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

Design and synthesis of self-included pillar[5]arene-based bis-[1]rotaxanes
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摘要 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-[l]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, ^(13)C NMR, 2D NMRs (~1H-^(13)C HSQC,~1H-~1H COSY and NOESY) and LC-ESI-MS,which indicated compound BR displayed an self-interlocked structure in CDCl_3. Surprisingly, the results of SEM, TEM and DLS showed that the compound BR could assemble into spherical nanoparticles in MeOH. 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-[l]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, ^(13)C NMR, 2D NMRs (~1H-^(13)C HSQC,~1H-~1H COSY and NOESY) and LC-ESI-MS,which indicated compound BR displayed an self-interlocked structure in CDCl_3. Surprisingly, the results of SEM, TEM and DLS showed that the compound BR could assemble into spherical nanoparticles in MeOH.
出处 《Chinese Chemical Letters》 SCIE CAS CSCD 2019年第2期345-348,共4页 中国化学快报(英文版)
基金 NMAC, College of Chemistry at Jilin University
关键词 arene rotaxane Host-guest interactions Supramolecular architectures Self-assembly Pillar[5]arene Bis-[1]rotaxane Host-guest interactions Supramolecular architectures Self-assembly
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