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

Research output: Contribution to journalArticlepeer-review

57 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. © 2006 Elsevier Ltd. All rights reserved.
Original languageEnglish (US)
Pages (from-to)5143-5146
Number of pages4
JournalTetrahedron Letters
Volume47
Issue number29
DOIs
StatePublished - Jul 17 2006
Externally publishedYes

ASJC Scopus subject areas

  • Biochemistry
  • Organic Chemistry
  • Drug Discovery

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