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Thiourea linked peracetylated glucopyranosyl-anthraquinone conjugate as reversible ON-OFF receptor for fluoride in acetonitrile

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Title Thiourea linked peracetylated glucopyranosyl-anthraquinone conjugate as reversible ON-OFF receptor for fluoride in acetonitrile
 
Creator ARETI, S
KHEDKAR, JK
CHILUKULA, R
RAO, CP
 
Subject Thiourea linked peracetylated glucopyranosyl-anthraquinone conjugate
Fluoride sensing
Fluorimetric and colorimetric reversible
ON-OFF sensor
Formation of HF2-
INHIBIT logic gate
DFT modeling
INTRAMOLECULAR PROTON-TRANSFER
HYDROGEN-BONDING INTERACTIONS
ANION RECEPTORS
FLUORESCENCE ENHANCEMENT
SENSING PROPERTIES
BINDING
DEPROTONATION
RECOGNITION
SENSORS
STATE
 
Description A new thiourea linked peracetylated glucopyranosyl-anthraquinone conjugate (L) has been synthesized and characterized. The binding properties of L have been studied with nineteen different anions. The L exhibited selective chromogenic as well as fluorescent chemosensor property toward F- by a similar to 13-fold increase in the emission intensity upon binding with F-. The minimal detection limit for F- is 185 +/- 5 ppb in acetonitrile. Interaction of F- led to a bathochromic shift of 80 nm in the absorption band. An INHIBIT logic gate has been proposed using the output obtained from the fluorescence studies. The structure of the species formed upon the interaction of F- with L has been established by DFT computations. (C) 2013 Elsevier Ltd. All rights reserved.
 
Publisher PERGAMON-ELSEVIER SCIENCE LTD
 
Date 2014-10-17T05:36:56Z
2014-10-17T05:36:56Z
2013
 
Type Article
 
Identifier TETRAHEDRON LETTERS, 54(41)5629-5634
http://dx.doi.org/10.1016/j.tetlet.2013.08.008
http://dspace.library.iitb.ac.in/jspui/handle/100/16084
 
Language en