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A novel rhodamine-based colorimetric chemodosimeter for the rapid detection of Al3+ in aqueous methanol: fluorescent ‘OFF–ON’ mechanism

Authors :
Atanu Jana
Kinsuk Das
Sumanta Kumar Ghatak
Anasuya Bandyopadhyay
Saugata Konar
Anamika Dhara
Sangita Ray
Susanta Kumar Kar
Nikhil Guchhait
Source :
Tetrahedron Letters. 54:3630-3634
Publication Year :
2013
Publisher :
Elsevier BV, 2013.

Abstract

A novel rhodamine-based chemosensor, 3′,6′-bis(diethylamino)-2-((2,7-dimethoxy-9H-fluoren-9-ylidene)amino)spiro[isoindoline-1,9′-xanthen]-3-one (1) for aluminum ion, was designed and synthesized. Compound 1 is an orange colored, weak fluorescent compound which was synthesized via one-step facile reaction of rhodamine B hydrazide with 2,7-dimethoxy-9H-fluoren-9-one in MeOH. When Al3+ salt was added in methanol:water (30:70, v/v) solution then spirolactum ring of 1 was opened. The absorbance and fluorescence of the mixed solution were increased dramatically because of the opening of the lactum ring. Thus, signal transduction occurred via reversible CHEF (chelation-enhanced fluorescence) mechanism in the range 580–584 nm.

Details

ISSN :
00404039
Volume :
54
Database :
OpenAIRE
Journal :
Tetrahedron Letters
Accession number :
edsair.doi...........5a336e905329b4e78973e8921132eea0
Full Text :
https://doi.org/10.1016/j.tetlet.2013.04.103