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A modular procedure for the synthesis of functionalised b-substituted terthiophene monomers for conducting polymer applications

Journal Article


Abstract


  • An efficient modular strategy has been developed for the synthesis of b-functionalised terthiophene monomers using Suzuki-Miyaura and Wittig/Horner-Emmons chemistries. This paper discusses the problems encountered with converting the b-terthiophene aldehyde building block to the b-terthiophene phosphonium salt and the use of this material in a Wittig condensation. An improved strategy using the b-terthiophene phosphonate building block constructed via Suzuki-Miyaura coupling protocols was developed. We have synthesized and characterised a broad range of functionalised terthiophene materials that have been designed for specific end-use applications. The availability of these building blocks has dramatically increased access to a range of key monomers. [on SciFinder (R)]

Authors


  •   Collis, G (external author)
  •   Burrell, A K (external author)
  •   Blandford, Esther J (external author)
  •   Officer, David L.

Publication Date


  • 2007

Citation


  • Collis, G., Burrell, A., Blandford, E. & Officer, D. L. (2007). A modular procedure for the synthesis of functionalised b-substituted terthiophene monomers for conducting polymer applications. Tetrahedron, 63 (45), 11141-11152.

Scopus Eid


  • 2-s2.0-34848892747

Number Of Pages


  • 11

Start Page


  • 11141

End Page


  • 11152

Volume


  • 63

Issue


  • 45

Abstract


  • An efficient modular strategy has been developed for the synthesis of b-functionalised terthiophene monomers using Suzuki-Miyaura and Wittig/Horner-Emmons chemistries. This paper discusses the problems encountered with converting the b-terthiophene aldehyde building block to the b-terthiophene phosphonium salt and the use of this material in a Wittig condensation. An improved strategy using the b-terthiophene phosphonate building block constructed via Suzuki-Miyaura coupling protocols was developed. We have synthesized and characterised a broad range of functionalised terthiophene materials that have been designed for specific end-use applications. The availability of these building blocks has dramatically increased access to a range of key monomers. [on SciFinder (R)]

Authors


  •   Collis, G (external author)
  •   Burrell, A K (external author)
  •   Blandford, Esther J (external author)
  •   Officer, David L.

Publication Date


  • 2007

Citation


  • Collis, G., Burrell, A., Blandford, E. & Officer, D. L. (2007). A modular procedure for the synthesis of functionalised b-substituted terthiophene monomers for conducting polymer applications. Tetrahedron, 63 (45), 11141-11152.

Scopus Eid


  • 2-s2.0-34848892747

Number Of Pages


  • 11

Start Page


  • 11141

End Page


  • 11152

Volume


  • 63

Issue


  • 45