Fluorescent TPE Macrocycle Relayed Light-Harvesting System for Bright Customized-Color Circularly Polarized Luminescence

• Published in: Journal of the American Chemical Society Vol. 144; no. 12; pp. 5389 - 5399
• Main Authors: Yuan, Ying-Xue, Jia, Jing-Hui, Song, Yu-Pan, Ye, Feng-Ying, Zheng, Yan-Song, Zang, Shuang-Quan
• Format: Journal Article
• Language: English
• Published: United States American Chemical Society 30.03.2022
• Subjects: absorbance; Coloring Agents; dyes; energy transfer; Excipients; fluorescence; Fluorescence Resonance Energy Transfer; Luminescence; optical isomerism; wavelengths
• ISSN: 0002-7863; 1520-5126; 1520-5126
• DOI: 10.1021/jacs.1c12767

Artificial systems for sequential chirality transmission/amplification and energy relay are perpetual topics that entail learning from nature. However, engineering chiral light-harvesting supramolecular systems remains a challenge. Here, we developed new chiral light-harvesting systems with a sequential Förster resonance energy transfer process where a designed blue-violet-emitting BINOL (1,1′-Bi-2-naphthol) compound, BINOL-di-octadecylamide (BDA), functions as an initiator of chirality and light absorbance, a new green-emitting hexagonal tetraphenylethene-based macrocycle (TPEM) with aggregation-induced emission serves as a conveyor, and Nile red (NiR) or/and a near-infrared dye, tetraphenylethene (TPE)-based benzoselenodiazole (TPESe), are the terminal acceptors. Benefiting from the close contact and large optical overlap between donors and acceptors at each level, triad and tetrad relaying systems sequentially and efficiently furnish chirality transmission/amplification and energy transfer along the cascaded line BDA-TPEM-NiR (or/and TPESe), leading to bright customized-color circularly polarized luminescence (CPL) and bright white-light-emitting CPL (CIE coordinates: 0.33, 0.34) with an amplified dissymmetry factor (g lum) of 3.5 × 10–2 over a wide wavelength range. This work provides a new direction for the construction of chiral light-harvesting systems for a broad range of applications in chiroptical physics and chemistry.