Synthesis and utility of 3-silylthiophenes having perfluoroalkyl groups

Autor: Yusuke Taniguchi, Ko-Ki Kunimoto, Takahiro Yamaguchi, Mitsunori Honda, Masahito Segi, Tomohiro Hayashi
Rok vydání: 2017
Předmět:
Zdroj: Tetrahedron Letters. 58:4554-4558
ISSN: 0040-4039
DOI: 10.1016/j.tetlet.2017.10.049
Popis: 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.
Databáze: OpenAIRE