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5 result(s) for "Illicachi, Luis"
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Synthesis and DFT Calculations of Novel Vanillin-Chalcones and Their 3-Aryl-5-(4-(2-(dimethylamino)-ethoxy)-3-methoxyphenyl)-4,5-dihydro-1H-pyrazole-1-carbaldehyde Derivatives as Antifungal Agents
Novel (E)-1-(aryl)-3-(4-(2-(dimethylamino)ethoxy)-3-methoxyphenyl) prop-2-en-1-ones 4 were synthesized by a Claisen-Schmidt reaction of 4-(2-(dimethylamino)ethoxy)-3-methoxy-benzaldehyde (2) with several acetophenone derivatives 3. Subsequently, cyclocondensation reactions of chalcones 4 with hydrazine hydrate afforded the new racemic 3-aryl-5-(4-(2-(dimethylamino)ethoxy)-3-methoxyphenyl)-4,5-dihydro-1H-pyrazole-1-carbaldehydes 5 when the reaction was carried out in formic acid. The antifungal activity of both series of compounds against eight fungal species was determined. In general, chalcone derivatives 4 showed better activities than pyrazolines 5 against all tested fungi. None of the compounds 4a–g and 5a–g showed activity against the three Aspergillus spp. In contrast, most of the compounds 4 showed moderate to high activities against three dermatophytes (MICs 31.25–62.5 µg/mL), being 4a followed by 4c the most active structures. Interestingly, 4a and 4c possess fungicidal rather than fungistatic activities, with MFC values between 31.25 and 62.5 μg/mL. The comparison of the percentages of inhibition of C. neoformans by the most active compounds 4, allowed us to know the role played by the different substituents of the chalcones’ A-ring. Also the most anti-cryptococcal compounds 4a–c and 4g, were tested in a second panel of five clinical C. neoformans strains in order to have an overview of their inhibition capacity not only of standardized but also of clinical C. neoformans strains. DFT calculations showed that the electrophilicity is the main electronic property to explain the differences in antifungal activities for the synthesized chalcones and pyrazolines compounds. Furthermore, a quantitative reactivity analysis showed that electron-withdrawing substituted chalcones presented the higher electrophilic character and hence, the greater antifungal activities among compounds of series 4.
Triazine: An Important Building Block of Organic Materials for Solar Cell Application
Since the beginning of the 21st century, triazine-based molecules have been employed to construct different organic materials due to their unique optoelectronic properties. Among their applications, photovoltaics stands out because of the current need to develop efficient, economic, and green alternatives to energy generation based mainly on fossil fuels. Here, we review all the development of triazine-based organic materials for solar cell applications, including organic solar cells, dye-sensitized solar cells, and perovskite solar cells. Firstly, we attempt to illustrate the main synthetic routes to prepare triazine derivatives. Then, we introduce the main aspects associated with solar cells and their performance. Afterward, we discuss different works focused on the preparation, characterization, and evaluation of triazine derivatives in solar cells, distinguishing the type of photovoltaics and the role of the triazine-based material in their performance (e.g., as a donor, acceptor, hole-transporting material, electron-transporting material, among others). Throughout this review, the progress, drawbacks, and main issues of the performance of the mentioned solar cells are exposed and discussed. Finally, some conclusions and perspectives about this research topic are mentioned.
Methoxyquinolone–Benzothiazole Hybrids as New Aggregation-Induced Emission Luminogens and Efficient Fluorescent Chemosensors for Cyanide Ions
This work describes the synthesis and characterization of new quinolone–benzothiazole hybrids, the study of their aggregation-induced emission (AIE) properties, and the use of these systems as efficient fluorescent probes for cyanide ions. These conjugated derivatives are linked through a double bond favoring electronic communication, and together with their planar geometry, can strongly aggregate under solvophobic environments, leading to aggregation and exhibiting significant AIE behavior. The double bond between electroactive units is prone to nucleophilic addition reactions by cyanide ions, selectively, conducive to turning off the fluorescence properties, making this hybrid system an efficient probe for cyanide ions. These studies were theoretically explained using DFT and TD-DFT calculations.
Phenothiazine: A Promising Core for Perovskite and Dye-Sensitized Solar Cells
Photovoltaic technologies represent an increasingly relevant alternative for developing renewable energy sources, particularly those based on light-harvesting materials such as perovskite solar cells (PSCs) and dye-sensitized solar cells (DSSCs), which have achieved efficiencies of 27.3% and 13.0%, respectively. In this context, phenothiazine (PTZ) has attracted considerable interest as a structural block due to its outstanding structural and photophysical properties, which also represent low production costs and reduced environmental impact. This review presents recent advances in the design and development of phenothiazine-based organic materials for photovoltaic applications, analyzing the main synthetic routes for obtaining this nucleus, as well as the fundamental aspects related to the operation of solar cells, including relevant device parameters. Furthermore, several studies focused on the synthesis, characterization, and performance of new phenothiazine-derived molecules used in photovoltaic devices are also examined. Finally, the most relevant conclusions are discussed, and future perspectives for the use of these materials in solar technologies are proposed.
Selenophene‐Based Hole‐Transporting Materials for Perovskite Solar Cells
Two novel and simple donor‐π‐bridge‐donor (D‐π‐D) hole‐transporting materials (HTMs) containing two units of the p‐methoxytriphenylamine (TPA) electron donor group covalently bridged by means of the 3,4‐dimethoxyselenophene spacer through single and triple bonds are reported. The optoelectronic and thermal properties of the new selenium‐containing HTMs have been determined using standard experimental techniques and theoretical density functional theory (DFT) calculations. The selenium‐based HTMs have been incorporated in mesoporous perovskite solar cells (PSCs) in combination with the triple‐cation perovskite [(FAPbI3)0.87(MAPbBr3)0.13]0.92 [CsPbI3]0.08. Limited values of power conversion efficiencies, up to 13.4 %, in comparison with the archetype spiro‐OMeTAD (17.8 %), were obtained. The reduced efficiencies showed by the new HTMs are attributed to their poor film‐forming ability, which constrains their photovoltaic performance due to the appearance of structural defects (pinholes). Two novel donor‐p‐bridge‐donor (D‐π‐D) selenophene‐based HTMs are reported, named TPASe‐1 and TPASe‐2, where a methoxy‐substituted selenophene moiety is used as π‐conjugated linker between two electron‐donor triphenylamine (TPA) units through single and triple bonds, respectively. The incorporation of these new systems in perovskite solar cells leads to modest power conversion efficiencies (PCE) of up to 13.7 %, which has been accounted for by their low hole‐mobility along with their poor film‐forming ability.