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Functionalized cationic [4]helicenes with unique tuning of absorption, fluorescence and chiroptical properties up to
I Hernández Delgado1, S Pascal1, A Wallabregue1
1Department of Organic Chemistry , University of Geneva , Quai Ernest Ansermet 30 , CH-1211 Geneva 4 , Switzerland.
Abstract:
Unprecedented regioselective post-functionalization of racemic and enantiopure cationic diaza [4]helicenes is afforded. The peripheral auxochrome substituents allow a general tuning of the electrochemical, photophysical and chiroptical properties of the helical dyes (26 examples). For instance, electronic absorption and circular dichroism are modulated from the orange to near-infrared spectral range (575-750 nm), fluorescence quantum efficiency is enhanced up to 0.55 (631 nm) and circularly polarized luminescence is recorded in the red (|glum| ∼ 10-3).
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