Synthesis of Aromatic Imide Tetramers Relevant to Organic Electronics by Direct (Hetero)Arylation

We report six tetrameric compounds synthesized via direct (hetero)arylation methods based on phthalimide, naphthalimide, and perylene diimide end groups with fused thiophene cores. Substitution at both the 2 and 3 positions of the thiophene building blocks is achieved using a standard set of reaction conditions. Each tetramer is fully characterized and analyzed using H-1 and C-13 NMR spectroscopy, elemental analysis, cyclic voltammetry, and optical absorption and emission spectroscopy. This work demonstrates an efficient method for synthesizing complex tetrameric materials for organic electronic applications.