Synthesis and electropolymerization of a series of 2,2′-(ortho-carboranyl)bisthiophenes

Abstract : A series of 5,5′-functionalized 2,2′-(ortho-carboranyl)bisthiophene with bromo, vinyl, trimethylsilylethyne, N-methylpyrrole or thienyl groups was synthesized and all compounds were characterized by NMR, MS, and X-ray analysis. Electrochemical characterizations of 12a,b and 13a,b were conducted, and the di(thienyl-N-methylpyrrole)-o-carborane 12a and di(bisthienyl)-o-carborane 12b were successfully electropolymerized on a suitable anode to produce the corresponding conducting polymers. DFT calculations are consistent with the electrochemical data.
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Ning Zhao, Bruno Fabre, Petia Bobadova-Parvanova, Frank R. Fronczek, M. Graça H. Vicente. Synthesis and electropolymerization of a series of 2,2′-(ortho-carboranyl)bisthiophenes. Journal of Organometallic Chemistry, Elsevier, 2017, 828, pp.157-165. ⟨10.1016/j.jorganchem.2016.11.029⟩. ⟨hal-01443975⟩

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