Selective Synthesis, Characterization of Isomerically Pure Arylated Benzo[1,2- b:6,5- b ′]dithiophenes by Regioselective Suzuki-Miyaura Reaction and Evaluation of the Catalytic Properties of Nickel versus Palladium Complexes

Article abstract of DOI:10.1055/s-0035-1562538

Selective synthesis of isomerically pure, angular-shaped benzo[1,2-b:6,5-b′]dithiophenes and various aryl-substituted analogues via the regioselective Suzuki-Miyaura cross-coupling reaction is described. The structural assignments of symmetrical and unsymmetrical derivatives of benzodithiophenes and coumarin-type polyheterocycles are based on X-ray crystallography and spectroscopic studies. A comparative study of nickel versus palladium complexes demonstrated that the nickel complex NiCl₂(dppe) is more effective in terms of reactivity and yields than palladium catalysis in the Suzuki-Miyaura cross-coupling of hindered 3,6-dichlorobenzo[1,2-b:6,5-b′]dithiophenes with arylboronic acids.