Bridged Bis-BODIPYs: synthesis, structures and properties

Show simple item record Praseetha, E. Kesavan Das, Sudipta Lone, Mohsin Y. Jha, Prakash C. Mori, Shigeki Gupta, Iti 2015-09-09T11:59:32Z 2015-09-09T11:59:32Z 2015-08
dc.identifier.citation Praseetha, E. Kesavan; Das, Sudipta; Lone, Mohsin Y.; Jha, Prakash C.; Mori, Shigeki and Gupta, Iti, “Bridged Bis-BODIPYs: synthesis, structures and properties”, Dalton Transactions, DOI: 10.1039/C5DT01925G, vol. 44, no. 39, pp. 17209-17221, Aug. 2015.
dc.identifier.issn 1477-9234
dc.description.abstract A series of bis-BODIPYs 1-6 bridged via thiophene, furan, N-alkylcarbazole, triphenyl amine, para- and meta-phenylene groups have been synthesized and characterized by various spectroscopic techniques. The change in spectroscopic properties of bis-BODIPYs upon varying the size of spacer was studied. X-ray crystal structures of three bis-BODIPYs containing triphenylamine, para- and meta-phenylene bridges were solved. Intermolecular C(H)----andstacking interactions were observed in solid state structures of three bis-BODIPYs. The dihedral angles between the spacer unit and two borondipyrrin units were lower in all three compounds as compared to their corresponding monomers. This suggests increased interactions between the two boron-dipyrrin units in molecules which in turn reflected in the anodic shifts in their reduction potentials. DFT studies indicated effective electronic interactions between spacers and two boron dipyrrins units in all the bis-BODIPYs. The calculated HOMO-LUMO gap was found to be lower for bis-BODIPY having bulky carbazole spacer and higher for bis-BODIPY having smaller furan spacer. The change in spacer size clearly affected the spectroscopic properties of the bis-BODIPYs and red shifted absorption and emission maxima were observed for bis-BODIPYs with furan and thiophene spacers as compared to bis-BODIPYs with phenylene or bulky aromatic spacers. en_US
dc.description.statementofresponsibility by Praseetha E. Kesavan, Sudipta Das, Mohsin Y. Lone, Prakash C. Jha, Shigeki Moric and Iti Gupta
dc.format.extent vol. 44, no. 39, pp. 17209-17221
dc.language.iso en_US en_US
dc.publisher Royal Society of Chemistry en_US
dc.subject Bridged Bis-BODIPYs en_US
dc.subject Synthesis en_US
dc.subject Structures and Properties en_US
dc.subject Furan en_US
dc.subject Triphenyl amine en_US
dc.subject Triphenylamine en_US
dc.title Bridged Bis-BODIPYs: synthesis, structures and properties en_US
dc.type Article en_US
dc.relation.journal Dalton Transactions

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