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Nitroanilines as Quenchers of Pyrene Fluorescence

2012

The quenching of pyrene and 1‐methylpyrene fluorescence by nitroanilines (NAs), such as 2‐, 3‐, and 4‐nitroaniline (2‐NA, 3‐NA, and 4‐NA, respectively), 4‐methyl‐3‐nitroaniline (4‐M‐3‐NA), 2‐methyl‐4‐nitroaniline (2‐M‐4‐NA), and 4‐methyl‐3,5‐dinitroaniline (4‐M‐3,5‐DNA), are studied in toluene and 1,4‐dioxane. Steady‐state fluorescence data show the higher efficiency of the 4‐NAs as quenchers and fit with a sphere‐of‐action model. This suggests a 4‐NA tendency of being in close proximity to the fluorophore, which could be connected with their high polarity/hyperpolarizability. In addition, emission and excitation spectra evidence the formation of emissive pyrene—NA ground‐state complexes in…

Analytical chemistryHyperpolarizabilityPhotochemistryFluorescenceFluorescence spectroscopyAbsorptionDioxaneschemistry.chemical_compoundFOTOQUIMICAANILINASUltrafast laser spectroscopySinglet statePhysical and Theoretical ChemistryFluorescent DyesAniline CompoundsPyrenesQuenching (fluorescence)ChemistryOtras Ciencias QuímicasCiencias QuímicasFluorescenceAtomic and Molecular Physics and OpticsPIRENODESACTIVACIONEnergy TransferExcited statePyreneCIENCIAS NATURALES Y EXACTASTolueneChemPhysChem
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