Highly contorted superhelicene hits near-infrared circularly polarized luminescence Míguez Lago, Sandra Moreno Cruz, Carlos González Campaña, Araceli Herein we describe a novel superhelicene structure consisting of three hexa-peri-hexabenzocoronene (HBC) units arranged in a helical geometry and creating two carbo[5]helicenes and a carbo[7]helicene. The central HBC bears a tropone moiety, which induces a saddle-helix hybrid geometry into the 3D structure of the prepared nanographene. The introduction of multiple helicenes and the position of the tropone unit trigger near-infrared circularly polarized luminescence (NIR-CPL, up to 850 nm, jglumj ¼ 3.0 10 3) combined with good photoluminescence quantum yields (fF ¼ 0.43) and upconverted emission based on two-photon absorption (TPA). Compared to previously reported superhelicenes of similar size, higher quantum yields, CPL brightness, and red-shifted absorption and emission spectra are achieved. Besides, chiroptical properties of enantiopure thin films were evaluated. These findings place this novel superhelicene as the first NIR-CPL superhelicene ever reported and make it a promising candidate for use as a chiral luminescent material in optoelectronic devices. 2022-09-23T08:36:42Z 2022-09-23T08:36:42Z 2022-07-19 journal article Chem. Sci., 2022,13, 10267-10272. DOI: [10.1039/d2sc03452b] https://hdl.handle.net/10481/76893 10.1039/d2sc03452b eng info:eu-repo/grantAgreement/EC/H2020/677023 http://creativecommons.org/licenses/by-nc/4.0/ open access Atribución-NoComercial 4.0 Internacional Royal Society of Chemistry