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Synthesis and photophysical properties of covalently linked boron dipyrromethene dyads

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Title Synthesis and photophysical properties of covalently linked boron dipyrromethene dyads
 
Creator KHAN, TK
SHAIKH, MS
RAVIKANTH, M
 
Subject Meso-furyl boron dipyrromethenes
Easier reductions
Boron dipyrromethene dyads
Energy transfer
DFT
TDDFT
LIGHT-HARVESTING ARRAYS
BODIPY DYES
ENERGY-TRANSFER
SYSTEMS
DERIVATIVES
CHEMISTRY
DESIGN
 
Description Two covalently linked boron dipyrromethene (BODIPY) dyads containing meso-phenyl BODIPY and meso-furyl BODIPY units connected via meso-meso and meso-alpha positions were synthesized by a Pd(0) coupling reaction. The dyads are freely soluble in common organic solvents and their structures were confirmed by HR-MS, 1D and 2D NMR techniques. Absorption studies indicate that the meso-aryl BODIPY and the meso-furyl BODIPY absorb in two different regions and that the meso-furyl BODIPY absorbs at lower energy compared to the meso-aryl BODIPY. The steady state fluorescence studies carried out by exciting the meso-aryl BODIPY unit clearly indicated an efficient singlet singlet energy transfer from the meso-aryl BODIPY unit to meso-furyl BODIPY unit in both dyads. Furthermore the meso-alpha. linked BODIPY dyad (phi(f)=0.41) is more fluorescent than its corresponding BODIPY monomers whereas the meso-meso linked BODIPY dyad (phi(f)=0.017) is weakly fluorescent. This unexpected observation was tentatively attributed to the restricted rotation of the BODIPY units in the meso-alpha linked dyad resulting in enhancement of radiative transitions. The time-resolved fluorescence study also indicated that meso-alpha linked BODIPY dyad is more fluorescent with singlet state lifetime of 3.7 ns. The DFT studies carried out on dyads are in agreement with the experimental observations. (C) 2011 Elsevier Ltd. All rights reserved.
 
Publisher ELSEVIER SCI LTD
 
Date 2014-10-16T06:37:39Z
2014-10-16T06:37:39Z
2012
 
Type Article
 
Identifier DYES AND PIGMENTS, 94(1)66-73
http://dx.doi.org/10.1016/j.dyepig.2011.12.002
http://dspace.library.iitb.ac.in/jspui/handle/100/15452
 
Language en