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Functionalized cationic [4]helicenes with unique tuning of absorption, fluorescence and chiroptical properties up to the far-red range.


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).

SUBMITTER: Delgado IH 

PROVIDER: S-EPMC5772034 | biostudies-literature | 2016 Jul

REPOSITORIES: biostudies-literature

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Functionalized cationic [4]helicenes with unique tuning of absorption, fluorescence and chiroptical properties up to the far-red range.

Delgado I Hernández IH   Pascal S S   Wallabregue A A   Duwald R R   Besnard C C   Guénée L L   Nançoz C C   Vauthey E E   Tovar R C RC   Lunkley J L JL   Muller G G   Lacour J J  

Chemical science 20160408 7


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 pola  ...[more]

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