Citation: Tingting Chen, Jian Wang, Ruowen Tang, Yuying Huang, Qin Zhao, Yong Yao. An amphiphilic [2]biphenyl-extended pillar[6]arene: Synthesis, controllable self-assembly in water and application in cell-imaging[J]. Chinese Chemical Letters, ;2023, 34(8): 108088. doi: 10.1016/j.cclet.2022.108088 shu

An amphiphilic [2]biphenyl-extended pillar[6]arene: Synthesis, controllable self-assembly in water and application in cell-imaging

School of Chemistry and Chemical Engineering, Nantong University, Nantong 226019, China

zhao.q@ntu.edu.cn

yaoyong1986@ntu.edu.cn

Received Date: 18 October 2022
Revised Date: 14 December 2022
Accepted Date: 19 December 2022
Available Online: 21 December 2022

Figures(4)

Synthesis and functionalization of novel macrocyclic host molecules are important topics in supramolecular chemistry. In this work, the first amphiphilic [2]biphenyl-extended pillar[6]arene (AM-[2]BP-ExP6) was designed and synthesized with poly(ethylene glycol) chains as the hydrophilic tails and a rigid cavity as the hydrophobic core. Due to its amphiphilic nature, AM-[2]BP-ExP6 could self-assemble to stable fibers in water. What's more, AM-[2]BP-ExP6 could associate with quaternary ammonium modified tetraphenylethylene guest (QTPE) to form a 2:1 host-guest complex, accompanied by significant enhanced fluorescence. Interestingly, different like AM-[2]BP-ExP6, AM-[2]BP-ExP6⊃QTPE host-guest complex self-assembled into fluorescent particles with diameter about 310 nm, the obtained fluorescent particles can be further employed in living cell imaging.
- Pillar[6]arenes,
- Host-guest interactions,
- Amphiphilic,
- Self-assembly,
- Cell-imaging
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