Abstract

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 NiCl 2 (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.

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