Formal preparation of regioregular and alternating thiophene–thiophene copolymers bearing different substituents

• Atsunori Mori,
• Keisuke Fujita,
• Chihiro Kubota,
• Toyoko Suzuki,
• Kentaro Okano,
• Takuya Matsumoto,
• Takashi Nishino and
• Masaki Horie

Beilstein J. Org. Chem. 2020, 16, 317–324, doi:10.3762/bjoc.16.31

• copolymer; nickel(II) catalyst; oligosiloxane; regioregular polythiophene; solubility; Introduction Polythiophenes attract much attention in materials science because of their extended π-conjugation, which is applied for a wide range of electronic materials. In particular, the regioregular polymers with a

• to afford the regioregular polythiophene in which 2,5-dihalo-3-substituted thiophene 1 is employed as a monomer precursor, converting to the corresponding organometallic monomer by a halogen−magnesium exchange reaction with a Grignard reagent. The employment of 1 leading to polythiophene has been

• '-position, respectively. Although the polymerization took place in moderate yield (34%), the formation of hardly soluble precipitates was observed during the reaction, and the thus obtained solid was found to fail to dissolve in any organic solvent. As previously reported for the regioregular polythiophene