Carbazole substituted boron dipyrromethenes

Show simple item record Gupta, Iti Kesavan, Praseetha E. 2015-01-18T16:40:11Z 2015-01-18T16:40:11Z 2014-06
dc.identifier.citation Gupta, Iti and Kesavan, Praseetha E., "Carbazole substituted boron dipyrromethenes", Dalton Transactions, DOI: 10.1039/C4DT01160K, vol. 43, no. 32, pp. 12405-12413, Jun. 2014. en_US
dc.identifier.issn 1477-9226
dc.description.abstract meso-Substituted BODIPY with N-butylcarbazole (1) was prepared and derivatized. Dibromo BODIPY 2, α-formyl BODIPY 3 and β-formyl BODIPY 4 were synthesized. All compounds were characterized by HRMS, NMR, UV-vis absorption, electrochemical and fluorescence techniques. The crystal structures of BODIPY 1 and its dibromo derivative 2 were also solved. In both the X-ray structures, the dihedral angle between the meso-carbazole group and the dipyrrin plane was decreased, suggesting the increased interaction between the two units. meso-Substitution with the N-butylcarbazole group on the BODIPY core rendered huge Stokes shifts (111–168 nm) and higher quantum yields as compared to meso-aryl BODIPY. An efficient energy transfer from the carbazole unit to the BODIPY core was observed by fluorescence spectroscopy for all the compounds 1–4. CV studies of compounds 1–4 showed anodic shifts of the reduction and oxidation potentials, suggesting that the meso-carbazole group is affecting the electronic properties of the BODIPY core and making them easier to reduce. en_US
dc.description.statementofresponsibility by Iti Gupta and Praseetha E. Kesavan
dc.format.extent Vol. 43, No. 32, pp. 12405-12413
dc.language.iso en_US en_US
dc.publisher Royal Society of Chemistry en_US
dc.subject BODIPY en_US
dc.subject butylcarbazole en_US
dc.subject HRMS en_US
dc.title Carbazole substituted boron dipyrromethenes en_US
dc.type Article en_US
dc.relation.journal Dalton Transactions

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