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

作者:Huang Xiao*; Yang Li; Emanuelsson Rikard; Bergquist Jonas; Stromme Maria; Sjodin Martin; Gogoll Adolf*
来源:Beilstein Journal of Organic Chemistry, 2016, 12: 2682-2688.
DOI:10.3762/bjoc.12.265

摘要

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.

  • 出版日期2016-12-9