Citation: Yongqing Zeng, Caijun Liang, Xin Lu, Lingxue Zhao, Fangting Wu, Tao Hou, Anting Zhao, Menglan Lv, Zhu Tao, Qing Li. Perfect separation of pyridine and 3-methylpyridine by cucurbit[6]uril[J]. Chinese Chemical Letters, ;2025, 36(9): 110807. doi: 10.1016/j.cclet.2024.110807 shu

Perfect separation of pyridine and 3-methylpyridine by cucurbit[6]uril

Yongqing Zeng ^a ,
Caijun Liang ^a ,
Xin Lu ^a ,
Lingxue Zhao ^a ,
Fangting Wu ^a ,
Tao Hou ^a ,
Anting Zhao ^a ,
Menglan Lv ^b ,
Zhu Tao ^a ,
Qing Li ^{a, *,}

a.
Key Laboratory of Macrocyclic and Supramolecular Chemistry of Guizhou Province, Institute of Applied Chemistry, Guizhou University, Guiyang 550025, China
b.
Engineering Research Center for Energy Conversion and Storage Technology of Guizhou, School of Chemistry and Chemical Engineering, Guizhou University, Guiyang 550025, China

liq@gzu.edu.cn

Received Date: 18 July 2024
Revised Date: 15 December 2024
Accepted Date: 26 December 2024
Available Online: 27 December 2024

Figures(6)

Pyridine (Py) and 3-methylpyridine (3-MP) are crucial intermediates in chemical industrial processes. Here, we provide a simple and energy-efficient approach for the isolation of Py and 3-MP by employing crystalline cucurbit[6]uril (Q[6]). The crystal exhibit high selectivity for Py from the mixture of Py and 3-MP in both vapor and liquid phases, with separation purities close to 100%. The selectivity is attributed to the varying stability of the host–guest complexes after the absorption of Py or 3-MP, as revealed by the single-crystal structure analysis. ITC experimental results and DFT calculations indicate that, compared to 3-MP, Q[6] has a higher binding strength and lower binding energy with Py. In addition, pyridine can be removed from the Q[6] cavity through vacuum heating or organic solvent immersion, enabling Q[6] reuse via reversible guest loading. This method offers a promising approach for high-purity Py and 3-MP separation with significant economic and environmental benefits.
- Cucurbit[6]uril,
- Molecules separation,
- Adsorptive separation,
- Host–guest complexation,
- Supramolecular chemistry
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