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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

Shofiur Rahman

Paris E. Georghiou

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

Takehiko Yamato



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., 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

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

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