Novel molecular building blocks based on the boradiazaindacene chromophore: applications in fluorescent metallosupramolecular coordination polymers
Author
Bozdemir, Ö. A.
Büyükcakir, O.
Akkaya, E. U.
Date
2009Source Title
Chemistry - A European Journal
Print ISSN
0947-6539
Volume
15
Issue
15
Pages
3830 - 3838
Language
English
Type
ArticleItem Usage Stats
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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.
Keywords
PolymerizationSelf-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