Reliable suzuki chemistry for functionalised polythiophene synthesis

Simon J. Higgins, Iain Liversedge, Samer Badriya, Martin Heeney, Mark Giles, Lain McCulloch

Research output: Chapter in Book/Report/Conference proceedingConference contributionpeer-review

Abstract

Until recently, the synthesis of polythiophenes using Suzuki chemistry has proven difficult because of the ready protodeborylation of thiophene boronates. However, we now report that the new generation of bulky, electron-rich Pd(O)-phosphane catalysts are effective and reliable for the preparation of regioregular polyalkylthiophenes using Suzuki coupling. Moreover, the monomers can be prepared in high yield by Ir-catalysed borylation, without the need for strong organolithium bases, making this potentially a highly functional group-tolerant approach to polyalkylthiophene derivatives. Perfluoroalkylthiophenes also undergo this reaction.

Original languageEnglish (US)
Title of host publicationMaterials Research Society Symposium Proceedings - Organic Thin-Film Electronics- Materials, Processes, and Applications
PublisherMaterials Research Society
Pages1-6
Number of pages6
ISBN (Print)9781605604367
DOIs
StatePublished - 2007
Externally publishedYes
EventOrganic Thin-Film Electronics- Materials, Processes, and Applications - 2007 MRS Spring Meeting - San Francisco, CA, United States
Duration: Apr 9 2007Apr 13 2007

Publication series

NameMaterials Research Society Symposium Proceedings
Volume1003
ISSN (Print)0272-9172

Other

OtherOrganic Thin-Film Electronics- Materials, Processes, and Applications - 2007 MRS Spring Meeting
Country/TerritoryUnited States
CitySan Francisco, CA
Period04/9/0704/13/07

ASJC Scopus subject areas

  • General Materials Science
  • Condensed Matter Physics
  • Mechanics of Materials
  • Mechanical Engineering

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