Water-soluble naphthalimide-based 'Pourbaix sensors': pH and redox-activated fluorescent AND logic gates based on photoinduced electron transfer
| hal.structure.identifier | Department of Chemistry [Malta] | |
| dc.contributor.author | JOHNSON, Alex D. | |
| hal.structure.identifier | Department of Chemistry [Malta] | |
| dc.contributor.author | PATERSON, Kyle A. | |
| hal.structure.identifier | Department of Chemistry [Malta] | |
| dc.contributor.author | SPITERI, Jake C. | |
| hal.structure.identifier | Institut des Sciences Moléculaires [ISM] | |
| dc.contributor.author | DENISOV, Sergey A. | |
| hal.structure.identifier | Laboratoire Ondes et Matière d'Aquitaine [LOMA] | |
| dc.contributor.author | JONUSAUSKAS, Gediminas | |
| hal.structure.identifier | Institut des Sciences Moléculaires [ISM] | |
| dc.contributor.author | TRON, Arnaud | |
| hal.structure.identifier | Institut des Sciences Moléculaires [ISM] | |
| dc.contributor.author | MCCLENAGHAN, Nathan D. | |
| hal.structure.identifier | Department of Chemistry [Malta] | |
| dc.contributor.author | MAGRI, David C. | |
| dc.date.created | 2016-06-28 | |
| dc.date.issued | 2016-12-01 | |
| dc.identifier.issn | 1144-0546 | |
| dc.description.abstractEn | Two novel naphthalimide-based 'Pourbaix sensors' for redox potential and pH were designed based on a 'fluorophore–spacer 1 –receptor–spacer 2 –electron-donor' configuration. The synthesised molecular logic gates consist of an alkylated 1,8-naphthalimide fluorophore connected to a tertiary amine by a flexible ethylene spacer to a ferrocene moiety via a methylene spacer. The UV-visible absorption and steady state fluorescent properties were examined in methanol and 1 : 1 (v/v) methanol/water. The spectroscopic properties are modulated by internal charge transfer (ICT) and photoinduced electron transfer (PET) mechanisms. A log b H + of 9.2 and 8.7 were determined in 1 : 1 (v/v) methanol/water for the methylated 1 and butylated 2 compounds, respectively. An apparent log b Fe 3+ of 4.2 was determined in 1 : 1 (v/v) methanol/ water at pH 4. Time-resolved spectroscopic studies elucidated the stimulus-modulated photoinduced electron transfer pathways. In the oxidised and protonated state, 1 exhibits a single fluorescence lifetime of 8.5 ns, while an efficient photoinduced electron transfer characterised by a time constant of 20 ps is revealed by femtosecond transient absorption spectroscopy in the absence of a perturbing stimulus. | |
| dc.description.sponsorship | Architectures à base de foldamères pour le transport d'electrons - ANR-12-BS08-0007 | |
| dc.language.iso | en | |
| dc.publisher | Royal Society of Chemistry | |
| dc.rights.uri | http://creativecommons.org/licenses/by-sa/ | |
| dc.title.en | Water-soluble naphthalimide-based 'Pourbaix sensors': pH and redox-activated fluorescent AND logic gates based on photoinduced electron transfer | |
| dc.type | Article de revue | |
| dc.identifier.doi | 10.1039/C6NJ02023B | |
| dc.subject.hal | Physique [physics]/Physique [physics]/Chimie-Physique [physics.chem-ph] | |
| bordeaux.journal | New Journal of Chemistry | |
| bordeaux.page | 9917 - 9922 | |
| bordeaux.volume | 40 | |
| bordeaux.issue | 12 | |
| bordeaux.peerReviewed | oui | |
| hal.identifier | hal-01426556 | |
| hal.version | 1 | |
| hal.popular | non | |
| hal.audience | Internationale | |
| hal.origin.link | https://hal.archives-ouvertes.fr//hal-01426556v1 | |
| bordeaux.COinS | ctx_ver=Z39.88-2004&rft_val_fmt=info:ofi/fmt:kev:mtx:journal&rft.jtitle=New%20Journal%20of%20Chemistry&rft.date=2016-12-01&rft.volume=40&rft.issue=12&rft.spage=9917%20-%209922&rft.epage=9917%20-%209922&rft.eissn=1144-0546&rft.issn=1144-0546&rft.au=JOHNSON,%20Alex%20D.&PATERSON,%20Kyle%20A.&SPITERI,%20Jake%20C.&DENISOV,%20Sergey%20A.&JONUSAUSKAS,%20Gediminas&rft.genre=article |
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