Martin M Gogoll Adolf A

Beilstein journal of organic chemistry 20161209

A new versatile polythiophene building block, 3-(3,4-ethylenedioxythiophene)prop-1-yne (pyEDOT) (<b>3</b>), 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 ...[more]

PMID: 28144339

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