The Journal of organic chemistry

3-Fluoro-4-hexylthiophene as a Building Block for Tuning the Electronic Properties of Conjugated Polythiophenes

F Gohier, P Frère, J Roncali

Index: Gohier, Frederic; Frere, Pierre; Roncali, Jean Journal of Organic Chemistry, 2013 , vol. 78, # 4 p. 1497 - 1503

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Citation Number: 24

Abstract

3-Fluoro-4-hexylthiophene has been prepared by a synthetic route involving perbromination of 3-hexylthiophene followed by protection of the 2-and 5-positions of thiophene by trimethylsilyl groups and bromine/fluorine exchange. As expected, 3-hexyl-4- fluorothiophene oxidizes at a higher potential than 3-hexylthiophene; however, all attempts to electropolymerize this new thiophenic monomer have remained unsuccessful. Three ...