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

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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… Click to show full abstract

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.

Keywords: series ortho; electropolymerization series; carboranyl bisthiophenes; series; synthesis electropolymerization; ortho carboranyl

Journal Title: Journal of Organometallic Chemistry
Year Published: 2017

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