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Issue 4, 2016
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Synthesis and conformation of a novel fluorescein–Zn-porphyrin dyad and intramolecular energy transfer

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Abstract

This study describes the synthesis and characterization of a new zinc porphyrin–fluorescein dyad, the two chromophoric units being covalently linked by a 1,2,3-triazole bridge. The latter was formed by Cu-catalyzed Huisgen 1,3-dipolar cycloaddition. The conformational analysis of this dyad (1) was performed by NOESY experiments, suggesting interactions between moieties; density functional theory (DFT) calculations confirmed clear evidence of a folded conformer, which is stabilized by electrostatic and CH–π interactions. Photophysical measurements demonstrated solvent-dependent energy transfer, with an efficiency of about 40%.

Graphical abstract: Synthesis and conformation of a novel fluorescein–Zn-porphyrin dyad and intramolecular energy transfer

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Publication details

The article was received on 19 Oct 2015, accepted on 20 Feb 2016 and first published on 22 Feb 2016


Article type: Paper
DOI: 10.1039/C5NJ02901E
Citation: New J. Chem., 2016,40, 3843-3856
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    Synthesis and conformation of a novel fluorescein–Zn-porphyrin dyad and intramolecular energy transfer

    O. Rezazgui, P. Trouillas, S. Qiu, B. Siegler, J. Gierschner and S. Leroy-Lhez, New J. Chem., 2016, 40, 3843
    DOI: 10.1039/C5NJ02901E

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