New regioisomeric naphthol-substituted thiazole based ratiometric fluorescence sensor for Zn2+ with a remarkable red shift in emission spectra

Aasif Helal; Mohammad Harun Or Rashid; Cheol Ho Choi; Hong Seok Kim

doi:10.1016/j.tet.2011.10.106

New regioisomeric naphthol-substituted thiazole based ratiometric fluorescence sensor for Zn²⁺ with a remarkable red shift in emission spectra

Aasif Helal, Mohammad Harun Or Rashid, Cheol Ho Choi, Hong Seok Kim

Kyungpook National University

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

58 Scopus citations

Abstract

Ratiometric fluorescent chemosensors based on the position of ring annulation of the naphthol-thiazole moiety for quantification of zinc ions in aqueous ethanol were synthesized and investigated. It was found that sensor 3 exhibited a remarkably large red shift of 140 nm in emission upon complexation with Zn²⁺. A TD-B3LYP/6-31G (d,p) calculation was performed to characterize the nature of the fluorescence behavior of sensor 3 upon Zn ²⁺ complexation. The combination of experimental and computational analyses provides a more complete understanding of the molecular level origin of these unique photophysical properties of this type of chemosensor.

Original language	English
Pages (from-to)	647-653
Number of pages	7
Journal	Tetrahedron
Volume	68
Issue number	2
DOIs	https://doi.org/10.1016/j.tet.2011.10.106
State	Published - 14 Jan 2012

Keywords

Naphthol-thiazole
Ratiometric fluorescence
Ring annulation
Zinc ion

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10.1016/j.tet.2011.10.106

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title = "New regioisomeric naphthol-substituted thiazole based ratiometric fluorescence sensor for Zn2+ with a remarkable red shift in emission spectra",

abstract = "Ratiometric fluorescent chemosensors based on the position of ring annulation of the naphthol-thiazole moiety for quantification of zinc ions in aqueous ethanol were synthesized and investigated. It was found that sensor 3 exhibited a remarkably large red shift of 140 nm in emission upon complexation with Zn2+. A TD-B3LYP/6-31G (d,p) calculation was performed to characterize the nature of the fluorescence behavior of sensor 3 upon Zn 2+ complexation. The combination of experimental and computational analyses provides a more complete understanding of the molecular level origin of these unique photophysical properties of this type of chemosensor.",

keywords = "Naphthol-thiazole, Ratiometric fluorescence, Ring annulation, Zinc ion",

author = "Aasif Helal and Rashid, \{Mohammad Harun Or\} and Choi, \{Cheol Ho\} and Kim, \{Hong Seok\}",

year = "2012",

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doi = "10.1016/j.tet.2011.10.106",

language = "English",

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T1 - New regioisomeric naphthol-substituted thiazole based ratiometric fluorescence sensor for Zn2+ with a remarkable red shift in emission spectra

AU - Helal, Aasif

AU - Rashid, Mohammad Harun Or

AU - Choi, Cheol Ho

AU - Kim, Hong Seok

PY - 2012/1/14

Y1 - 2012/1/14

N2 - Ratiometric fluorescent chemosensors based on the position of ring annulation of the naphthol-thiazole moiety for quantification of zinc ions in aqueous ethanol were synthesized and investigated. It was found that sensor 3 exhibited a remarkably large red shift of 140 nm in emission upon complexation with Zn2+. A TD-B3LYP/6-31G (d,p) calculation was performed to characterize the nature of the fluorescence behavior of sensor 3 upon Zn 2+ complexation. The combination of experimental and computational analyses provides a more complete understanding of the molecular level origin of these unique photophysical properties of this type of chemosensor.

AB - Ratiometric fluorescent chemosensors based on the position of ring annulation of the naphthol-thiazole moiety for quantification of zinc ions in aqueous ethanol were synthesized and investigated. It was found that sensor 3 exhibited a remarkably large red shift of 140 nm in emission upon complexation with Zn2+. A TD-B3LYP/6-31G (d,p) calculation was performed to characterize the nature of the fluorescence behavior of sensor 3 upon Zn 2+ complexation. The combination of experimental and computational analyses provides a more complete understanding of the molecular level origin of these unique photophysical properties of this type of chemosensor.

KW - Naphthol-thiazole

KW - Ratiometric fluorescence

KW - Ring annulation

KW - Zinc ion

UR - https://www.scopus.com/pages/publications/82955249286

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DO - 10.1016/j.tet.2011.10.106

M3 - Article

AN - SCOPUS:82955249286

SN - 0040-4020

VL - 68

SP - 647

EP - 653

JO - Tetrahedron

JF - Tetrahedron

IS - 2

ER -

New regioisomeric naphthol-substituted thiazole based ratiometric fluorescence sensor for Zn²⁺ with a remarkable red shift in emission spectra

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Keywords

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