JOHNSON, Alex D.; PATERSON, Kyle A.; SPITERI, Jake C.; DENISOV, Sergey A.; JONUSAUSKAS, Gediminas; TRON, Arnaud; MCCLENAGHAN, Nathan D.; MAGRI, David C.

doi:10.1039/C6NJ02023B

Métadonnées

Afficher la notice complète

Licence d’utilisation du document

http://creativecommons.org/licenses/by-sa/

JOHNSON, Alex D.
Department of Chemistry [Malta]

PATERSON, Kyle A.
Department of Chemistry [Malta]

SPITERI, Jake C.
Department of Chemistry [Malta]

Langue

Article de revue

Ce document a été publié dans

New Journal of Chemistry. 2016-12-01, vol. 40, n° 12, p. 9917 - 9922

Royal Society of Chemistry

Résumé en anglais

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.< Réduire

DOI

http://dx.doi.org/10.1039/C6NJ02023B

Project ANR

Architectures à base de foldamères pour le transport d'electrons - ANR-12-BS08-0007

Origine

Importé de hal

Unités de recherche

Laboratoire Ondes et Matière d'Aquitaine (LOMA) - UMR 5798