Sym- and Asym-Expanded Heterohelicene Isomers Featuring Extended Multi-Resonance Skeleton for Narrowband Deep-Blue Fluorescence.

Angew Chem Int Ed Engl

Key Lab of Organic Optoelectronics and Molecular Engineering of Ministry of Education, Department of Chemistry, Tsinghua University, Beijing, 100084, P. R. China.

Published: January 2025

Expanded heterohelicenes composed of alternating linearly and angularly fused multi-resonance (MR) skeletons have gained wide interest owing to their promising narrowband emissions. Herein, a pair of sym- and asym-expanded heterohelicene isomers was obtained by merging boron/oxygen (B/O)-embedded MR triangulene and indolo[3,2,1-jk]carbazole units via one-pot synthesis. Owing to their fully resonating extended helical skeleton, the target heterohelicenes exhibit a significantly narrowed spectra bandwidth while emission red-shifting, thus affording deep-blue narrowband emission with a peak at approximately 460 nm, full-width-at-half-maximum (FWHM) of only 18 nm, and near-unity photoluminescence quantum yields. In comparison to the symmetrical structure, the asym-expanded heterohelicene displays suppressed aggregation within doped films, thereby showing superior narrowband electroluminescence in devices with CIE coordinates of (0.12, 0.18) and a high external quantum efficiency of up to 25 %, which retains 18.1 % even at a high luminance of 10,000 cd m. Overall, this work provides a novel paradigm for the development of narrowband expanded heterohelicenes.

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Source
http://dx.doi.org/10.1002/anie.202423670DOI Listing

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