Citation: Lingyun Zhu, Wei Zeng, Menghua Li, Meijin Lin. A novel conformationally adaptive macrocyclic tetramaleimide with flipping pyrene sidewalls[J]. Chinese Chemical Letters, ;2022, 33(1): 229-233. doi: 10.1016/j.cclet.2021.06.003 shu

A novel conformationally adaptive macrocyclic tetramaleimide with flipping pyrene sidewalls

Lingyun Zhu ^a ,
Wei Zeng ^a ,
Menghua Li ^a ,
Meijin Lin ^{a, b, *,}

a.
Key Laboratory of Molecule Synthesis and Function Discovery, and Fujian Provincial Key Laboratory of Electrochemical Energy Storage Materials, College of Chemistry, Fuzhou University, Fuzhou 350116 China
b.
College of Materials Science and Engineering, Fuzhou University, Fuzhou 350116, China

meijin_lin@fzu.edu.cn

Received Date: 10 April 2021
Revised Date: 31 May 2021
Accepted Date: 3 June 2021
Available Online: 10 June 2021

Figures(8)

The synthesis, structure, and properties of pyrene-based conformationally adaptive macrocycles are described. This new type of conformationally adaptive macrocycle was constructed through Perkin reaction, followed by imidization. By changing the condensation partner as the linking unit, a family of conjugated macrocycles with different sizes of the cavity was synthesized, which provide a simple and modular synthetic strategy towards the conformationally adaptive macrocycles. Furthermore, the macrocycles provide two well-defined conformations through flipping pyrene subunit, which were unambiguously determined by single-crystal X-ray diffraction analysis. The conformational interconversion barrier was determined by density functional theory (DFT) calculations. This new macrocycle also demonstrated unique properties, such as vapochromic behavior and aggregation emission enhancement effect. Furthermore, we have also investigated the effect of the linker on the shape and photophysical properties of the resulting macrocyclic products.
- AEE,
- Conjugated macrocycles,
- DFT,
- Flipping sidewalls,
- Vapochromic
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