Faculté des sciences

An iterative strategy for the synthesis of oligothiophenes by catalytic cross-coupling reactions

Pinault, Thomas ; Chérioux, Frédéric ; Therrien, Bruno ; Süss-Fink, Georg

In: Heteroatom Chemistry, 2004, vol. 15, p. 121 - 126

An iterative strategy for the synthesis of new sulfur-functionalized oligothiophenes by Suzuki or Stille cross-coupling reactions was applied to the reaction of 4-bromo-tert-butylphenylthioether with thiophene derivatives. The planarity of the oligothiophenes obtained was confirmed by the single-crystal X-ray structure analysis of 2-(4-tert-butylthiophenyl)thiophene, which shows a potentially... Plus

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    Summary
    An iterative strategy for the synthesis of new sulfur-functionalized oligothiophenes by Suzuki or Stille cross-coupling reactions was applied to the reaction of 4-bromo-tert-butylphenylthioether with thiophene derivatives. The planarity of the oligothiophenes obtained was confirmed by the single-crystal X-ray structure analysis of 2-(4-tert-butylthiophenyl)thiophene, which shows a potentially large electronic conjugation length.