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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

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.

Journal Article Type Article
Publication Date Oct 11, 2015
Journal Tetrahedron
Print ISSN 0040-4020
Electronic ISSN 1464-5416
Publisher Elsevier
Peer Reviewed Peer Reviewed
Volume 71
Issue 45
Pages 8521-8527
Institution 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
DOI https://doi.org/10.1016/j.tet.2015.09.038
Keywords Organic Chemistry; Biochemistry; Drug Discovery
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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Copyright Statement
© 2016, Elsevier. Licensed under the Creative Commons Attribution-NonCommercial-NoDerivatives 4.0 International http://creativecommons.org/licenses/by-nc-nd/4.0/



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