3 years ago

[a]-Phenanthrene-Fused BF2 Azadipyrromethene (AzaBODIPY) Dyes as Bright Near-Infrared Fluorophores

[a]-Phenanthrene-Fused BF2 Azadipyrromethene (AzaBODIPY) Dyes as Bright Near-Infrared Fluorophores
Zheng Ruan, Jiuen Cui, Wanle Sheng, Lijuan Jiao, Erhong Hao, Yun Wei, Changjiang Yu, Lifeng Yan, Qinghua Wu
A new substitution pattern of BF2 azadipyrromethene (azaBODIPY) dyes was obtained by phenanthrene fusion through a key palladium-catalyzed intramolecular C–H activation reaction. These [a]-phenanthrene-fused azaBODIPYs have a near planar structure of the phenanthrene-fused azadipyrromethene core in the crystalline state. The chromophore absorbs (log ε > 5) and fluoresces (ϕ = 0.32–0.38) strongly above 700 nm with excellent photostability and may be used as an attractive bright NIR bioimaging agent.

Publisher URL: http://dx.doi.org/10.1021/acs.joc.7b01803

DOI: 10.1021/acs.joc.7b01803

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