Carbazole-Based Boron Dipyrromethenes (BODIPYs): Facile Synthesis, Structures, and Fine-Tunable Optical Properties

• DOI: 10.1021/acs.orglett.5b01363
• Publication Date: 2015-06-08T17:22:44Z
• Authors: Chihiro Maeda; Takumi Todaka; Tadashi Ema
• Keywords: 01 natural sciences; 3. Good health; 0104 chemical sciences

Carbazole-based BODIPYs were synthesized in three steps using an organometallic approach consisting of sequential Ir-catalyzed borylation, Suzuki-Miyaura coupling, and boron complexation. Various substituents were introduced into the carbazole moiety, and large substituent effects were confirmed by means of absorption spectroscopy, cyclic voltammetry, and DFT calculations. Dibenzocarbazoles were also converted into the corresponding BODIPYs.