Solvent-dependent chromogenic sensing for Cu2+and fluorogenic sensing for Zn2+and Al3+: A multifunctional chemosensor with dual-mode

Gyeong Jin Park; Dae Yul Park; Kyung Min Park; Youngmee Kim; Sung Jin Kim; Pahn Shick Chang; Cheal Kim

doi:10.1016/j.tet.2014.08.026

Solvent-dependent chromogenic sensing for Cu²⁺and fluorogenic sensing for Zn²⁺and Al³⁺: A multifunctional chemosensor with dual-mode

Gyeong Jin Park, Dae Yul Park, Kyung Min Park, Youngmee Kim, Sung Jin Kim, Pahn Shick Chang, Cheal Kim

Department of Chemistry & Nanoscience

Research output: Contribution to journal › Article › peer-review

47 Scopus citations

Abstract

A new multifunctional chemosensor 1 was synthesized and characterized by spectroscopic tools along with a single crystal X-ray crystallography. It can exhibit selective recognition responses toward Cu²⁺, Zn²⁺and Al³⁺in different solvent systems with bimodal methods (colorimetric and fluorescence). This sensor 1 detected Cu²⁺ions through a distinct color change from colorless to yellow in aqueous solution. Interestingly, the receptor 1 was found to be reversible by EDTA. The detection limit (11 μM) of 1 for Cu²⁺is much lower than WHO guideline (30 μM) in drinking water. In addition, the sensor 1 showed significant fluorescence enhancements in the presence of Zn²⁺ion and Al³⁺ion in two different organic solvents (DMF and MeCN), respectively. The binding modes of the three complexes were determined to be a 1:1 complexation stoichiometry through Job plot, ESI-mass spectrometry analysis, and ¹H NMR titration.

Original language	English
Pages (from-to)	7429-7438
Number of pages	10
Journal	Tetrahedron
Volume	70
Issue number	41
DOIs	https://doi.org/10.1016/j.tet.2014.08.026
State	Published - 14 Oct 2014

Bibliographical note

Funding Information:
Financial support from Basic Science Research Program through the National Research Foundation of Korea (NRF) funded by the Ministry of Education, Science and Technology ( 2012001725 and 2012008875 ) are gratefully acknowledged.

Publisher Copyright:
© 2014 Elsevier Ltd. All rights reserved.

Keywords

Aluminum ion
Colorimetric
Copper ion
Fluorescent
Reversible
Zinc ion

Access to Document

10.1016/j.tet.2014.08.026

Cite this

@article{a29f04d0c26840cfbf8847d04c7da29e,

title = "Solvent-dependent chromogenic sensing for Cu2+and fluorogenic sensing for Zn2+and Al3+: A multifunctional chemosensor with dual-mode",

abstract = "A new multifunctional chemosensor 1 was synthesized and characterized by spectroscopic tools along with a single crystal X-ray crystallography. It can exhibit selective recognition responses toward Cu2+, Zn2+and Al3+in different solvent systems with bimodal methods (colorimetric and fluorescence). This sensor 1 detected Cu2+ions through a distinct color change from colorless to yellow in aqueous solution. Interestingly, the receptor 1 was found to be reversible by EDTA. The detection limit (11 μM) of 1 for Cu2+is much lower than WHO guideline (30 μM) in drinking water. In addition, the sensor 1 showed significant fluorescence enhancements in the presence of Zn2+ion and Al3+ion in two different organic solvents (DMF and MeCN), respectively. The binding modes of the three complexes were determined to be a 1:1 complexation stoichiometry through Job plot, ESI-mass spectrometry analysis, and 1H NMR titration.",

keywords = "Aluminum ion, Colorimetric, Copper ion, Fluorescent, Reversible, Zinc ion",

author = "Park, {Gyeong Jin} and Park, {Dae Yul} and Park, {Kyung Min} and Youngmee Kim and Kim, {Sung Jin} and Chang, {Pahn Shick} and Cheal Kim",

note = "Funding Information: Financial support from Basic Science Research Program through the National Research Foundation of Korea (NRF) funded by the Ministry of Education, Science and Technology ( 2012001725 and 2012008875 ) are gratefully acknowledged. Publisher Copyright: {\textcopyright} 2014 Elsevier Ltd. All rights reserved.",

year = "2014",

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doi = "10.1016/j.tet.2014.08.026",

language = "English",

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T2 - A multifunctional chemosensor with dual-mode

AU - Park, Gyeong Jin

AU - Park, Dae Yul

AU - Park, Kyung Min

AU - Kim, Youngmee

AU - Kim, Sung Jin

AU - Chang, Pahn Shick

AU - Kim, Cheal

N1 - Funding Information: Financial support from Basic Science Research Program through the National Research Foundation of Korea (NRF) funded by the Ministry of Education, Science and Technology ( 2012001725 and 2012008875 ) are gratefully acknowledged. Publisher Copyright: © 2014 Elsevier Ltd. All rights reserved.

PY - 2014/10/14

Y1 - 2014/10/14

N2 - A new multifunctional chemosensor 1 was synthesized and characterized by spectroscopic tools along with a single crystal X-ray crystallography. It can exhibit selective recognition responses toward Cu2+, Zn2+and Al3+in different solvent systems with bimodal methods (colorimetric and fluorescence). This sensor 1 detected Cu2+ions through a distinct color change from colorless to yellow in aqueous solution. Interestingly, the receptor 1 was found to be reversible by EDTA. The detection limit (11 μM) of 1 for Cu2+is much lower than WHO guideline (30 μM) in drinking water. In addition, the sensor 1 showed significant fluorescence enhancements in the presence of Zn2+ion and Al3+ion in two different organic solvents (DMF and MeCN), respectively. The binding modes of the three complexes were determined to be a 1:1 complexation stoichiometry through Job plot, ESI-mass spectrometry analysis, and 1H NMR titration.

AB - A new multifunctional chemosensor 1 was synthesized and characterized by spectroscopic tools along with a single crystal X-ray crystallography. It can exhibit selective recognition responses toward Cu2+, Zn2+and Al3+in different solvent systems with bimodal methods (colorimetric and fluorescence). This sensor 1 detected Cu2+ions through a distinct color change from colorless to yellow in aqueous solution. Interestingly, the receptor 1 was found to be reversible by EDTA. The detection limit (11 μM) of 1 for Cu2+is much lower than WHO guideline (30 μM) in drinking water. In addition, the sensor 1 showed significant fluorescence enhancements in the presence of Zn2+ion and Al3+ion in two different organic solvents (DMF and MeCN), respectively. The binding modes of the three complexes were determined to be a 1:1 complexation stoichiometry through Job plot, ESI-mass spectrometry analysis, and 1H NMR titration.

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KW - Copper ion

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