Synthesis of thiophene oligomers via organotin compounds

Samir A. Al-Taweel, Hassan F. Al-Saraierh

Research output: Contribution to journalArticlepeer-review

4 Scopus citations

Abstract

A versatile synthetic route involving the use of organotin compounds has been applied for the preparation of functionalized oligothiophenes. Substituted bithiophenes have been synthesized via the coupling reaction of 2-bromothiophenes with 3-trimethylstannylthiophene. The latter reagent couples with bromoaromatics, bromoheteroaromatics and 2,5-dibromothiophenes to give the corresponding 3-arylthiophenes, 3-heteroarylthiophenes and terthiophenes, respectively. 2-Trimethylstannylthiophene couples with 2,5-dibromo-3-arylthi ophenes to give 3-aryl-α-terthiophenes. The structures of the new compounds were confirmed by elemental analysis, mass spectrometry, 1H- and 13C-NMR spectral data.

Original languageBritish English
Pages (from-to)47-57
Number of pages11
JournalPhosphorus, Sulfur and Silicon and Related Elements
Volume155
DOIs
StatePublished - 1999

Keywords

  • 3-trimethylstannylthiophene
  • 3′-aryl-α-terthiophene
  • Functionalized bithiophene
  • Synthesis

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