Thiazole-based chemosensor II: Synthesis and fluorescence sensing of fluoride ions based on inhibition of ESIPT

Aasif Helal; Nugen Thi Thu Thao; Soon W. Lee; Hong Seok Kim

doi:10.1007/s10847-009-9648-0

Thiazole-based chemosensor II: Synthesis and fluorescence sensing of fluoride ions based on inhibition of ESIPT

Aasif Helal
, Nugen Thi Thu Thao
, Soon W. Lee
, Hong Seok Kim^*

^*Corresponding author for this work

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

52 Scopus citations

Abstract

Novel chemosensors based on 2-(2′-hydroxyphenyl)-4-phenylthiazole were synthesized and their anion sensing behaviors were investigated. Sensors 1 and 2 show fluoride ion selective behaviors related to their absorption and emission spectra amongst F^-, CH₃CO₂^-, H₂PO₄^-, Cl^-, Br^-, I^-, ClO₄^-, NO₃^-, and HSO₄^- anions. Sensor 2 shows color change upon interaction with F^-. Interactions of 1, 2 and 3 with F^- cause a red-shift in UV-vis absorption and a large Stokes shift in fluorescence emission due to the inhibition of ESIPT induced by the deprotonation of phenolic proton by F^-.

Original language	English
Pages (from-to)	87-94
Number of pages	8
Journal	Journal of Inclusion Phenomena and Macrocyclic Chemistry
Volume	66
Issue number	1
DOIs	https://doi.org/10.1007/s10847-009-9648-0
State	Published - Jan 2010
Externally published	Yes

Keywords

ESIPT
Fluorescence
Fluoride ions
Stokes' shift
Thiazole

ASJC Scopus subject areas

Food Science
General Chemistry
Condensed Matter Physics

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title = "Thiazole-based chemosensor II: Synthesis and fluorescence sensing of fluoride ions based on inhibition of ESIPT",

abstract = "Novel chemosensors based on 2-(2′-hydroxyphenyl)-4-phenylthiazole were synthesized and their anion sensing behaviors were investigated. Sensors 1 and 2 show fluoride ion selective behaviors related to their absorption and emission spectra amongst F-, CH3CO2-, H2PO4-, Cl-, Br-, I-, ClO4-, NO3-, and HSO4- anions. Sensor 2 shows color change upon interaction with F-. Interactions of 1, 2 and 3 with F- cause a red-shift in UV-vis absorption and a large Stokes shift in fluorescence emission due to the inhibition of ESIPT induced by the deprotonation of phenolic proton by F-.",

keywords = "ESIPT, Fluorescence, Fluoride ions, Stokes' shift, Thiazole",

author = "Aasif Helal and Thao, \{Nugen Thi Thu\} and Lee, \{Soon W.\} and Kim, \{Hong Seok\}",

year = "2010",

month = jan,

doi = "10.1007/s10847-009-9648-0",

language = "English",

volume = "66",

pages = "87--94",

journal = "Journal of Inclusion Phenomena and Macrocyclic Chemistry",

issn = "0923-0750",

publisher = "Editura Stiintifica F. M. R.",

number = "1",

}

TY - JOUR

T1 - Thiazole-based chemosensor II

T2 - Synthesis and fluorescence sensing of fluoride ions based on inhibition of ESIPT

AU - Helal, Aasif

AU - Thao, Nugen Thi Thu

AU - Lee, Soon W.

AU - Kim, Hong Seok

PY - 2010/1

Y1 - 2010/1

N2 - Novel chemosensors based on 2-(2′-hydroxyphenyl)-4-phenylthiazole were synthesized and their anion sensing behaviors were investigated. Sensors 1 and 2 show fluoride ion selective behaviors related to their absorption and emission spectra amongst F-, CH3CO2-, H2PO4-, Cl-, Br-, I-, ClO4-, NO3-, and HSO4- anions. Sensor 2 shows color change upon interaction with F-. Interactions of 1, 2 and 3 with F- cause a red-shift in UV-vis absorption and a large Stokes shift in fluorescence emission due to the inhibition of ESIPT induced by the deprotonation of phenolic proton by F-.

AB - Novel chemosensors based on 2-(2′-hydroxyphenyl)-4-phenylthiazole were synthesized and their anion sensing behaviors were investigated. Sensors 1 and 2 show fluoride ion selective behaviors related to their absorption and emission spectra amongst F-, CH3CO2-, H2PO4-, Cl-, Br-, I-, ClO4-, NO3-, and HSO4- anions. Sensor 2 shows color change upon interaction with F-. Interactions of 1, 2 and 3 with F- cause a red-shift in UV-vis absorption and a large Stokes shift in fluorescence emission due to the inhibition of ESIPT induced by the deprotonation of phenolic proton by F-.

KW - ESIPT

KW - Fluorescence

KW - Fluoride ions

KW - Stokes' shift

KW - Thiazole

UR - https://www.scopus.com/pages/publications/74749088481

U2 - 10.1007/s10847-009-9648-0

DO - 10.1007/s10847-009-9648-0

M3 - Article

AN - SCOPUS:74749088481

SN - 0923-0750

VL - 66

SP - 87

EP - 94

JO - Journal of Inclusion Phenomena and Macrocyclic Chemistry

JF - Journal of Inclusion Phenomena and Macrocyclic Chemistry

IS - 1

ER -

Thiazole-based chemosensor II: Synthesis and fluorescence sensing of fluoride ions based on inhibition of ESIPT

Abstract

Keywords

ASJC Scopus subject areas

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