Rh-catalysed direct cyclisation of 1,4-naphthoquinone and 9,10-phenanthraquinone with alkyne: facile access to 1,8-dioxapyrenes and 1,12-dioxaperylenes as orange and red-emitting luminophores

Jing Wang, Dekun Qin, Jingbo Lan, Yangyang Cheng, Shuai Zhang, Qiang Guo, Jie Wu, Di Wu, Jingsong You

Chemical Communications · 2015 · 30 citations · 34 references

Concepts

Abstract

Rh-catalysed direct cyclisation of 1,4-naphthoquinones and 9,10-phenanthraquinones with alkynes has been accomplished for the first time through the C-H activation strategy to forge 1,8-dioxapyrenes and 1,12-dioxaperylenes. Starting from readily available substrates, a variety of dipyran-containing PAHs are obtained in one step and exhibit orange/red-emitting performance, large Stokes shifts and high thermal stability.

References

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