A colorimetric and fluorescent sensor for sequential detection of copper ion and cyanide

A simple cation sensor 1 ((E)-9-((2-hydroxynaphthalen-1-ylimino)methyl)-1,2,3,5,6,7-hexahydropyrido[3,2,1-ij]quinolin-8-ol) bearing both a julolidine moiety and a naphthol moiety was designed and synthesized as a colorimetric sensor for Cu2+. In methanol solution of 1, the presence of Cu2+ led to a...

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Bibliographic Details
Published in:Tetrahedron 2014-04, Vol.70 (17), p.2822-2828
Main Authors: Park, Gyeong Jin, Hwang, In Hong, Song, Eun Joo, Kim, Hyun, Kim, Cheal
Format: Article
Language:English
Subjects:
Color
Colorimetric
Colorimetry
Copper
Cyanide
Cyanides
Detection
Fluorescence
Fluorescent sensor
Fluorometers
Julolidine
Methyl alcohol
Naphthol
Sensors
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Summary:A simple cation sensor 1 ((E)-9-((2-hydroxynaphthalen-1-ylimino)methyl)-1,2,3,5,6,7-hexahydropyrido[3,2,1-ij]quinolin-8-ol) bearing both a julolidine moiety and a naphthol moiety was designed and synthesized as a colorimetric sensor for Cu2+. In methanol solution of 1, the presence of Cu2+ led to a distinct naked-eye color change from yellow to purple. The proposed sensing mechanism might be attributed to the decrease in internal charge transfer band. Moreover, the resulting 1–Cu2+ complex sensed cyanide in a fluorometric way via fluorescent changes. These results demonstrate a novel type of the sequential recognition of Cu2+ and CN− using two different sensing methods, color change, and fluorescence. [Display omitted]
ISSN:0040-4020
1464-5416
DOI:10.1016/j.tet.2014.02.055