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The current article describes the synthesis, characterization, and application of a designed hybrid fluorescent BTD–coumarin (2,1,3-benzothiadiazole-coumarin) derivative (named BTD-Lip). The use of BTD-Lip for live-cells staining showed excellent results, and lipid droplets (LDs) could be selectively stained. When compared with the commercially available dye (BODIPY) for LD staining, it was noted that the designed hybrid fluorescence was capable of staining a considerable larger number of LDs in both live and fixed cells (ca. 40% more). The new dye was also tested on live Caenorhabditis elegans (complex model) and showed an impressive selectivity inside the worm, whereas the commercial dye showed no selectivity in the complex model.

Using a set of different techniques, which included single crystal X-ray, NMR, UV–vis, conductivity measurements, SAXS (small angle X-rays), ESI-MS­(/MS) (electrospray (tandem) mass spectrometry), and theoretical calculations, an ample study of the structural organization and supramolecular interaction of the task-specific ionic liquid 1-methyl-3-carboxymethylimidazolium chloride (named MAI.Cl) was conducted. All techniques allowed for comprehensive investigation in the solid state, solution, and gas-phase behavior of MAI.Cl. Most relevant interactions are demonstrated showing the importance of hydrogen bonding to supramolecular organization of MAI.Cl in different states and its tendency to aggregate in aqueous solutions.

This paper describes the synthesis, structure, photophysical properties, and bioimaging application of a novel 2,1,3-benzothiadiazole (BTD)-based rationally designed fluorophore. The capability of undergoing efficient stabilizing processes from the excited state allowed the novel BTD derivative to be used as a stable probe for bioimaging applications. No notable photobleaching effect or degradation could be observed during the experimental time period. Before the synthesis, the molecular architecture of the novel BTD derivative was evaluated by means of DFT calculations to validate the chosen design. Single-crystal X-ray analysis revealed the nearly flat characteristics of the structure in a syn conformation. The fluorophore was successfully tested as a live-cell-imaging probe and efficiently stained MCF-7 breast cancer cell lineages.

Um líquido iônico imidazólio de função específica derivado do ácido kójico natural teve suas interações supramoleculares investigadas no estado sólido, em solução e em fase gasosa. Diferentes técnicas como difração de raios X de monocristal, espectroscopia de ressonância magnética nuclear (NMR), espectrofotometria UV-Vis, medidas de condutividade, espalhamento de raios X em baixo ângulo (SAXS), espectrometria de massas (tandem) com ionização por electrospray (ESI-MS(/MS)) e cálculos teóricos permitiram uma investigação estrutural aprofundada desse líquido iônico de função específica e suas interações supramoleculares. An imidazolium-based task-specific ionic liquid derived from the natural kojic acid had its supramolecular interactions investigated in solid, solution and gas phase. The use of a set of techniques formed by single-crystal X-ray diffraction, nuclear magnetic resonance (NMR) spectroscopy, UV-Vis spectrophotometry, conductivity measurements, small angle X-ray scattering (SAXS), electrospray (tandem) mass spectrometry (ESI-MS(/MS)), and theoretical calculations allowed a deep investigation of the structural organization of the task-specific ionic liquid and its supramolecular interactions.Keywords: ionic liquids, imidazolium, task-specific ionic liquids, supramolecular interactions, organization, X-ray, SAXS, UV-Vis, NMR, ESI-MS IntroductionIonic liquids (ILs) and task-specific ionic liquids (TSILs), especially those based on the imidazolium cation, are part of a class of attractive compounds of widespread use in many scientific and technological areas.1-3 These organic salts have already been successfully used in the chemical industry for many years. 4 Their prominence is exemplified by many review articles recently published regarding several features of these unique chemical species. 5-21The possibility of tuning the physical and chemical properties of ILs and TSILs associated with their attractive physicochemical properties, such as very low vapor pressure, large electrochemical window, good thermal and chemical stabilities, have also opened a wealth of other applications for these ionic materials. Despite all progress already reached by ILs, fine details about their supramolecular organization, the importance of H-bonds and a deep understanding on the directionality of imidazolium-based derivatives are only now emerging. Each IL/TSIL has unique physicochemical properties and it has been estimated that ca. 10 6 combinations of known Neto et al. 2281 Vol. 25, No. 12, 2014 cations and anions may afford a new type of such ionic compounds. 22 The effort towards a better comprehension on the physicochemical properties of such materials is therefore very challenging; and each new structure demands specific efforts and a set of characterizations to depict its unique structural features and properties. Despite the diversity, some general trends have been established, and it is, for instance, known that the physicochemical properties of ILs/TSILs are intimately associated with their ionic structures, 23...