Self-Assembly and Disassembly of Vesicles as Controlled by Anion-π Interactions.
Anion-π interactions have been widely studied as new noncovalent driving forces in supramolecular chemistry. However, self-assembly induced by anion-π interactions is still largely unexplored. Herein we report the formation of supramolecular amphiphiles through anion-π interactions, and the subsequent formation of self-assembled vesicles in water. With the π receptor 1 as the host and anionic amphiphiles, such as sodium dodecylsulfate (SDS), sodium laurate (SLA), and sodium methyl dodecylphosphonate (SDP), as guests, the sequential formation of host-guest supramolecular amphiphiles and self-assembled vesicles was demonstrated by SEM, TEM, DLS, and XRD techniques. The intrinsic anion-π interactions between 1 and the anionic amphiphiles were confirmed by crystal diffraction, HRMS analysis, and DFT calculations. Furthermore, the controlled disassembly of the vesicles was promoted by competing anions, such as NO3 (-) , Cl(-) , and Br(-) , or by changing the pH value of the medium.
Beijing National Laboratory for Molecular Sciences, CAS Key Laboratory of Molecular Recognition and Function, Institute of Chemistry, Chinese Academy of Sciences, Beijing, 100190 (China).
Qing
Q
He
Beijing National Laboratory for Molecular Sciences, CAS Key Laboratory of Molecular Recognition and Function, Institute of Chemistry, Chinese Academy of Sciences, Beijing, 100190 (China).
Yu-Fei
YF
Ao
Beijing National Laboratory for Molecular Sciences, CAS Key Laboratory of Molecular Recognition and Function, Institute of Chemistry, Chinese Academy of Sciences, Beijing, 100190 (China).
Zhi-Tang
ZT
Huang
Beijing National Laboratory for Molecular Sciences, CAS Key Laboratory of Molecular Recognition and Function, Institute of Chemistry, Chinese Academy of Sciences, Beijing, 100190 (China). dxwang@iccas.ac.cn.
De-Xian
DX
Wang
anion-π interactions; host-guest systems; self-assembly; supramolecular amphiphiles; vesicles