Synthesis, characterization, fluorescence spectra and energy transfer properties of a novel unsymmetrical zinc phthalocyanine with peripherally coordinated Ru(II) complex

A new multicomponent ZnPc-Ru(bpy)2(phen) system consisting of a zinc-phthalocyanine core linked through a nonconjugated bridge to ruthenium(II)bis(bipyridine)(phenanthroline) complex was synthesized using the reaction of an unsymmetrical phthalocyanine bearing a 4-substituted-1,10-phenanthroline sub...

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Published in:Synthetic metals Vol. 206; pp. 55 - 60
Main Authors: Ceylan, Nürüfe, Gümrükçü, Gülşah, Karaoğlan, Gülnur Keser, Gül, Ahmet
Format: Journal Article
Language:English
Published: Elsevier B.V 01-08-2015
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Summary:A new multicomponent ZnPc-Ru(bpy)2(phen) system consisting of a zinc-phthalocyanine core linked through a nonconjugated bridge to ruthenium(II)bis(bipyridine)(phenanthroline) complex was synthesized using the reaction of an unsymmetrical phthalocyanine bearing a 4-substituted-1,10-phenanthroline subunit and [Ru(bpy)2Cl2]·2H2O. Intramolecular electronic interactions in this dyad were studied by absorption, emission, and transient absorption spectroscopy. Upon photoexcitation, these dyads exhibit efficient intramolecular energy transfer from the Ru(II) chromophore to the ZnPc moiety. [Display omitted] •An unsymmetrical phthalocyanine with 1,10-phenanthroline group has been prepared.•It is converted to ZnPc-Ru(bpy)2(phen) dyad by interaction with [Ru(bpy)2Cl2]·2H2O.•Photophysical properties of novel phthalocyanine dyad have been investigated.•The energy transfer from Ru(II) complex to pc core was observed upon photoexcitation. A novel unsymmetrically substituted zinc (II) phthalocyanine was synthesized through a multistep reaction sequence starting first with cyclotetramerization of 4-(4-nitrophenoxy) phthalonitrile and 4-(hexylthio) phthalonitrile, then reduction of nitro group to amino functionality and then its condensation with 1,10-phenanthroline-4-carbaldehyde. Finally, a new multicomponent ZnPc-Ru(bpy)2(phen) system consisting of a zinc-phthalocyanine core linked through a nonconjugated bridge to ruthenium(II) bis(bipyridine) complex was synthesized using the reaction of the phthalocyanine bearing a 4-substituted-1,10-phenanthroline subunit and [Ru(bpy)2Cl2]·2H2O. The new compounds have been characterized by elemental analysis, IR, 1H-NMR, UV–vis and MALDI-TOF MS spectral data. Intramolecular electronic interactions in these dyads were studied by absorption, and emission spectroscopy. Upon photoexcitation, these dyads exhibit intramolecular energy transfer from the Ru(II) chromophore to the ZnPc moiety.
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ISSN:0379-6779
1879-3290
DOI:10.1016/j.synthmet.2015.05.013