A hexahomotrioxacalix[3]arene-based ditopic receptor for alkylammonium ions controlled by Ag + ions 4

Georghiou, Paris; Elsegood, Mark; Teat, Simon; Elsegood, Mark R.J.; Jiang, Xue-Kai; Ikejiri, Yusuke; Wu, Chong; Rahman, Shofiur; Georghiou, Paris E.; Zeng, Xi; Elsegood, Mark R. J.; Warwick, Thomas G; Redshaw, Carl; Teat, Simon J.; Yamato, Takehiko

Abstract

A receptor cone-1 based on a hexahomotrioxacalix[3]arene bearing three pyridyl groups 21 was successfully synthesized, which has a C3-symmetric conformation and is capable of binding 22 alkylammonium and metal ions simultaneously in a cooperative fashion. It can bind 23 alkylammonium ions through the -cavity formed by three aryl rings. This behaviour is consistent 24 with the cone-in/cone-out conformational rearrangement needed to reorganize the cavity for 25 endo-complexation. As a C3-symmetrical pyridyl-substituted calixarene, receptor cone-1 can also 26 bind a Ag + ion and the nitrogen atoms are turned towards the inside of the cavity and interact with 27 Ag +. After complexation of tris(2-pyridylamide) derivative receptor cone-1 with Ag + , the original 28 C3-symmetry was retained and higher complexation selectivity for n-BuNH3 + versus t-BuNH3 + was 29 observed. Thus, it is believed that this receptor will have a role to play in the sensing, detection, and 30 recognition of Ag + and n-BuNH3 + ions. 31

Citation

Georghiou, P., Elsegood, M., Teat, S., Elsegood, M. R., Jiang, X.-K., Ikejiri, Y., Wu, C., Rahman, S., Georghiou, P. E., Zeng, X., Elsegood, M. R. J., Warwick, T. G., Redshaw, C., Teat, S. J., & Yamato, T. (2018). A hexahomotrioxacalix[3]arene-based ditopic receptor for alkylammonium ions controlled by Ag + ions 4. Molecules, 23(2), 467. https://doi.org/10.3390/molecules23020467

• Acceptance Date: Feb 5, 2018
• Online Publication Date: Feb 21, 2018
• Publication Date: Feb 21, 2018
• Deposit Date: Mar 4, 2018
• Publicly Available Date: Mar 6, 2018
• Journal: Molecules
• Electronic ISSN: 1420-3049
• Publisher: MDPI
• Peer Reviewed: Peer Reviewed
• Volume: 23
• Issue: 2
• Article Number: 467
• Pages: 467
• DOI: https://doi.org/10.3390/molecules23020467
• Keywords: hexahomotrioxacalix[3]arene; alkylammonium ions; metal ions; ditopic receptor
• Public URL: https://hull-repository.worktribe.com/output/710239
• Publisher URL: http://www.mdpi.com/1420-3049/23/2/467
• Contract Date: Mar 6, 2018