RESUMEN

The title compound, C16H14, an asymmetric naphthyl-/methyl-substituted cyclo-penta-diene was synthesized and one isomer of five accessible through sigmatropic rearrangement was isolated and characterized by 1H NMR and X-ray diffraction. The crystal packing features an inter-molecular C-H⋯π inter-action.

RESUMEN

A novel Tb-doped Eu-based metal-organic framework (Eu-MOF@Tb) has been developed by incorporating hexanuclear europium cluster and 2,2'-bipyridine-5,5'-dicarboxylic acid as well as coordination with Tb(III). Owing to the diverse coordination status of Tb(III) and Eu(III) in MOF, antenna effect emission from Tb(III) can be invoked by dipicolinic acid (DPA), but the luminescence originating from Eu(III) remains unchanged. Taking advantage of this phenomenon, a ratiometric luminescent method for detection of DPA, a biomarker for Bacillus subtilis spores, was developed through differential sensitization toward lanthanide ions. This analysis method allowed for the detection of DPA in the 0.2-10 µM concentration range, with a detection limit of 60 nM. It was further validated by spiked recoveries (89.3-110%) of real-world samples with RSD values in the range 3.9-11%. Alongside this, a paper indicator test was prepared for naked-eye detection of DPA via a dose-sensitive color evolution from red to green under UV light. The effectiveness of the proposed approach was explored in the detection of bacterial spores in real biological and environmental samples and indicated great potential for applications as a real-time monitoring system against the anthrax threat.

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RESUMEN

The luminescent terbium (Tb3+)-loaded supramolecular gels were facilely prepared through the self-assembly of Fmoc-diphenylalanine (FmocPhePhe) at room temperature. Hydroxybenzoic acid (HA, the isomers are denoted as 2-HA, 3-HA, and 4-HA depending upon the positions of hydroxyl groups) was used as a sensitizer to Tb3+. The luminescence sensitization of Tb3+ in the gels was realized by the coordination with hydroxybenzoic acids. The spectra of luminescence, UV-vis, FT-IR, and 1H NMR verified that this sensitization was attributed to the energy transfer from hydroxybenzoic acids to Tb3+. The results of XRD, SEM, and phase transfer temperature further indicated that the initial molecule arrangement of the gels was significantly changed by 2-HA, resulting in more ordered and more compact morphology of the gels. 2-HA exhibited more effective sensitization to Tb3+ in the gels than 3-HA and 4-HA. It was also found that 2-HA did not affect the self-assembly of FmocPhePhe. Due to the effective fluorescence sensitization by 2-HA, the as-prepared gels can be used for salicylic acid sensing with 6.8 µM of the detection limit. This strategy has been successfully used for the detection of salicylates in pharmaceuticals and cosmetics.

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