{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,2,21]],"date-time":"2026-02-21T00:34:57Z","timestamp":1771634097893,"version":"3.50.1"},"reference-count":54,"publisher":"Wiley","issue":"22","license":[{"start":{"date-parts":[[2014,4,29]],"date-time":"2014-04-29T00:00:00Z","timestamp":1398729600000},"content-version":"vor","delay-in-days":0,"URL":"http:\/\/onlinelibrary.wiley.com\/termsAndConditions#vor"}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["Chemistry A European J"],"published-print":{"date-parts":[[2014,5,26]]},"abstract":"<jats:title>Abstract<\/jats:title><jats:p>A new 3,5\u2010disubstituted pyridine with two porphyrin moieties was prepared through an efficient synthetic approach involving 2\u2010formyl\u20105,10,15,20\u2010tetraphenylporphyrin (<jats:bold>1<\/jats:bold>), piperidine, and catalytic amounts of [La(OTf)<jats:sub>3<\/jats:sub>]. 3,5\u2010Bis(5,10,15,20\u2010tetraphenylporphyrin\u20102\u2010ylmethyl)pyridine (<jats:bold>2<\/jats:bold>) was fully characterized and its sensing ability towards Zn<jats:sup>2+<\/jats:sup>, Cu<jats:sup>2+<\/jats:sup>, Hg<jats:sup>2+<\/jats:sup>, Cd<jats:sup>2+<\/jats:sup>, and Ag<jats:sup>+<\/jats:sup> was evaluated in solution by absorption and fluorescence spectroscopy and in gas phase by using matrix\u2010assisted laser desorption\/ionization (MALDI)\u2010TOF mass spectrometry. Strong changes in the ground and excited state were detected in the case of the soft metal ions Zn<jats:sup>2+<\/jats:sup>, Cd<jats:sup>2+<\/jats:sup>, Hg<jats:sup>2+<\/jats:sup>, and Cu<jats:sup>2+<\/jats:sup>. A three\u2010metal\u2010per\u2010ligand molar ratio was obtained in all cases and a significant ratiometric behavior was observed in the presence of Zn<jats:sup>2+<\/jats:sup> with the appearance of a new band at 608\u2005nm, which can be assigned to a metal\u2010to\u2010ligand charge transfer. The system was able to quantify 79\u2005ppb of Zn<jats:sup>2+<\/jats:sup> and the theoretical calculations are in accordance with the stoichiometry observed in solution. The gas\u2010phase sensorial ability of compound <jats:bold>2<\/jats:bold> towards all metal ions was confirmed by using MALDI\u2010TOF MS and in solid state by using polymeric films of polymethylmethacrylate (PMMA) doped with ligand <jats:bold>2<\/jats:bold>. The results showed that compound <jats:bold>2<\/jats:bold> can be analytically used to develop new colorimetric molecular devices that are able to discriminate between Hg<jats:sup>2+<\/jats:sup> and Zn<jats:sup>2+<\/jats:sup> in solid phase. The crystal structure of Zn<jats:sup>II<\/jats:sup> complex of 3,5\u2010bisporphyrinylpyridine was unequivocally elucidated by using single\u2010crystal X\u2010ray diffraction studies.<\/jats:p>","DOI":"10.1002\/chem.201402270","type":"journal-article","created":{"date-parts":[[2014,4,29]],"date-time":"2014-04-29T09:43:59Z","timestamp":1398764639000},"page":"6684-6692","source":"Crossref","is-referenced-by-count":38,"title":["A New 3,5\u2010Bisporphyrinylpyridine Derivative as a Fluorescent Ratiometric Probe for Zinc Ions"],"prefix":"10.1002","volume":"20","author":[{"given":"Nuno M. 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Collected reflections 30\u2009936; independent reflections 14\u2009387 (Rint=0.1127). Crystal size 0.18\u00d70.10\u00d70.05\u2005mm3. FinalR1=0.0973 [I>2\u03c3(I)] andwR2=0.2143 (all data). Data completeness to\u03b8=25.35\u2009\u00b0 98.8\u2009%. Crystal data for3_C2\/c(SQUEEZE data): C95H61N9Zn2 Mr=1459.27 monoclinic space groupC2\/c Z=4. Collected reflections 30\u2009935; independent reflections 8337 (Rint=0.1313). FinalR1=0.0997 [I>2\u03c3(I)] andwR2=0.2545 (all data). Data completeness to\u03b8=25.35\u2009\u00b0 98.8\u2009%. CCDC\u2010941872 (3_Cc) and CCDC\u2010941873 (3_C2\/c) contain the supplementary crystallographic data for this paper. These data can be obtained free of charge from The Cambridge Crystallographic Data Centre viawww.ccdc.cam.ac.uk\/data_request\/cif."},{"key":"e_1_2_6_42_2","volume-title":"Purification of Laboratory Chemicals","author":"Armarego W. L. 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