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Issue 6, 2012
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Synthesis, structural characterization, solvatochromism, and ion-binding studies of a ditopic receptor based on 2-(4-[2,2′: 6′,2′′]terpyridin-4′-yl-phenyl)-1H-phenanthro[9,10-d] imidazole (tpy-HImzphen) unit

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Abstract

A terpyridyl-imidazole based ditopic receptor 2-(4-[2,2′:6′,2′′]terpyridin-4′-yl-phenyl)-1H-phenanthro[9,10-d]imidazole (tpy-HImzphen) has been synthesized and characterized using standard analytical and spectroscopic techniques and also by single crystal X-ray crystallography. The receptor shows multi-channel sensing ability towards F and Fe2+ ions. Both the anion and cation binding properties of the receptor were thoroughly investigated in dimethylformamideacetonitrile (1 : 9) solution using absorption, emission, and 1H NMR spectral studies. In the presence of excess of F ions, deprotonation of the imidazole N–H fragment occurs, an event which is signalled by the development of bright yellow color visible with the naked eye. Anion-induced lifetime enhancing makes the receptor a suitable lifetime-based sensor for F ions. The absorption and emission titration of the receptor with Fe2+ ion indicates that single conversion of free tpy-HImzphen (colorless) to Fe2+ complex (deep violet color) of 2 tpy-HImzphen : 1 Fe2+ stoichiometry. The influence of different solvents on the absorption and emission spectral behavior and on the lifetime of the receptor and its Zn(II) complex have also been investigated in detail.

Graphical abstract: Synthesis, structural characterization, solvatochromism, and ion-binding studies of a ditopic receptor based on 2-(4-[2,2′: 6′,2′′]terpyridin-4′-yl-phenyl)-1H-phenanthro[9,10-d] imidazole (tpy-HImzphen) unit

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Publication details

The article was received on 04 Jan 2012, accepted on 04 Jan 2012 and first published on 06 Jan 2012


Article type: Paper
DOI: 10.1039/C2RA00023G
Citation: RSC Adv., 2012,2, 2581-2594
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    Synthesis, structural characterization, solvatochromism, and ion-binding studies of a ditopic receptor based on 2-(4-[2,2′: 6′,2′′]terpyridin-4′-yl-phenyl)-1H-phenanthro[9,10-d] imidazole (tpy-HImzphen) unit

    C. Bhaumik, D. Maity, S. Das and S. Baitalik, RSC Adv., 2012, 2, 2581
    DOI: 10.1039/C2RA00023G

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