3 years ago

[n]Cyclo-3,6-phenanthrenylenes: Synthesis, Structure, and Fluorescence

[n]Cyclo-3,6-phenanthrenylenes: Synthesis, Structure, and Fluorescence
Hiroyuki Isobe, Sota Sato, Koki Ikemoto, Yi Tian
Five congeners of [n]cyclo-3,6-phenanthrenylene with 3, 4, 5, 7, and 8 panels were obtained from one-pot macrocyclization of dibromophenanthrene, and their crystal structures with diverse molecular shapes were revealed by X-ray crystallography. The compounds, except the four-panel congener, were highly fluorescent in solution, with quantum yields up to 85 %. The least fluorescent four-panel congener showed the smallest change in its absorption spectrum from that of monomeric phenanthrene, which provided an interesting structure–activity relationship for fluorescent macrocycles to guide future studies. Highly cyclic: Five congeners of [n]cyclo-3,6-phenanthrenylene with 3, 4, 5, 7, and 8 panels were obtained from a one-pot macrocyclization of dibromophenanthrene, and their crystal structures with diverse molecular shapes were revealed by X-ray crystallography. The compounds, except the four-panel congener, were highly fluorescent in solution with quantum yields up to 85 %.

Publisher URL: http://onlinelibrary.wiley.com/resolve/doi

DOI: 10.1002/asia.201700563

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