A simple Michael acceptor type quinoline derivative for highly selective sequential recognition of CN- and Cu2+ in aqueous solution

Yuan Rong Zhu; Hui Li; Guo Tao Yan; Bing Bing Shi; You Ming Zhang; Qi Lin; Hong Yao; Tai Bao Wei

doi:10.1039/c5ra08238b

A simple Michael acceptor type quinoline derivative for highly selective sequential recognition of CN^- and Cu²⁺ in aqueous solution

Yuan Rong Zhu, Hui Li, Guo Tao Yan, Bing Bing Shi, You Ming Zhang, Qi Lin, Hong Yao, Tai Bao Wei^*

^*Corresponding author for this work

Northwest Normal University

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

29 Citations (Scopus)

Abstract

A 2-(quinolin-2-ylmethylene) malononitrile (6) chemosensor has been designed and synthesized. The fluorogenic properties of 6 toward different anions and metal ions were investigated in DMSO/H₂O (1 : 9, v/v) solution. Probe 6 exhibits high selectivity and sensitivity (5.09 × 10^-8 M) to CN^- as fluorescence "off-on" behavior through Michael addition. Moreover, the in situ formed 6-CN^- is further utilized to sense the Cu²⁺ through complexation reaction with high selectivity and fluorescence quenching performance in aqueous water. Probe 6 has selectively detected CN^- in real water sample, and on test strips. The FTIR, ¹HNMR and ESI-MS spectroscopy supported the proposed mechanism of interaction.

Original language	English
Pages (from-to)	49953-49957
Number of pages	5
Journal	RSC Advances
Volume	5
Issue number	62
DOIs	https://doi.org/10.1039/c5ra08238b
Publication status	Published - 2015
Externally published	Yes

Access to Document

10.1039/c5ra08238b

Cite this

@article{402efcfd3bf2459fbfba33862088d79e,

title = "A simple Michael acceptor type quinoline derivative for highly selective sequential recognition of CN- and Cu2+ in aqueous solution",

abstract = "A 2-(quinolin-2-ylmethylene) malononitrile (6) chemosensor has been designed and synthesized. The fluorogenic properties of 6 toward different anions and metal ions were investigated in DMSO/H2O (1 : 9, v/v) solution. Probe 6 exhibits high selectivity and sensitivity (5.09 × 10-8 M) to CN- as fluorescence {"}off-on{"} behavior through Michael addition. Moreover, the in situ formed 6-CN- is further utilized to sense the Cu2+ through complexation reaction with high selectivity and fluorescence quenching performance in aqueous water. Probe 6 has selectively detected CN- in real water sample, and on test strips. The FTIR, 1HNMR and ESI-MS spectroscopy supported the proposed mechanism of interaction.",

author = "Zhu, \{Yuan Rong\} and Hui Li and Yan, \{Guo Tao\} and Shi, \{Bing Bing\} and Zhang, \{You Ming\} and Qi Lin and Hong Yao and Wei, \{Tai Bao\}",

note = "Publisher Copyright: {\textcopyright} The Royal Society of Chemistry 2015.",

year = "2015",

doi = "10.1039/c5ra08238b",

language = "English",

volume = "5",

pages = "49953--49957",

journal = "RSC Advances",

issn = "2046-2069",

publisher = "Royal Society of Chemistry",

number = "62",

}

TY - JOUR

T1 - A simple Michael acceptor type quinoline derivative for highly selective sequential recognition of CN- and Cu2+ in aqueous solution

AU - Zhu, Yuan Rong

AU - Li, Hui

AU - Yan, Guo Tao

AU - Shi, Bing Bing

AU - Zhang, You Ming

AU - Lin, Qi

AU - Yao, Hong

AU - Wei, Tai Bao

PY - 2015

Y1 - 2015

N2 - A 2-(quinolin-2-ylmethylene) malononitrile (6) chemosensor has been designed and synthesized. The fluorogenic properties of 6 toward different anions and metal ions were investigated in DMSO/H2O (1 : 9, v/v) solution. Probe 6 exhibits high selectivity and sensitivity (5.09 × 10-8 M) to CN- as fluorescence "off-on" behavior through Michael addition. Moreover, the in situ formed 6-CN- is further utilized to sense the Cu2+ through complexation reaction with high selectivity and fluorescence quenching performance in aqueous water. Probe 6 has selectively detected CN- in real water sample, and on test strips. The FTIR, 1HNMR and ESI-MS spectroscopy supported the proposed mechanism of interaction.

AB - A 2-(quinolin-2-ylmethylene) malononitrile (6) chemosensor has been designed and synthesized. The fluorogenic properties of 6 toward different anions and metal ions were investigated in DMSO/H2O (1 : 9, v/v) solution. Probe 6 exhibits high selectivity and sensitivity (5.09 × 10-8 M) to CN- as fluorescence "off-on" behavior through Michael addition. Moreover, the in situ formed 6-CN- is further utilized to sense the Cu2+ through complexation reaction with high selectivity and fluorescence quenching performance in aqueous water. Probe 6 has selectively detected CN- in real water sample, and on test strips. The FTIR, 1HNMR and ESI-MS spectroscopy supported the proposed mechanism of interaction.

UR - http://www.scopus.com/inward/record.url?scp=84935910110&partnerID=8YFLogxK

U2 - 10.1039/c5ra08238b

DO - 10.1039/c5ra08238b

M3 - Article

AN - SCOPUS:84935910110

SN - 2046-2069

VL - 5

SP - 49953

EP - 49957

JO - RSC Advances

JF - RSC Advances

IS - 62

ER -

A simple Michael acceptor type quinoline derivative for highly selective sequential recognition of CN^- and Cu²⁺ in aqueous solution

Abstract

Access to Document

Other files and links

Fingerprint

Cite this