A new family of compounds able to promote host-guest interactions with specific molecules (e.g., cyanuric and parabanic acids) and to coordinate metal ions, namely Zn(II) and Cu(II), has been synthesized and fully characterized. The new probes derive from the attachment of two methylaminopyrene units to the carbonyl precursor 2,6-bis(2-formylphenoxymethyl)pyridine. Its signalling properties result from the fluorescence emission properties, which reveal the existence of intramolecular excimer formation. The compounds have showed to be highly sensitive to the solvent and hydrogen ion concentration of the medium. Depending on these, different monomer-to-excimer fluorescence ratio is displayed by the two probes. The compound with a single pyrene unit revealed absence of excimer formation and was used as model compound. The overall results are discussed on the basis of the studied probes as potentially revealing molecular movements, off-on-off fluorescent photoinduced electron transfer (PET), host-guest interactions with specific compounds and of sensing metal ions. (c) 2005 Elsevier B.V. All rights reserved.
ISI Document Delivery No.: 034KYTimes Cited: 16
Cited Reference Count: 49
Lodeiro, C Lima, JC Parola, AJ de Melo, JSS Capelo, JL Covelo, B Tamayo, A Pedras, B
Seixas de Melo, Sergio/A-5388-2008; Lodeiro, Carlos/B-4793-2013; Parola, A. Jorge/F-4048-2010; Capelo, Jose Luis/C-7334-2013; REQUIMTE, AL/H-9106-2013; Lima, Joao/F-3658-2010
Seixas de Melo, Sergio/0000-0001-9708-5079; Lodeiro, Carlos/0000-0001-5582-5446; Parola, A. Jorge/0000-0002-1333-9076; Lima, Joao/0000-0003-0528-1967
Elsevier science sa
Lausanne