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Synthesis, spectral and electrochemical properties of phenylated boron-dipyrromethenes

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Title Synthesis, spectral and electrochemical properties of phenylated boron-dipyrromethenes
 
Creator LAKSHMI, V
RAVIKANTH, M
 
Subject Boron-dipyrromethenes
Phenylated BODIPYs
Absorption
Emission
Electrochemical properties
Electron rich systems
QUANTUM-CHEMICAL CALCULATIONS
BODIPY DYES
SPECTROSCOPIC PROPERTIES
FLUORESCENT-PROBE
CRYSTAL-STRUCTURE
PHOTOPHYSICS
DERIVATIVES
CHEMISTRY
 
Description The synthesis, absorption, electrochemical and fluorescence properties of boron-dipyrromethenes (BODIPYs) containing one to six phenyl groups at the pyrrole carbons are described. The phenylated BODIPYs were prepared by coupling of appropriate brominated BODIPY with phenylboronic acid in THF/toluene/H2O (1:1:1) mixture in the presence of catalytic amount of Pd(PPh3)(4)/Na2CO3 at 80 degrees C for overnight. The effect of the number of phenyl substituents at the pyrrole carbons of BODIPY framework on absorption, electrochemical and fluorescence properties were investigated. The absorption and fluorescence studies showed a bathochromic shift in absorption and emission bands, increase in quantum yield and singlet state life time upto the presence of four phenyl groups at the pyrrole carbons of BODIPY but the properties were reversed for five and six phenyl substituted BODIPYs. The electrochemical studies indicated that with the increase of number of phenyl groups at the pyrrole carbons of BODIPY framework, the electron rich nature of BODIPY increases. (C) 2012 Elsevier Ltd. All rights reserved.
 
Publisher ELSEVIER SCI LTD
 
Date 2014-10-15T17:22:47Z
2014-10-15T17:22:47Z
2013
 
Type Article
 
Identifier DYES AND PIGMENTS, 96(3)665-671
http://dx.doi.org/10.1016/j.dyepig.2012.10.012
http://dspace.library.iitb.ac.in/jspui/handle/100/15318
 
Language en