Novel molecular building blocks based on the boradiazaindacene chromophore: applications in fluorescent metallosupramolecular coordination polymers

Date
2009
Authors
Bozdemir, Ö. A.
Büyükcakir, O.
Akkaya, E. U.
Advisor
Supervisor
Co-Advisor
Co-Supervisor
Instructor
Source Title
Chemistry - A European Journal
Print ISSN
0947-6539
Electronic ISSN
Publisher
Volume
15
Issue
15
Pages
3830 - 3838
Language
English
Type
Article
Journal Title
Journal ISSN
Volume Title
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Abstract

We designed and synthesized novel boradiazaindacene (Bodipy) derivatives that are appropriately functionalized for metal-ion-mediated supramolecular polymerization. Thus, ligands for 2-terpyridyl-, 2,6-terpyridyl-, and bipyridyl-functionalized Bodipy dyes were synthesized through Sonogashira couplings. These fluorescent building blocks are responsive to metal ions in a stoichiometry-dependent manner. Octahedral coordinating metal ions such as Zn II result in polymerization at a stoichiometry corresponding to two terpyridyl ligands to one Zn II ion. However, at increased metal ion concentrations, the dynamic equilibria are re-established in such a way that the monomeric metal complex dominates. The position of equilibria can easily be monitored by 1H NMR and fluorescence spectroscopies. As expected, although open-shell Fe II ions form similar complex structures, these cations quench the fluorescence emission of all four functionalized Bodipy ligands. © 2009 Wiley-VCH Verlag GmbH & Co. KGaA.

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Keywords
Polymerization, Self-assembly, Sonogashira coupling, Bipyridyl, Building blocks, Complex structures, Coordination polymers, Dyes/pigments, Dynamic equilibrium, Fluorescence emissions, Functionalized, Metal ion concentrations, Metallo-supramolecular, Molecular building blocks, Supramolecular polymerizations, Chromophores, Emission spectroscopy, Fluorescence, Ligands, Metal complexes, Metal ions, Metals, Monomers, Polymers, Rhenium compounds, Stoichiometry, Trace analysis, Zinc, Functional polymers
Citation
Published Version (Please cite this version)