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Undecabenzo[7]superhelicene: A Helical Nanographene Ribbon as a Circularly Polarized Luminescence Emitter
Author(s) -
Cruz Carlos M.,
CastroFernández Silvia,
Maçôas Ermelinda,
Cuerva Juan M.,
Campaña Araceli G.
Publication year - 2018
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201808178
Subject(s) - enantiopure drug , ribbon , helicene , materials science , luminescence , absorption (acoustics) , planar , common emitter , molecular physics , crystallography , optoelectronics , chemistry , molecule , computer graphics (images) , organic chemistry , computer science , composite material , enantioselective synthesis , catalysis , biochemistry
The synthesis and characterization of an enantiopure superhelicene nanographene is reported in which two saddle‐shaped and one planar hexabenzocoronene (HBC) units are arranged in a helicoidal shape to form an undecabenzo[7]carbohelicene. The described compound is the first fully π‐extended [7]helicene. Racemic resolution of the helical nanographene permitted analysis of the chiroptical properties and revealed dissymmetry factors in the range of 2×10 −3 both in the absorption and in the emission measurements. Remarkably, non‐linear photophysical analysis demonstrated a two‐photon absorption cross‐section of 870 GM at 800 nm and a perfect overlap between linear, non‐linear, and chiral emissions.