1. Synthesis, Structure, and Properties of Near-Infrared [ b]Phenanthrene-Fused BF2 Azadipyrromethenes.
- Author
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Cui, Jiuen, Sheng, Wanle, Wu, Qinghua, Yu, Changjiang, Hao, Erhong, Bobadova ‐ Parvanova, Petia, Storer, Marie, Asiri, Abdullah M., Marwani, Hadi M., and Jiao, Lijuan
- Subjects
PHENANTHRENE synthesis ,CHEMICAL synthesis ,CHEMICAL precursors ,PALLADIUM ,SUZUKI reaction - Abstract
A new class of phenanthrene-fused BF
2 azadipyrromethene (azaBODIPY) dyes have been synthesized through a tandem Suzuki reaction and oxidative ring-fusion reaction, or a palladium-catalyzed intramolecular C−H activation reaction. These phenanthrene-fused azaBODIPY dyes are highly photostable and display markedly redshifted absorption (up to λ=771 nm) and emission bands ( λ≈800 nm) in the near-infrared region. DFT calculations and cyclic voltammetry studies indicate that, upon annulation, more pronounced stabilization of the LUMO is the origin of the bathochromic shift of the absorption and high photostability. [ABSTRACT FROM AUTHOR]- Published
- 2017
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