Novel Molecular Building Blocks Based on the Boradiazaindacene Chromophore: Applications in Fluorescent Metallosupramolecular Coordination Polymers

Download
2009-01-01
Bozdemir, Oe. Altan
Buyukcakir, Onur
AKKAYA, Engin Umut
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 H-1 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.
CHEMISTRY-A EUROPEAN JOURNAL

Suggestions

Novel molecular building blocks based on bodipy chromophore: applications in metallosupramolecular polymers and ion sensing
Büyükçakır, Onur; Akkaya, Engin Umut; Department of Chemistry (2008)
We have designed and synthesized boradiazaindacene (BODIPY) derivatives, appropriately functionalized for metal ion mediated supramolecular polymerization. Thus, ligands for 2- and 2,6-terpyridyl and bipyridyl functionalized BODIPY dyes were synthesized through Sonogashira couplings. These new 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 which corresponds to two ter...
Aryl butenoic acid derivatives as a new class of histone deacetylase inhibitors: synthesis, in vitro evaluation, and molecular docking studies
Esiyok, Peruze Ayhan; Seven, Ozlem; Eymur, Guluzar; Tatar, Gamze Bora; DAYANGAÇ ERDEN, DİDEM; YELEKÇİ, Kemal; YURTER, HAYAT; Demir, Ayhan Sıtkı (The Scientific and Technological Research Council of Turkey, 2014-01-01)
New aryl butenoic acid derivatives have been synthesized by combining hydroxy- or methoxy-substituted phenyl rings as the capping group, with a double bond in the short linker as well as metal binding groups, enoic ester, and salts bearing either methyl or morpholine. These compounds have been shown to possess promising histone deacetylase inhibition activities via in vitro fluorometric assay and molecular docking studies.
One-step synthesis of hierarchical [B]-ZSM-5 using cetyltrimethylammonium bromide as mesoporogen
Yalcin, Busra Karakaya; İpek Torun, Bahar (The Scientific and Technological Research Council of Turkey, 2020-01-01)
One-step facile synthesis of boron containing ZSM-5 microspheres is developed using 1,6-diaminohexane as the structure-directing agent and cetyltrimethylammonium bromide as the mesoporogen. High boron incorporation up to Si/B ratio of 38 is achieved and evidenced by the stretching vibrations of B-O-Si at 667 cm(-1) and 917 cm(-1) using Fourier-transform infrared spectra. The morphology of the crystals resembles berry-like spheres with sizes approximately 15 mu m, which is composed of aggregated nanocrystals...
Entrapment of invertase in an interpenetrated polymer network of alginic acid and poly (1-vinylimidazole)
Kartal, Muejgan; Kayahan, Senem; Bozkurt, Ayhan; Toppare, Levent Kamil (Elsevier BV, 2008-12-15)
In this work, we have investigated the synthesis and characterization of a proton conductor based on alginic acid and poly (1-vinylimidazole). The polymer network was obtained by mixing alginic acid and poly (1-vinylimidazole) at various stoichiometric ratios. The polymer electrolytes were characterized by elemental analysis and FT-IR spectroscopy. Invertase was entrapped in the polymer networks during complex formation. Additionally, the maximum reaction rate and Michaelis-Menten constant were investigated...
Synthesis of novel chiral bisoxazoline ligands with a norbornadiene backbone: use in the copper-catalyzed enantioselective Henry reaction
Delikus, Rabia; Cakir, Emine; DEMİREL, NADİR; Balcı, Metin; KARATAŞ, BETÜL (The Scientific and Technological Research Council of Turkey, 2016-01-01)
Novel chiral bisoxazoline ligands based on norbornadiene were synthesized and used for the asymmetric Henry reaction. Various aromatic aldehydes were converted into chiral beta-nitro alcohols with high yields and moderate to acceptable enantioselectivities under the optimized reaction conditions.
Citation Formats
O. A. Bozdemir, O. Buyukcakir, and E. U. AKKAYA, “Novel Molecular Building Blocks Based on the Boradiazaindacene Chromophore: Applications in Fluorescent Metallosupramolecular Coordination Polymers,” CHEMISTRY-A EUROPEAN JOURNAL, pp. 3830–3838, 2009, Accessed: 00, 2020. [Online]. Available: https://hdl.handle.net/11511/66864.