Synthesis and Study of Head-to-Tail Regioregular Poly(alkyl thiophene-3-carboxylates­)

Abstract

Regioregular head-to-tail poly(alkyl thiophene-3-carboxylates) have been prepared by very careful formation of the mono-Grignard reagent from alkyl 2,5-dibromothiophene-3-carboxylates (-40 °C, 1 h) followed by nickel-catalyzed polymerization. The spectral properties are reported along with the molecular weights.

Grignard reactions - cross-coupling - regioselectivity - polymers - thiophenes - esters

References

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Although octyl 2-bromothiophene-3-carboxylate and hexyl 2-bromothiophene-3-carboxylate are said to be reported in a reference, [4] the compounds reported are actually octyl 2-bromothiophene-4-carboxylate and hexyl 2-bromothio-phene-4-carboxylate since there is a typographical error in the experimental section of the paper.