Citation: Haohui Feng, Yuan Chen, Ranran Wang, Pengbo Niu, Conghao Shi, Zhen Yang, Ming Cheng, Juli Jiang, Leyong Wang. Chiral selection of Tröger's base-based macrocycles with different ethylene glycol chains length in crystallization[J]. Chinese Chemical Letters, ;2023, 34(7): 108038. doi: 10.1016/j.cclet.2022.108038 shu

Chiral selection of Tröger's base-based macrocycles with different ethylene glycol chains length in crystallization

Haohui Feng ^{a, 1} ,
Yuan Chen ^{a, 1} ,
Ranran Wang ^a ,
Pengbo Niu ^a ,
Conghao Shi ^a ,
Zhen Yang ^a ,
Ming Cheng ^{a, c, *,} ,
Juli Jiang ^{a, b, *,} ,
Leyong Wang ^a

a.
Jiangsu Key Laboratory of Advanced Organic Materials, School of Chemistry and Chemical Engineering, Nanjing University, Nanjing 210023, China
b.
Maanshan High-Tech Research Institute of Nanjing University, Maanshan 238200, China
c.
The Cancer Hospital of the University of Chinese Academy of Sciences (Zhejiang Cancer Hospital), Institute of Basic Medicine and Cancer (IBMC), Chinese Academy of Sciences, Hangzhou 310022, China

ming.cheng2015@foxmail.com

jjl@nju.edu.cn

Received Date: 17 September 2022
Revised Date: 27 November 2022
Accepted Date: 1 December 2022
Available Online: 5 December 2022

Figures(5)

In the present work, two Tröger's base-based macrocycles (TBBMs) with different bridging ethylene glycol chains (T1, n = 1; T3, n = 3) were successfully synthesized and studied via the crystal analysis. These two TBBMs possess rare rectangular-like cavities and show chiral selection during the crystallization. T1 with short glycol chain (n = 1) crystallized as racemates, while T3 with long glycol chain (n = 3) was found as meso isomer. In contrast to T1 and T3, for T2 (n = 2) both rac-T2 and meso isomer R_2NS_2N-T2 has been observed in our previous report. Thus, the synthesis of new TBBMs T1 and T3 with different bridging ethylene glycol chains not only makes the study of TBBMs more systematically, but also helps to understand the relationship between the size of the rectangular cavity and the chiral selection of Tröger's base-based macrocycles during their crystallization.
- Supramolecular macrocycle,
- Tröger's base,
- Chiral selection,
- Rectangular cavity,
- Glycol chains
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