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

Dept. of Fine Chemistry

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

71 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

Keywords

Anthracene
Chemosensor
Dipicolylamine
Fluorescent
Zinc ions

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10.1016/j.tetlet.2013.02.102

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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.",

keywords = "Anthracene, Chemosensor, Dipicolylamine, Fluorescent, Zinc ions",

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

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doi = "10.1016/j.tetlet.2013.02.102",

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T1 - An anthracene-based fluorescent chemosensor for Zn2+

AU - Kim, Jin Hoon

AU - Noh, Jin Young

AU - Hwang, In Hong

AU - Kang, Juhye

AU - Kim, Jinheung

AU - Kim, Cheal

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

UR - https://www.scopus.com/pages/publications/84875942344

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DO - 10.1016/j.tetlet.2013.02.102

M3 - Article

AN - SCOPUS:84875942344

SN - 0040-4039

VL - 54

SP - 2415

EP - 2418

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 19

ER -

An anthracene-based fluorescent chemosensor for Zn²⁺

Abstract

Keywords

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