Citation: Wang Mengjun, Du Xusheng, Tian Huasheng, Jia Qiong, Deng Rong, Cui Yahan, Wang Chunyu, Meguellati Kamel. Design and synthesis of self-included pillar[5]arene-based bis-[1]rotaxanes[J]. Chinese Chemical Letters, ;2019, 30(2): 345-348. doi: 10.1016/j.cclet.2018.10.014 shu

Design and synthesis of self-included pillar[5]arene-based bis-[1]rotaxanes

a.
International Joint Research Laboratory of Nano-Micro Architecture Chemistry (NMAC), College of Chemistry, Jilin University, Changchun 130012, China
b.
State Key Laboratory of Supramolecular Structure and Materials, Jilin University, Changchun 130012, China

chunyu@jlu.edu.cn

kamel_m@jlu.edu.cn

Received Date: 15 August 2018
Revised Date: 8 October 2018
Accepted Date: 15 October 2018
Available Online: 17 February 2018

Figures(4)

Two strategies for the design of new pillar[5]arene-based mechanically self-interlocked molecules (MSMs) are reported here. The first strategy is based on the construction of an intermediate pseudo[1]rotaxane followed by the desired bis-[1]rotaxane. The other one is based on the construction of the desired bis-[1]rotaxane directly via a condensation reaction through host-guest interactions between a mono-functionalized pillar[5]arene and the axle. The newly synthesized bis-[1]rotaxane BR was characterized by ¹H NMR, ¹³C NMR, 2D NMRs (¹H-¹³C HSQC, ¹H-¹H COSY and NOESY) and LC-ESI-MS, which indicated compound BR displayed an self-interlocked structure in CDCl₃. Surprisingly, the results of SEM, TEM and DLS showed that the compound BR could assemble into spherical nanoparticles in MeOH.
- Pillar[5]arene,
- Bis-[1]rotaxane,
- Host-guest interactions,
- Supramolecular architectures,
- Self-assembly
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