Citation: Yu Xia, Yangming Jiang, Xin-Long Ni, Qiaochun Wang, Daoping Wang. A macrocycle-based "Russian doll": The smallest cucurbit[4]uril in cucurbit[10]uril[J]. Chinese Chemical Letters, ;2024, 35(12): 109782. doi: 10.1016/j.cclet.2024.109782 shu

A macrocycle-based "Russian doll": The smallest cucurbit[4]uril in cucurbit[10]uril

Yu Xia ^{a, b} ,
Yangming Jiang ^{a, b} ,
Xin-Long Ni ^{c, *,} ,
Qiaochun Wang ^{d, *,} ,
Daoping Wang ^{a, b}

a.
State Key Laboratory of Functions and Applications of Medicinal Plants, Guizhou Medical University, Guiyang 550014, China
b.
Natural Products Research Center of Guizhou Province, Guiyang 550014, China
c.
Key Laboratory of Chemical Biology and Traditional Chinese Medicine, Ministry of Educational of China, Key Laboratory of the Assembly and Application of Organic Functional Molecules of Hunan Province, Hunan Normal University, Changsha 410081, China
d.
Key Laboratory for Advanced Materials and Institute of Fine Chemicals, School of Chemistry & Molecular Engineering, East China University of Science & Technology, Shanghai 200237, China

longni333@163.com

qcwang@ecust.edu.cn

Received Date: 20 November 2023
Revised Date: 4 March 2024
Accepted Date: 14 March 2024
Available Online: 18 March 2024

Figures(6)

Host-guest recognition-based macrocycle in macrocycle to form "Russian doll" assemblies remains an interesting topic in supramolecular chemistry. Herein, a macrocycle-in-macrocycle assembly was studied using cucurbit[10]uril (Q[10]) and the smallest cucurbituril-like macrocycle (TD[4]). X-ray crystal structure analysis revealed that TD[4] was encapsulated in the cavity of Q[10] to form a 1:1 complex. Importantly, competitive guest studies suggested that TD[4] had the highest binding constant with the Q[10] host among the guests used, including Q[5], Me₈TD[4], and amantadine molecules in water. Our results provided a new cucurbituril-based Russian-doll structure containing both the largest and smallest cavities of the cucurbiturils, which expanded the family of molecular Russian dolls.
- Cucurbit[10]uril,
- Cucurbit[4]uril,
- Host-guest recognition,
- X-ray structure,
- Macrocycle in macrocycle
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