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Synthesis, crystal structure and complexation behaviour study of an efficient Cu2+ ratiometric fluorescent chemosensor based on thiacalix[4]arene

Zhao, Jiang-Lin; Tomiyasu, Hirotsugu; Wu, Chong; Cong, Hang; Zeng, Xi; Rahman, Shofiur; Georghiou, Paris E.; Hughes, David L.; Redshaw, Carl; Yamato, Takehiko

Authors

Jiang-Lin Zhao

Hirotsugu Tomiyasu

Chong Wu

Hang Cong

Xi Zeng

Shofiur Rahman

Paris E. Georghiou

David L. Hughes

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

Takehiko Yamato



Abstract

A new thiacalix[4]arene based fluorescent chemosensor L bearing two pyrenyl groups in a 1,3-alternate conformation has been synthesized, and its metal ion-binding and fluorescence-sensing properties were investigated in ethanol. The designed chemosensor L exhibited high selectivity toward Cu²⁺ ions versus the other tested metal ions with a detection limit of up to 1.44 × 10⁻⁷ M. The chemosensor L was capable of acting an efficient ratiometric fluorescent chemosensor at low ion concentration or as a fluorescence quenching type chemosensor due to the PET and heavy atom effects operating in high ionic strength solution. Further studies revealed that chemosensor L acted as a reversible sensor in the presence of Cu²⁺ and ethylenediamine.

Citation

Zhao, J., Tomiyasu, H., Wu, C., Cong, H., Zeng, X., Rahman, S., …Yamato, T. (2015). Synthesis, crystal structure and complexation behaviour study of an efficient Cu2+ ratiometric fluorescent chemosensor based on thiacalix[4]arene. Tetrahedron, 71(45), 8521-8527. https://doi.org/10.1016/j.tet.2015.09.038

Journal Article Type Article
Acceptance Date Sep 16, 2015
Online Publication Date Sep 16, 2015
Publication Date Oct 11, 2015
Deposit Date Jan 19, 2016
Publicly Available Date Nov 23, 2017
Journal Tetrahedron
Print ISSN 0040-4020
Electronic ISSN 1464-5416
Publisher Elsevier
Peer Reviewed Peer Reviewed
Volume 71
Issue 45
Pages 8521-8527
DOI https://doi.org/10.1016/j.tet.2015.09.038
Keywords Organic Chemistry; Biochemistry; Drug Discovery
Public URL https://hull-repository.worktribe.com/output/384231
Publisher URL http://www.sciencedirect.com/science/article/pii/S0040402015300661
Copyright Statement © 2016, Elsevier. Licensed under the Creative Commons Attribution-NonCommercial-NoDerivatives 4.0 International http://creativecommons.org/licenses/by-nc-nd/4.0/
Additional Information Authors' accepted manuscript of an article published in Tetrahedron, 2015, v.71 issue 45.

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