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hal.structure.identifierDepartment of Chemistry [Msida]
dc.contributor.authorSPITERI, Jake
hal.structure.identifierDepartment of Chemistry [Msida]
dc.contributor.authorJOHNSON, Alex
hal.structure.identifierInstitut des Sciences Moléculaires [ISM]
dc.contributor.authorDENISOV, Sergey
hal.structure.identifierLaboratoire Ondes et Matière d'Aquitaine [LOMA]
dc.contributor.authorJONUSAUSKAS, Gediminas
hal.structure.identifierInstitut des Sciences Moléculaires [ISM]
dc.contributor.authorMCCLENAGHAN, Nathan
hal.structure.identifierDepartment of Chemistry [Msida]
dc.contributor.authorMAGRI, David
dc.date.created2018-03-12
dc.date.issued2018
dc.identifier.issn0143-7208
dc.description.abstractEnA novel fluorescent molecular logic gate 1 is demonstrated as a two-input AND logic gate for the detection of acidity and oxidizability. Designed according to an electron-donor–spacer–fluorophore–spacer–receptor' format, the modules are represented by ferrocene as the electron donor, 1,8-naphthalimide as the fluorophore and piper-azine as the proton receptor. In the presence of elevated concentrations of H + and Fe 3+ , the molecule switches 'on' emitting at λ max = 530 nm with Φ f = 0.060 at 10 −4 M H + and 50 μM Fe 3+. The H + binding and apparent Fe 3+ binding constants determined by fluorimetric titrations in 1:1 (v/v) methanol/water are log β H+ = 8.1 and log β Fe3+ = 4.7. Modulation of the fluorescence output results from controlling competing photoinduced electron transfer (PET) at the ferrocene end and internal charge transfer (ICT) at the piperazine end. Time-resolved fluorescence spectroscopy reveals a single fluorescent lifetime of 5.8 ns, while from absorption transient spec-troscopy a remarkable fast decay signal < 2 ps is observed. Comparison is made with methylpiperazine 2 and piperazine fluorescent pH indicator 3 as model compounds.
dc.language.isoen
dc.publisherElsevier
dc.rights.urihttp://creativecommons.org/licenses/by-nc-sa/
dc.subject.enNaphthalimide
dc.subject.enFerrocene
dc.subject.enPhotoinduced electron transfer
dc.subject.enPourbaix sensor
dc.subject.enMolecular logic gate
dc.subject.enFluorescence
dc.title.enA fluorescent AND logic gate based on a ferrocene-naphthalimide-piperazine format responsive to acidity and oxidizability
dc.typeArticle de revue
dc.identifier.doi10.1016/j.dyepig.2018.04.060
dc.subject.halPhysique [physics]/Physique [physics]/Chimie-Physique [physics.chem-ph]
bordeaux.journalDyes and Pigments
bordeaux.page278-283
bordeaux.volume157
bordeaux.peerReviewedoui
hal.identifierhal-01848447
hal.version1
hal.popularnon
hal.audienceInternationale
hal.origin.linkhttps://hal.archives-ouvertes.fr//hal-01848447v1
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