Study of the host-guest interaction between: N, N ′-bis[4-(dimethylaminophenyl)methyl]butane-1,4-diamine and the cucuribit [n] urils (n = 6, 7)

Xiao, Zhiyou; Zhou, Yang; Xu, Weitao; Prior, Timothy J.; Bian, Bing; Redshaw, Carl; Tao, Zhu; Xiao, Xin

Abstract

The interaction between the cucuribit[n]urils (Q[n]), where n = 6 or 7, and the guest N,N/-bis[4-(dimethylaminophenyl)methyl]butane-1,4-diamine (G) has been studied in aqueous solution by 1H NMR spectroscopy, electronic absorption spectroscopy and Isothermal Titration Calorimetry (ITC). In the case of Q[6], a 1:1 host-guest complex is favoured with on end of G initially embedded in the Q[6], although over time (48h), the Q[6] shuttles along the chain such that it resides over the centre of G. For Q[7], a 2:1 host-guest complex is formed with the aromatic groups at each end of G buried in a Q[7] cavity. The molecular structure of the inclusion complex having composition overall composition of Q[6].GH2.2Cl.14H2O has been determined, and clearly shows the insertion of the guest molecule with the host Q[6] and it is localised therein by two N-H∙∙∙O hydrogen bonds.

Citation

Xiao, Z., Zhou, Y., Xu, W., Prior, T. J., Bian, B., Redshaw, C., Tao, Z., & Xiao, X. (2019). Study of the host-guest interaction between: N, N ′-bis[4-(dimethylaminophenyl)methyl]butane-1,4-diamine and the cucuribit [n] urils (n = 6, 7). New journal of chemistry = Nouveau journal de chimie, 43(37), 14938-14943. https://doi.org/10.1039/c9nj03254a

• Journal Article Type: Article
• Acceptance Date: Aug 24, 2019
• Online Publication Date: Aug 27, 2019
• Publication Date: Oct 7, 2019
• Deposit Date: Aug 28, 2019
• Publicly Available Date: Aug 29, 2019
• Journal: New Journal of Chemistry
• Print ISSN: 1144-0546
• Publisher: Royal Society of Chemistry
• Peer Reviewed: Peer Reviewed
• Volume: 43
• Issue: 37
• Pages: 14938-14943
• DOI: https://doi.org/10.1039/c9nj03254a
• Keywords: Materials Chemistry; General Chemistry; Catalysis
• Public URL: https://hull-repository.worktribe.com/output/2530886
• Publisher URL: https://pubs.rsc.org/en/Content/ArticleLanding/2019/NJ/C9NJ03254A#!divAbstract
• Contract Date: Aug 29, 2019