Issue 35, 2022

Highly contorted superhelicene hits near-infrared circularly polarized luminescence

Abstract

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, |glum| = 3.0 × 10−3) combined with good photoluminescence quantum yields (ϕF = 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.

Graphical abstract: Highly contorted superhelicene hits near-infrared circularly polarized luminescence

Supplementary files

Article information

Article type
Edge Article
Submitted
20 Jun 2022
Accepted
19 Jul 2022
First published
19 Jul 2022
This article is Open Access

All publication charges for this article have been paid for by the Royal Society of Chemistry
Creative Commons BY-NC license

Chem. Sci., 2022,13, 10267-10272

Highly contorted superhelicene hits near-infrared circularly polarized luminescence

S. Míguez-Lago, I. F. A. Mariz, M. A. Medel, J. M. Cuerva, E. Maçôas, C. M. Cruz and A. G. Campaña, Chem. Sci., 2022, 13, 10267 DOI: 10.1039/D2SC03452B

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