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Synthesis, structure, spectral, electrochemical and sensing properties of 3-amino boron-dipyrromethene and its derivatives

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Title Synthesis, structure, spectral, electrochemical and sensing properties of 3-amino boron-dipyrromethene and its derivatives
 
Creator GANAPATHI, E
MADHU, S
CHATTERJEE, T
GONNADE, R
RAVIKANTH, M
 
Subject 3-Amino boron dipyrromethene
Iminophosphorane BODIPY
Fluorescent probes
Mercury(II) sensor
Chemodosimeter
F sensor
BODIPY DYES
SPECTROSCOPIC PROPERTIES
FLUORESCENT-PROBE
CRYSTAL-STRUCTURE
FLUORIDE
 
Description We report the synthesis of 3-amino boron-dipyrromethene (3-amino BODIPY) by treating 3-bromo boron-dipyrromethene (3-bromo BODIPY) initially with sodium azide in acetonitrile followed by tri-phenylphosphine(PPh3)/H2O in tetrahydrofuran in three steps under mild reaction conditions. In this reaction, 3-azido BODIPY which formed in the first step was not isolated but the 3-iminophosphorane BODIPY which formed in the second step was isolated and characterized crystallographically. The 3-amino BODIPY was characterized by various spectroscopic and X-ray analytical techniques. To test the reactivity of amine functionality on BODIPY core, we prepared 1-(meso-anisyl BODIPY)-3-phenyl urea/thiourea derivatives under simple reaction conditions. Our studies indicated that 1-(meso-anisyl BODIPY)-3-pheny thiourea can act as specific chemodosimetric sensor for Hg2+ ion and 1-(meso-anisyl BODIPY)-3-phenyl urea as colorimetric and ratiometric sensor for F- ion. (C) 2013 Elsevier Ltd. All rights reserved.
 
Publisher ELSEVIER SCI LTD
 
Date 2014-12-28T16:48:52Z
2014-12-28T16:48:52Z
2014
 
Type Article
 
Identifier DYES AND PIGMENTS, 102218-227
0143-7208
1873-3743
http://dx.doi.org/10.1016/j.dyepig.2013.10.038
http://dspace.library.iitb.ac.in/jspui/handle/100/16925
 
Language English