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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
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.201808178
Subject(s) - helicene , enantiopure drug , ribbon , luminescence , materials science , absorption (acoustics) , planar , crystallography , molecular physics , optoelectronics , chemistry , molecule , organic chemistry , composite material , computer graphics (images) , computer science , enantioselective synthesis , catalysis
Abstract 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.