Isatin appended rhodamine scaffold as an efficient chemical tool to detect selectively Al3+

Anamika Dhara; Atanu Jana; Nikhil Guchhait; Susanta K. Kar

doi:10.1016/j.jlumin.2014.05.003

Isatin appended rhodamine scaffold as an efficient chemical tool to detect selectively Al³⁺

Anamika Dhara
, Atanu Jana
, Nikhil Guchhait
, Susanta K. Kar

Division of System Semiconductor

University of Calcutta

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

18 Scopus citations

Abstract

5-methoxy isatin-appended rhodamine dye, (E)-3′-(diethylamino)- 6′-(ethyl(methyl)amino)-2-((5-methoxy-2-oxoindolin-3-ylidene)amino) spiro[isoindoline-1,9′-xanthen]-3-one (L) has been designed, synthesized, and characterized by different spectroscopic techniques. The chemosensor L shows high sensitivity towards Al³⁺ ions without interference from other biologically important cations in DMSO/H₂O (1/9, v/v) media. The Al³⁺-ion promoted ring opening of the rhodamine spirolactam ring in chemosensor L evokes a fluorescence turn-on response via chelation-enhanced fluorescence (CHEF) process. Its lowest detection limit for Al³⁺ is 2.2×10^-8 M, and displays a significant color change from almost colorless to deep pink in the presence of Al³⁺. The titration results show a 1:1 complex formation between chemosensor L and Al³⁺.

Original language	English
Pages (from-to)	369-375
Number of pages	7
Journal	Journal of Luminescence
Volume	154
DOIs	https://doi.org/10.1016/j.jlumin.2014.05.003
State	Published - Oct 2014

Keywords

Fluorescence
Rhodamine moiety
TCSPC

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10.1016/j.jlumin.2014.05.003

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@article{a80d6f8f41c844c08e4bc3dad04ace84,

title = "Isatin appended rhodamine scaffold as an efficient chemical tool to detect selectively Al3+",

abstract = "5-methoxy isatin-appended rhodamine dye, (E)-3′-(diethylamino)- 6′-(ethyl(methyl)amino)-2-((5-methoxy-2-oxoindolin-3-ylidene)amino) spiro[isoindoline-1,9′-xanthen]-3-one (L) has been designed, synthesized, and characterized by different spectroscopic techniques. The chemosensor L shows high sensitivity towards Al3+ ions without interference from other biologically important cations in DMSO/H2O (1/9, v/v) media. The Al3+-ion promoted ring opening of the rhodamine spirolactam ring in chemosensor L evokes a fluorescence turn-on response via chelation-enhanced fluorescence (CHEF) process. Its lowest detection limit for Al3+ is 2.2×10-8 M, and displays a significant color change from almost colorless to deep pink in the presence of Al3+. The titration results show a 1:1 complex formation between chemosensor L and Al3+.",

keywords = "Fluorescence, Rhodamine moiety, TCSPC",

author = "Anamika Dhara and Atanu Jana and Nikhil Guchhait and \{K. Kar\}, Susanta",

year = "2014",

month = oct,

doi = "10.1016/j.jlumin.2014.05.003",

language = "English",

volume = "154",

pages = "369--375",

journal = "Journal of Luminescence",

issn = "0022-2313",

publisher = "Elsevier B.V.",

}

TY - JOUR

T1 - Isatin appended rhodamine scaffold as an efficient chemical tool to detect selectively Al3+

AU - Dhara, Anamika

AU - Jana, Atanu

AU - Guchhait, Nikhil

AU - K. Kar, Susanta

PY - 2014/10

Y1 - 2014/10

N2 - 5-methoxy isatin-appended rhodamine dye, (E)-3′-(diethylamino)- 6′-(ethyl(methyl)amino)-2-((5-methoxy-2-oxoindolin-3-ylidene)amino) spiro[isoindoline-1,9′-xanthen]-3-one (L) has been designed, synthesized, and characterized by different spectroscopic techniques. The chemosensor L shows high sensitivity towards Al3+ ions without interference from other biologically important cations in DMSO/H2O (1/9, v/v) media. The Al3+-ion promoted ring opening of the rhodamine spirolactam ring in chemosensor L evokes a fluorescence turn-on response via chelation-enhanced fluorescence (CHEF) process. Its lowest detection limit for Al3+ is 2.2×10-8 M, and displays a significant color change from almost colorless to deep pink in the presence of Al3+. The titration results show a 1:1 complex formation between chemosensor L and Al3+.

AB - 5-methoxy isatin-appended rhodamine dye, (E)-3′-(diethylamino)- 6′-(ethyl(methyl)amino)-2-((5-methoxy-2-oxoindolin-3-ylidene)amino) spiro[isoindoline-1,9′-xanthen]-3-one (L) has been designed, synthesized, and characterized by different spectroscopic techniques. The chemosensor L shows high sensitivity towards Al3+ ions without interference from other biologically important cations in DMSO/H2O (1/9, v/v) media. The Al3+-ion promoted ring opening of the rhodamine spirolactam ring in chemosensor L evokes a fluorescence turn-on response via chelation-enhanced fluorescence (CHEF) process. Its lowest detection limit for Al3+ is 2.2×10-8 M, and displays a significant color change from almost colorless to deep pink in the presence of Al3+. The titration results show a 1:1 complex formation between chemosensor L and Al3+.

KW - Fluorescence

KW - Rhodamine moiety

KW - TCSPC

UR - https://www.scopus.com/pages/publications/84901953720

U2 - 10.1016/j.jlumin.2014.05.003

DO - 10.1016/j.jlumin.2014.05.003

M3 - Article

AN - SCOPUS:84901953720

SN - 0022-2313

VL - 154

SP - 369

EP - 375

JO - Journal of Luminescence

JF - Journal of Luminescence

ER -

Isatin appended rhodamine scaffold as an efficient chemical tool to detect selectively Al³⁺

Abstract

Keywords

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