Excitation-Dependent Circularly Polarized Luminescence from Helical Assemblies Based on Tartaric Acid-Derived Acylhydrazones

Chenlu Xue; Yuqian Jiang; Han-Xiao Wang; Cong Du; Lifei Xu; Tiesheng Li; Minghua Liu

doi:10.1002/anie.202205633

Excitation-Dependent Circularly Polarized Luminescence from Helical Assemblies Based on Tartaric Acid-Derived Acylhydrazones

Angew Chem Int Ed Engl. 2022 Jul 18;61(29):e202205633. doi: 10.1002/anie.202205633. Epub 2022 May 19.

Authors

Chenlu Xue^{1

2}, Yuqian Jiang³, Han-Xiao Wang¹, Cong Du¹, Lifei Xu^{1

4}, Tiesheng Li², Minghua Liu^{1

2

4}

Affiliations

¹ Beijing National Laboratory for Molecular Science (BNLMS), Key Laboratory of Colloid, Interface and Chemical Thermodynamics, Institute of Chemistry, Chinese Academy of Sciences, ZhongGuanCun North First Street 2, Beijing, 100190, China.
² College of Chemistry and Molecular Engineering, Zhengzhou University, Kexuedadao 100, Zhengzhou, 450001, China.
³ Key laboratory of Nanosystem and Hierarchical Fabrication, CAS Center for Excellence in Nanoscience, National Center for Nano-science and Technology, No.11 ZhongGuanCun BeiYiTiao, Beijing, 100190, China.
⁴ University of Chinese Academy of Sciences, Beijing, 100049, China.

PMID: 35502463
DOI: 10.1002/anie.202205633

Abstract

Here, we combined the merits of emergent excitation-dependent (ExD) emission and circularly polarized luminescence to develop an excitation-dependent circularly polarized luminescence (ExD CPL) material showing unique features. A series of acylhydrazones based on a chiral tartaric skeleton was designed and found to self-assemble into helical nanostructures through non-covalent bonds. The helical assemblies showed ExD CPL due to the cooperation of chirality transfer and excited state intramolecular proton transfer (ESIPT). Remarkably, not only the emission wavelength could be tuned by the excitation wavelength but the handedness of CPL could be modulated in an inverted or ON/OFF manner as well, thus leading to the first example of an ExD inverted or ON/OFF switchable CPL system. Time-dependent density functional theory (TD-DFT) calculations were carried out to explain the inversion of ExD CPL. This work provided a new insight into the unprecedented handedness controllable ExD CPL, which showcased a new paradigm of the advanced CPL materials.

Keywords: Circularly Polarized Luminescence; ESIPT; Excitation-Dependent Emission; Helical Assemblies; Supramolecular Chirality.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Density Functional Theory
Luminescence*
Tartrates

Substances

Tartrates
tartaric acid