Synthesis of Thiophene-Based π-Conjugated Oligomers via Ligand-Enabled Pd-Catalyzed Suzuki-Miyaura Coupling of Haloterthienyls.

A ligand-enabled Pd-catalyzed Suzuki-Miyaura coupling of haloterthienyls for the synthesis of various thiophene-based π-conjugated oligomers including quinquethiophenes is demonstrated. An indolyl phosphine ligand plays an important role in this transformation. Thiopheneboronic acids were well applied, which might open up a window for the application of thiopheneboronic acids in the synthesis of thiophene-based π-conjugated oligomers in materials chemistry.