An anthracene-based fluorescent chemosensor for Zn2+

Jin Hoon Kim; Jin Young Noh; In Hong Hwang; Juhye Kang; Jinheung Kim; Cheal Kim

doi:10.1016/j.tetlet.2013.02.102

An anthracene-based fluorescent chemosensor for Zn²⁺

Jin Hoon Kim, Jin Young Noh, In Hong Hwang, Juhye Kang, Jinheung Kim, Cheal Kim

Department of Chemistry & Nanoscience

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

70 Scopus citations

Abstract

A new zinc ion sensor 1-(anthracen-9-yl)-N-(pyridin-2-ylmethyl)-N- (quinolin-2-ylmethyl)methanamine 1 was synthesized by incorporating a dipicolylamine derivative as a binding unit and an anthracene group as a fluorescence signaling unit. The anthracene-based receptor 1 was highly selective for Zn²⁺ with a fluorescence enhancement and a remarkable red shift in aqueous solution, whereas this chemosensor showed no response to other metals, especially Cd²⁺ ion. The composition of the complex 1-Zn²⁺ turned out 1:1, based on Job's plot, ESI-mass analysis, and ¹H NMR titration.

Original language	English
Pages (from-to)	2415-2418
Number of pages	4
Journal	Tetrahedron Letters
Volume	54
Issue number	19
DOIs	https://doi.org/10.1016/j.tetlet.2013.02.102
State	Published - 8 May 2013

Bibliographical note

Funding Information:
Financial support from Converging Research Center Program through the National Research Foundation of Korea (NRF) funded by the Ministry of Education, Science and Technology (2012001725, 2011K000675, and 2012008875) is gratefully acknowledged. We thank Professor Mi Sook Seo (Ewha Womans University) for ESI-mass running.

Keywords

Anthracene
Chemosensor
Dipicolylamine
Fluorescent
Zinc ions

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10.1016/j.tetlet.2013.02.102

Cite this

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title = "An anthracene-based fluorescent chemosensor for Zn2+",

abstract = "A new zinc ion sensor 1-(anthracen-9-yl)-N-(pyridin-2-ylmethyl)-N- (quinolin-2-ylmethyl)methanamine 1 was synthesized by incorporating a dipicolylamine derivative as a binding unit and an anthracene group as a fluorescence signaling unit. The anthracene-based receptor 1 was highly selective for Zn2+ with a fluorescence enhancement and a remarkable red shift in aqueous solution, whereas this chemosensor showed no response to other metals, especially Cd2+ ion. The composition of the complex 1-Zn2+ turned out 1:1, based on Job's plot, ESI-mass analysis, and 1H NMR titration.",

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author = "Kim, {Jin Hoon} and Noh, {Jin Young} and Hwang, {In Hong} and Juhye Kang and Jinheung Kim and Cheal Kim",

note = "Funding Information: Financial support from Converging Research Center Program through the National Research Foundation of Korea (NRF) funded by the Ministry of Education, Science and Technology (2012001725, 2011K000675, and 2012008875) is gratefully acknowledged. We thank Professor Mi Sook Seo (Ewha Womans University) for ESI-mass running. ",

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AU - Kim, Jin Hoon

AU - Noh, Jin Young

AU - Hwang, In Hong

AU - Kang, Juhye

AU - Kim, Jinheung

AU - Kim, Cheal

N1 - Funding Information: Financial support from Converging Research Center Program through the National Research Foundation of Korea (NRF) funded by the Ministry of Education, Science and Technology (2012001725, 2011K000675, and 2012008875) is gratefully acknowledged. We thank Professor Mi Sook Seo (Ewha Womans University) for ESI-mass running.

PY - 2013/5/8

Y1 - 2013/5/8

N2 - A new zinc ion sensor 1-(anthracen-9-yl)-N-(pyridin-2-ylmethyl)-N- (quinolin-2-ylmethyl)methanamine 1 was synthesized by incorporating a dipicolylamine derivative as a binding unit and an anthracene group as a fluorescence signaling unit. The anthracene-based receptor 1 was highly selective for Zn2+ with a fluorescence enhancement and a remarkable red shift in aqueous solution, whereas this chemosensor showed no response to other metals, especially Cd2+ ion. The composition of the complex 1-Zn2+ turned out 1:1, based on Job's plot, ESI-mass analysis, and 1H NMR titration.

AB - A new zinc ion sensor 1-(anthracen-9-yl)-N-(pyridin-2-ylmethyl)-N- (quinolin-2-ylmethyl)methanamine 1 was synthesized by incorporating a dipicolylamine derivative as a binding unit and an anthracene group as a fluorescence signaling unit. The anthracene-based receptor 1 was highly selective for Zn2+ with a fluorescence enhancement and a remarkable red shift in aqueous solution, whereas this chemosensor showed no response to other metals, especially Cd2+ ion. The composition of the complex 1-Zn2+ turned out 1:1, based on Job's plot, ESI-mass analysis, and 1H NMR titration.

KW - Anthracene

KW - Chemosensor

KW - Dipicolylamine

KW - Fluorescent

KW - Zinc ions

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