Source:http://linkedlifedata.com/resource/pubmed/id/20922246
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rdf:type | |
lifeskim:mentions | |
pubmed:issue |
42
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pubmed:dateCreated |
2010-10-20
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pubmed:abstractText |
The new macrocyclic ligand 1,9(4,7)-diphenanthroline-3,7,11,15-tetraazacyclohexadecaphane (L) was synthesized by a 2?:?2 reaction of 1,10-phenanthroline-4,7-dialdehyde with 1,3-diaminopropane, followed by reduction with NaBH(4). L contains two phenanthroline groups linked together by two 1,3-diaminopropane chains in such a way that the heteroaromatic nitrogen atoms point outside the ligand cavity. The ligand structure defines two pairs of identical compartments displaying a specific ability in the binding of protons (1,3-diaminopropane) and metal ions (phenanthroline). Protonation and Zn(II) coordination were studied by means of potentiometric and spectroscopic ((1)H NMR, UV-vis, fluorescence) techniques. Both protonation and Zn(II) coordination consistently affect the fluorescence emission properties of L, giving rise to enhancement or quenching of the emission, depending on the species involved. L becomes emissive upon protonation, but the formation of the highly protonated species, in particular the fully protonated [H(6)L](6+), quenches the emission. The mono- and dinuclear Zn(II) complexes of the unprotonated ligand are non-emissive, like free L, while Zn(II) binding to [HL](+) activates the emission. The most interesting aspect, however, is the chelation enhancement of quenching (CHEQ) observed upon Zn(II) binding to [H(2)L](2+) and [H(4)L](4+), being among the few examples of CHEQ effect observed for Zn(II) complexes. Hydrogen bonding between a metal coordinated water molecule and a phenanthroline group seems to be responsible for the CHEQ observed for [ZnH(2)L](4+).
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pubmed:language |
eng
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pubmed:journal | |
pubmed:citationSubset |
IM
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pubmed:chemical |
http://linkedlifedata.com/resource/pubmed/chemical/Diamines,
http://linkedlifedata.com/resource/pubmed/chemical/Fluorescent Dyes,
http://linkedlifedata.com/resource/pubmed/chemical/Ligands,
http://linkedlifedata.com/resource/pubmed/chemical/Macrocyclic Compounds,
http://linkedlifedata.com/resource/pubmed/chemical/Organometallic Compounds,
http://linkedlifedata.com/resource/pubmed/chemical/Phenanthrolines,
http://linkedlifedata.com/resource/pubmed/chemical/Protons,
http://linkedlifedata.com/resource/pubmed/chemical/Zinc
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pubmed:status |
MEDLINE
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pubmed:month |
Nov
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pubmed:issn |
1477-9234
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pubmed:author | |
pubmed:issnType |
Electronic
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pubmed:day |
14
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pubmed:volume |
39
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pubmed:owner |
NLM
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pubmed:authorsComplete |
Y
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pubmed:pagination |
10128-36
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pubmed:meshHeading |
pubmed-meshheading:20922246-Diamines,
pubmed-meshheading:20922246-Fluorescent Dyes,
pubmed-meshheading:20922246-Hydrogen-Ion Concentration,
pubmed-meshheading:20922246-Ligands,
pubmed-meshheading:20922246-Macrocyclic Compounds,
pubmed-meshheading:20922246-Models, Molecular,
pubmed-meshheading:20922246-Molecular Conformation,
pubmed-meshheading:20922246-Optical Processes,
pubmed-meshheading:20922246-Organometallic Compounds,
pubmed-meshheading:20922246-Phenanthrolines,
pubmed-meshheading:20922246-Protons,
pubmed-meshheading:20922246-Zinc
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pubmed:year |
2010
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pubmed:articleTitle |
Binding of H+ and Zn(II) ions with a new fluorescent macrocyclic phenanthrolinophane.
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pubmed:affiliation |
Department of Chemistry Ugo Schiff, University of Florence, Via della Lastruccia 3, 50019 Sesto Fiorentino, Italy.
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pubmed:publicationType |
Journal Article
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