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

Elsegood, Mark; Georghiou, Paris; 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

Authors

Mark Elsegood

Paris Georghiou

Simon Teat

Mark R.J. Elsegood

Xue-Kai Jiang

Yusuke Ikejiri

Chong Wu wuchong214@163.com

Shofiur Rahman mdrahman71@yahoo.com (S.R.)

Paris E. Georghiou parisg@mun.ca (P.E.G.)

Xi Zeng

Mark R. J. Elsegood

Thomas G Warwick

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Professor Carl Redshaw C.Redshaw@hull.ac.uk
Professor of Inorganic Materials Chemistry and REF Lead for Chemistry

Simon J. Teat sjteat@lbl.gov (S.J.T.)

Takehiko Yamato yamatot@cc.saga-u.ac.jp (T.Y.)



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

Publication Date Feb 21, 2018
Journal Molecules
Print ISSN 1420-3049
Electronic ISSN 1420-3049
Publisher MDPI
Peer Reviewed Peer Reviewed
Volume 23
Issue 2
Article Number 467
Pages 467
APA6 Citation Georghiou, P., Elsegood, M., Teat, S., Elsegood, M. R., Jiang, X., Ikejiri, Y., …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
DOI https://doi.org/10.3390/molecules23020467
Keywords hexahomotrioxacalix[3]arene; alkylammonium ions; metal ions; ditopic receptor
Publisher URL http://www.mdpi.com/1420-3049/23/2/467
Copyright Statement © 2018 by the authors. Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (http://creativecommons.org/licenses/by/4.0/).

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