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Controlled Synthesis of Cyclopenta-Fused B2N2-Pyrene and Diazaborepin: Structures and Photophysical Properties
Wenlong Li1, Zhongzan Liu1, Tingting Qin1
1Tianjin Key Laboratory of Organic Solar Cells and Photochemical Conversion, School of Chemistry and Chemical Engineering, Tianjin University of Technology, Tianjin 300384, People's Republic of China.
None:
Cyclopenta-fused B2N2-pyrene (B2N2CP) and diazaborepin (NBNM) have been accomplished from a common bi-indole precursor in three steps. Borylative cyclization of bi-indoles with 2.0 equiv of BCl3 afforded NBNM as the major product, whereas increasing the amount of BCl3 to 3.0 equiv delivered B2N2CP as the major product. Both B2N2CP and NBNM are highly emissive in solution. B2N2CP emits in the deep-blue region, while NBNM emits in the blue-to-green region. Moreover, we found that fluoride anion addition to the solution of B2N2CP and NBNM led to a great change in their absorption and emission spectra.
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