Bis-4-aza[6]helicene: A Bis-helicenic 2,2′-Bipyridine with Chemically Triggered Chiroptical Switching Activity

Helena Isla, Nidal Saleh, Jiangkun Ouyang, Kais Dhbaibi, Marion Jean, Magdalena Dziurka, Ludovic Favereau, Nicolas Vanthuyne, Bassem Jamoussi, Monika Srebro‐Hooper,

The Journal of Organic Chemistry · 2019 · 69 citations · 43 references

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Abstract

A novel enantiopure bis-helicenic 2,2′-bipyridine system was prepared using a Negishi coupling. Thanks to the bipyridine unit, the coordination with ZnII and protonation processes were studied, revealing efficient tuning of photophysical (UV/visible and emission) and chiroptical properties (electronic circular dichroism and circularly polarized emission) of the system. The coordination/decoordination and protonation/deprotonation processes appeared reversible, thus constituting novel chiroptical switches.

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