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Molecules 2017, 22(10), 1787; doi:10.3390/molecules22101787

Trace Oxygen Sensitive Material Based on Two Porphyrin Derivatives in a Heterodimeric Complex

1
Institute of Chemistry Timisoara of Romanian Academy, M. Viteazul Ave, No. 24, 300223 Timisoara, Romania
2
Faculty of Industrial Chemistry and Environmental Engineering, Politehnica University Timisoara, PtaVictoriei 2, 300006 Timisoara, Romania
3
National Institute for Research and Development in Electrochemistry and Condensed Matter, P. Andronescu Street, No. 1, 300224 Timisoara, Romania
*
Authors to whom correspondence should be addressed.
Received: 29 September 2017 / Accepted: 18 October 2017 / Published: 21 October 2017
(This article belongs to the Section Molecular Diversity)
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Abstract

The successful preparation of a novel dimer complex formed between 5,10,15,20-tetrakis(3,4-dimethoxyphenyl)-porphyrin Fe(III) chloride and (5,10,15,20-tetraphenylporphinato) dichlorophosphorus(V) chloride using the well-known reactivity of the P–X bond is reported. The obtained complex was characterized by UV-vis, Fourier transform infrared spectroscopy (FT-IR), fluorescence, 1H-NMR, 13C-NMR, and 31P-NMR spectroscopic techniques and also by additional Heteronuclear Single Quantum Coherence (HSQC) and Heteronuclear Multiple Bond Correlation (HMBC) experiments in order to correctly assign the NMR signals. Scanning electron microscopy (SEM) and EDX quantifications completed the characterizations. This novel porphyrin dimer complex demonstrated fluorescence sensing of H2O2 in water for low oxygen concentrations in the range of 40–90 µM proving medical relevance for early diagnosis of diseases such as Alzheimer’s, Parkinson’s, Huntington’s, and even cancer because higher concentrations of H2O2 than 50 μM are consideredcytotoxic for life. Due to its optical properties, this novel metalloporphyrin–porphyrin based complex is expected to show PDT and bactericidal activity under visible-light irradiation. View Full-Text
Keywords: porphyrins; heterodimer complex; NMR spectroscopy; UV-vis spectroscopy; fluorescence; oxygen chemosensor porphyrins; heterodimer complex; NMR spectroscopy; UV-vis spectroscopy; fluorescence; oxygen chemosensor
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This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. (CC BY 4.0).

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MDPI and ACS Style

Fagadar-Cosma, E.; Badea, V.; Fagadar-Cosma, G.; Palade, A.; Lascu, A.; Fringu, I.; Birdeanu, M. Trace Oxygen Sensitive Material Based on Two Porphyrin Derivatives in a Heterodimeric Complex. Molecules 2017, 22, 1787.

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