Journal
INORGANIC CHEMISTRY
Volume 53, Issue 12, Pages 6149-6158Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ic500634y
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Funding
- Universidade de Aveiro
- Fundacao para a Ciencia e a Tecnologia (FCT)
- European Union
- QREN
- FEDER
- COMPETE [PEst-C/QUI/U10062/2013]
- Portuguese National NMR Network (RNRMN)
- FCT
- Scientific PROTEOMASS Association (Portugal)
- REQUIMTE [PESt-C/EQB/La0006/2013]
- FCT/MEC [SFRH/BPD/84216/2012, SFRH/BPD/64752/2009]
- Xunta de Galicia (Spain)
- Fundação para a Ciência e a Tecnologia [PEst-C/EQB/LA0006/2013] Funding Source: FCT
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New pyrazole porphyrin conjugates were successfully prepared from a reaction of beta-porphyrin chalcone derivatives with phenylhydrazine in acetic acid followed by an oxidative step. This fast and efficient synthetic approach provided the expected compounds in yields up to 82%. The sensing ability of the new porphyrin-pyrazole derivatives to detect the metal ions Ag+, Na+, K+, Mg2+, Ca2+, Ni2+, Cu2+, Zn2+, Cd2+, Hg2+, Pb2+, and Cr3+ was studied by spectrophotometric and spectrofluorimetric titrations. In the presence of Zn2+, the conjugates exhibit changes in the emission spectra that are desired for a ratiometric-type fluoroionophoric detection probe. The studies were extended to gas phase, where the pyrazole porphyrin conjugates show ability to sense metal ions with high selectivity toward Cu2+ and Ag+, and in poly(methyl methacrylate) doped films with promising results for Zn2+ detection.
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