A multifunctional colorimetric chemosensor for cyanide and copper(II) ions

Tae Geun Jo; Yu Jeong Na; Jae Jun Lee; Myoung Mi Lee; Sun Young Lee; Cheal Kim

doi:10.1016/j.snb.2015.01.093

A multifunctional colorimetric chemosensor for cyanide and copper(II) ions

Tae Geun Jo, Yu Jeong Na, Jae Jun Lee, Myoung Mi Lee, Sun Young Lee, Cheal Kim

Dept. of Fine Chemistry

Seoul National University of Science and Technology (SNUST)

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

94 Scopus citations

Abstract

We designed and synthesized a new asymmetric chemosensor 1 based on the combination of salicylaldehyde moiety and 2-amino-3-(((E)-(8-hydroxy-2,3,6,7-tetrahydro-1H,5H-pyrido[3,2,1-ij]quinolin-9yl)methylene)amino)maleonitrile followed by the condensation reaction of julolidine and 2,3-diaminomaleonitrile. The sensor 1 exhibited definite color changes from violet to pale yellow for CN^- and Cu²⁺ separately in different solvent systems. The phenomena possibly originated from blue shift generated by the intramolecular charge transfer (ICT) transition. The complex formations were proposed to be in 1:1 ratio, based on Job plot, ¹H NMR titration and ESI-mass spectrometry analysis. Furthermore, the multifunctional colorimetric sensing ability of 1 was theoretically explained by DFT and TDDFT calculations.

Original language	English
Pages (from-to)	498-506
Number of pages	9
Journal	Sensors and Actuators, B: Chemical
Volume	211
DOIs	https://doi.org/10.1016/j.snb.2015.01.093
State	Published - May 2015

Keywords

Colorimetric
Copper ion
Cyanide
ICT
Theoretical calculations

Access to Document

10.1016/j.snb.2015.01.093

Cite this

@article{11862bf1d52441698d48cb1c04400ec0,

title = "A multifunctional colorimetric chemosensor for cyanide and copper(II) ions",

abstract = "We designed and synthesized a new asymmetric chemosensor 1 based on the combination of salicylaldehyde moiety and 2-amino-3-(((E)-(8-hydroxy-2,3,6,7-tetrahydro-1H,5H-pyrido[3,2,1-ij]quinolin-9yl)methylene)amino)maleonitrile followed by the condensation reaction of julolidine and 2,3-diaminomaleonitrile. The sensor 1 exhibited definite color changes from violet to pale yellow for CN- and Cu2+ separately in different solvent systems. The phenomena possibly originated from blue shift generated by the intramolecular charge transfer (ICT) transition. The complex formations were proposed to be in 1:1 ratio, based on Job plot, 1H NMR titration and ESI-mass spectrometry analysis. Furthermore, the multifunctional colorimetric sensing ability of 1 was theoretically explained by DFT and TDDFT calculations.",

keywords = "Colorimetric, Copper ion, Cyanide, ICT, Theoretical calculations",

author = "Jo, \{Tae Geun\} and Na, \{Yu Jeong\} and Lee, \{Jae Jun\} and Lee, \{Myoung Mi\} and Lee, \{Sun Young\} and Cheal Kim",

year = "2015",

month = may,

doi = "10.1016/j.snb.2015.01.093",

language = "English",

volume = "211",

pages = "498--506",

journal = "Sensors and Actuators, B: Chemical",

issn = "0925-4005",

}

TY - JOUR

T1 - A multifunctional colorimetric chemosensor for cyanide and copper(II) ions

AU - Jo, Tae Geun

AU - Na, Yu Jeong

AU - Lee, Jae Jun

AU - Lee, Myoung Mi

AU - Lee, Sun Young

AU - Kim, Cheal

PY - 2015/5

Y1 - 2015/5

N2 - We designed and synthesized a new asymmetric chemosensor 1 based on the combination of salicylaldehyde moiety and 2-amino-3-(((E)-(8-hydroxy-2,3,6,7-tetrahydro-1H,5H-pyrido[3,2,1-ij]quinolin-9yl)methylene)amino)maleonitrile followed by the condensation reaction of julolidine and 2,3-diaminomaleonitrile. The sensor 1 exhibited definite color changes from violet to pale yellow for CN- and Cu2+ separately in different solvent systems. The phenomena possibly originated from blue shift generated by the intramolecular charge transfer (ICT) transition. The complex formations were proposed to be in 1:1 ratio, based on Job plot, 1H NMR titration and ESI-mass spectrometry analysis. Furthermore, the multifunctional colorimetric sensing ability of 1 was theoretically explained by DFT and TDDFT calculations.

AB - We designed and synthesized a new asymmetric chemosensor 1 based on the combination of salicylaldehyde moiety and 2-amino-3-(((E)-(8-hydroxy-2,3,6,7-tetrahydro-1H,5H-pyrido[3,2,1-ij]quinolin-9yl)methylene)amino)maleonitrile followed by the condensation reaction of julolidine and 2,3-diaminomaleonitrile. The sensor 1 exhibited definite color changes from violet to pale yellow for CN- and Cu2+ separately in different solvent systems. The phenomena possibly originated from blue shift generated by the intramolecular charge transfer (ICT) transition. The complex formations were proposed to be in 1:1 ratio, based on Job plot, 1H NMR titration and ESI-mass spectrometry analysis. Furthermore, the multifunctional colorimetric sensing ability of 1 was theoretically explained by DFT and TDDFT calculations.

KW - Colorimetric

KW - Copper ion

KW - Cyanide

KW - ICT

KW - Theoretical calculations

UR - http://www.scopus.com/inward/record.url?scp=84922902030&partnerID=8YFLogxK

U2 - 10.1016/j.snb.2015.01.093

DO - 10.1016/j.snb.2015.01.093

M3 - Article

AN - SCOPUS:84922902030

SN - 0925-4005

VL - 211

SP - 498

EP - 506

JO - Sensors and Actuators, B: Chemical

JF - Sensors and Actuators, B: Chemical

ER -

A multifunctional colorimetric chemosensor for cyanide and copper(II) ions

Abstract

Keywords

Access to Document

Other files and links

Fingerprint

Cite this