Synthesis and utility of 3-silylthiophenes having perfluoroalkyl groups |
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Authors: | Mitsunori Honda Yusuke Taniguchi Tomohiro Hayashi Ko-Ki Kunimoto Masahito Segi Takahiro Yamaguchi |
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Affiliation: | Division of Material Chemistry, Graduate School of Natural Science and Technology, Kanazawa University, Kakuma-machi, Kanazawa, Ishikawa 920-1192, Japan |
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Abstract: | The synthesis of a novel class of 3-silyl substituted thiophenes possessing perfluoroalkyl groups on the silicon atom was investigated. The treatment of 3-bromothiophene with n-butyllithium followed by the reaction with halosilanes proceeded to afford the corresponding 3-silyl substituted thiophenes 1 in good yields. The chemical polymerization of the resulting 1 did not work well. However, the electropolymerization of 3-silylthiophenes 1a and 1b provided the corresponding polymers 5a and 5b with head-to-tail regioregularity. The cyclic voltammogram of the resulting polymers 5a and 5b indicated both n- and p-doping properties. |
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Keywords: | Corresponding author. |
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