Functionalized Porphyrins as Red Fluorescent Probes for Metal Cations: Spectroscopic, MALDI-TOF Spectrometry, and Doped-Polymer Studies
authors Moura, NMM; Nunez, C; Santos, SM; Faustino, MAF; Cavaleiro, JAS; Neves, MGPMS; Capelo, JL; Lodeiro, C
nationality International
journal CHEMPLUSCHEM
author keywords fluorescent probes; mercury; porphyrinoids; sensors; zinc
keywords FLIGHT MASS-SPECTROMETRY; ULTRAFAST DYNAMICS; CONDENSED-PHASE; MERCURY IONS; BODIPY DYES; SENSOR; COMPLEXES; ZINC; FLUOROIONOPHORE; LUMINESCENT
abstract The sensing ability of benzoporphyrins 1-5 and porphyrin-2-ylpyridines 6-10 towards different metal ions Na+, K+, Ca2+, Mg2+, Pb2+, Cu2+, Ni2+, Zn2+, Cd2+, Hg2+, and Cr3+ was explored in solution by absorption and fluorescence spectroscopy. Strong changes in the ground and excited state were detected only in the case of the soft metal ions Zn2+, Cd2+, Hg2+, and Cu2+. A one metal per ligand molar ratio was obtained in all cases for compounds1-5. In addition, a remarkable increase of the emission intensity for 1-5 was observed in the presence of Hg2+. In this series the highest association constant was obtained for compound1 (logK(ass)=(8.71 +/- 4.81)x10(-3)), which was able to quantify 32ppb of Hg2+. For compounds6-10 containing an additional pyridine unit, a metal-to-ligand stoichiometry of 1:2 was determined. The gas-phase detection abilities of compounds1-10 using MALDI-TOF-MS spectrometry confirmed that their sensorial ability and theoretical calculations are in accordance with the stoichiometry observed. Our preliminary studies show that some of the compounds supported in polymethylmethacrylate (PMMA) films can be used as promising metal-ion solid chemosensors; it was found that compound 1 in PMMA is able to distinguish between Zn2+ and Hg2+ in the solid phase.
publisher WILEY-V C H VERLAG GMBH
issn 2192-6506
year published 2013
volume 78
issue 10
beginning page 1230
ending page 1243
digital object identifier (doi) 10.1002/cplu.201300216
web of science category Chemistry, Multidisciplinary
subject category Chemistry
unique article identifier WOS:000325548600008
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journal analysis (jcr 2019):
journal impact factor 2.753
5 year journal impact factor 2.723
category normalized journal impact factor percentile 53.39
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