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Synthesis of Hexasubstituted Boron-Dipyrromethenes Having a Different Combination of Substituents

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Title Synthesis of Hexasubstituted Boron-Dipyrromethenes Having a Different Combination of Substituents
 
Creator LAKSHMI, V
RAVIKANTH, M
 
Subject Nitrogen heterocycles
Fluorescence
UV/Vis spectroscopy
Voltammetry
Substituent effects
QUANTUM-CHEMICAL CALCULATIONS
SENSITIZED SOLAR-CELLS
BODIPY DYES
ELECTROCHEMICAL PROPERTIES
SPECTROSCOPIC PROPERTIES
STEPWISE BROMINATION
CRYSTAL-STRUCTURE
UP-CONVERSION
STATE
FLUORESCENT
 
Description A series of sterically crowded, mixed hexasubstituted BODIPYs containing two different types of substituents on the pyrrole carbons have been synthesized in high yields by a stepwise approach. The mixed BODIPYs were synthesized by bromination of BODIPYs followed by coupling with appropriate boronic acids under Suzuki coupling conditions. This approach has allowed the introduction of two different types of methyl/aryl substituents at the designated positions of the BODIPY core. All the hexasubstituted BODIPYs are readily soluble in common organic solvents and have been characterized by various spectral and electrochemical techniques. The spectral studies indicated that the presence of mixed methyl/aryl substituents on the BODIPY core significantly alters the electronic properties, and the electrochemical studies revealed that the BODIPYs are stable under redox conditions.
 
Publisher WILEY-V C H VERLAG GMBH
 
Date 2014-12-28T11:21:24Z
2014-12-28T11:21:24Z
2014
 
Type Article
 
Identifier EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, (26)5757-5766
1434-193X
1099-0690
http://dx.doi.org/10.1002/ejoc.201402599
http://dspace.library.iitb.ac.in/jspui/handle/100/16345
 
Language English