Synthesis of Ladder-Type 9,9′-Bifluorenylidene-Based Conjugated Oligomers via a Pd-Catalyzed Tandem Suzuki Coupling/Heck Cyclization Approach

For new ladder-type oligomers and polymers with versatile and robust synthetic strategies, in this study, four fully conjugated ladder-type overcrowded 9,9′-bifluorenylidene-based compounds and oligomers (BFY1, BFY2, BFY3, and BFY4) were synthesized via a Pd-catalyzed tandem Suzuki coupling/Heck cyclization reaction. By monomer screening and route optimization, the target products were obtained in high yields and characterized by 1H and 13C NMR spectroscopy and high resolution mass spectroscopy.