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Synthesis of a ditopic homooxacalix[3]arene for fluorescence enhanced detection of heavy and transition metal ions

Redshaw, Carl; Jin, Cheng-Cheng; Mou, Lan; Ni, Xin-Long; Wu, Yanan; Yamato, Takehiko


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Professor Carl Redshaw
Professor of Inorganic Materials Chemistry and REF Lead for Chemistry

Cheng-Cheng Jin

Lan Mou

Xin-Long Ni

Yanan Wu

Takehiko Yamato


A pyrene-appended ratiometric fluorescent chemosensor L based on a synthetic approach of insulating the fluorophore from the ionophore by a specific molecular spacer has been synthesised and characterised. The fluorescence spectra changes of L suggested that the chemosensor can detect heavy and transition metal (HTM) ions ratiometrically and with variable sensitivity according to the substituents present. ¹H NMR titration experiments indicated that the three triazole ligands prefer binding with Hg²⁺, Pb²⁺ and Zn²⁺, resulting in a conformational change that produces monomer emission of the pyrene accompanied by the excimer quenching. However, the addition of Fe³⁺, which may be accommodated by the cavity of L, makes the pyrene units move closer to each other, and a discernible increase in the emission intensity of the static excimer is observed. Therefore, it is believed that the ditopic scaffold of the calix[3]arene as a specific molecular spacer here plays an important role in the blocking of the heavy atom effect of HTM ions by insulating the fluorophore from the ionophore given the long distance between the metal cation and the pyrene moiety.


Redshaw, C., Jin, C., Mou, L., Ni, X., Wu, Y., & Yamato, T. (2015). Synthesis of a ditopic homooxacalix[3]arene for fluorescence enhanced detection of heavy and transition metal ions. Supramolecular chemistry, 27(7-8), 501-507.

Journal Article Type Article
Acceptance Date Dec 23, 2014
Online Publication Date Feb 10, 2015
Publication Date Aug 3, 2015
Deposit Date Jul 14, 2015
Publicly Available Date Jul 14, 2015
Journal Supramolecular chemistry
Print ISSN 1061-0278
Electronic ISSN 1029-0478
Publisher Taylor and Francis
Peer Reviewed Peer Reviewed
Volume 27
Issue 7-8
Pages 501-507
Keywords Fluorescence, Heavy and transition metal (HTM) ions , Ditopic homooxacalix[3]arene
Public URL
Publisher URL
Additional Information This is an Accepted Manuscript of an article published by Taylor & Francis in Supramolecular chemistry on 10/02/2015, available online:


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