NIR absorbing diferrocene-containing -cyano-BODIPY with a UV-Vis-NIR spectrum remarkably close to that of magnesium tetracyanotetraferrocenyltetraazaporphyrin

Diferrocene-containing meso -cyano-BODIPY ( 4 ) was prepared by the direct cyanation/oxidation reaction of symmetric BODIPY 1 followed by Knoevenagel condensation with ferrocenealdehyde. Ferrocene-containing BODIPY 4 was characterized by a variety of spectroscopic, electrochemical, and theoretical m...

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Published in:Chemical communications (Cambridge, England) England), 2016-09, Vol.52 (77), p.11563-11566
Main Authors: Didukh, Natalia O, Zatsikha, Yuriy V, Rohde, Gregory T, Blesener, Tanner S, Yakubovskyi, Viktor P, Kovtun, Yuriy P, Nemykin, Victor N
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Summary:Diferrocene-containing meso -cyano-BODIPY ( 4 ) was prepared by the direct cyanation/oxidation reaction of symmetric BODIPY 1 followed by Knoevenagel condensation with ferrocenealdehyde. Ferrocene-containing BODIPY 4 was characterized by a variety of spectroscopic, electrochemical, and theoretical methods and its UV-Vis-NIR spectrum has a striking similarity with a UV-Vis-NIR spectrum of the previously reported magnesium 2(3),7(8),12(13),17(18)-tetracyano-3(2),8(7),13(12),18(17)-tetraferrocenyl-5,10,15,20-tetraazaporphyrin. Diferrocene-containing meso -cyano-BODIPY ( 4 ) was prepared and characterized by spectroscopy, X-ray crystallography, and DFT calculations.
ISSN:1359-7345
1364-548X
DOI:10.1039/c6cc06344f