A novel pillar[5]arene-cucurbit[10]uril based host-guest complex: Synthesis, characterization and detection of paraquat

Luo, Yang; Zhang, Wei; Zhao, Jie; Yang, Mao Xia; Ren, Qian; Redshaw, Carl; Tao, Zhu; Xiao, Xin

Abstract

The macrocyclic family comprising pillar[n]arenes and cucurbit[n]urils have received much attention recently. However, studies on the construction of supramolecular complexes formed directly with derivatized pillar[n]arenes and cucurbit[n]urils are scant. Given the interest in such systems, herein we have synthesized a new type of naphthalene-derivatized pillar[n]arene NTP5 and selected Q[10] as the host molecule. The 4-[2-(1-naphthalenyl)ethenyl]pyridine of NTP5 is encapsulated by Q[10] and formed a host-guest complex in water-acetic acid (1:1) solution accompanied by enhanced fluorescence, which changed the morphology of NTP5 from a sphere to a porous form. In addition, the fluorescence of Q[10]-NTP5 can be quenched by the addition of the highly toxic pesticide paraquat (PQ), and the mechanism was shown to be the formation of a new charge transfer ternary system of Q[10]-NTP5-PQ. This work provides new ideas for the contribution of supramolecular assemblies based on derivatized pillar[n]arenes and their combination with cucurbit[n]urils and reveals their potential applications.

Citation

Luo, Y., Zhang, W., Zhao, J., Yang, M. X., Ren, Q., Redshaw, C., Tao, Z., & Xiao, X. (2023). A novel pillar[5]arene-cucurbit[10]uril based host-guest complex: Synthesis, characterization and detection of paraquat. Chinese Chemical Letters, 34(3), Article 107780. https://doi.org/10.1016/j.cclet.2022.107780

• Journal Article Type: Article
• Acceptance Date: Aug 23, 2022
• Online Publication Date: Aug 25, 2022
• Publication Date: Mar 1, 2023
• Deposit Date: Sep 6, 2022
• Publicly Available Date: Aug 26, 2023
• Journal: Chinese Chemical Letters
• Print ISSN: 1001-8417
• Publisher: Elsevier
• Peer Reviewed: Peer Reviewed
• Volume: 34
• Issue: 3
• Article Number: 107780
• DOI: https://doi.org/10.1016/j.cclet.2022.107780
• Keywords: Pillar[n]arene; Cucurbit[n]uril; Paraquat; Supramolecular assembly; Detection
• Public URL: https://hull-repository.worktribe.com/output/4067675