19. Chao-Jing Sun, Nan Wang, Tai Peng, Xiaodong Yin, Suning Wang, and Pangkuan Chen*,BN-Functionalized Benzotrithiophene-Based Azaborines: Synthesis, Structures, and Anion Binding Properties, Inorganic Chemistry 2019 58 (6), 3591-3595 DOI: 10.1021/acs.inorgchem.8b03579



Abstract: Facile synthesis of BN-functionalized azaborines (4a4c) was accomplished via Suzuki coupling reactions followed by the electrophilic C–H borylation of benzotrithiophene (BTT). The core structure of BTT enables multiple modifications at the three thiophene rings. Molecular structures of 4a4c were confirmed by NMR, high-resolution mass spectrometry, and X-ray crystallographic analysis. Their electronic properties were also examined through photophysical and electrochemical measurements as well as density functional theory computations. The red-shifted absorption and emission of these molecules were demonstrated upon fluoride titration in response to anion binding, leading to a remarkable decrease of the oxidation potential in the electrochemical differential pulse voltammetry scans. This work may provide a new pathway to robust redox-active materials for catalytic applications.