Suzuki route to regioregular polyalkylthiophenes using Ir-catalysed borylation to make the monomer, and Pd complexes of bulky phosphanes as coupling catalysts for polymerisation

Iain A. Liversedge, Simon J. Higgins*, Mark Giles, Martin Heeney, Iain Mcculloch

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

49 Scopus citations

Abstract

We have applied palladium complexes of bulky, electron-rich phosphane ligands as catalysts for the Suzuki synthesis of highly head-to-tail regioregular polyalkylthiophenes from 2-(5-bromo-4-n-alkyl-thiophen-2-yl)-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane. The monomer can be prepared in high yield by Ir-catalysed borylation of 2-bromo-3-hexylthiophene, without the need for organolithium reagents or strong bases.

Original languageEnglish (US)
Pages (from-to)5143-5146
Number of pages4
JournalTetrahedron Letters
Volume47
Issue number29
DOIs
StatePublished - Jul 17 2006

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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