Palladium‐Catalyzed Two‐fold Annulation Reaction of 2,6‐Dihalogenobiphenyls with o‐Chloroaromatic Carboxylic Acids to Access (Aza)dibenzo[fg,op]tetracenes

Abstract A palladium‐catalyzed two‐fold annulation reaction of 2,6‐dihalogenobiphenyls with o ‐chloroaromatic carboxylic acids has been developed. This method enables the synthesis of various dibenzo[ fg,op ]tetracenes and azadibenzo[ fg,op ]tetracenes. Preliminary investigations indicate that the resulting product, dimethyl 5,6,12,13‐tetrakis(hexyloxy)dibenzo[ fg,op ]tetracene‐2,9‐dicarboxylate, demonstrates favorable liquid‐crystalline properties.