This work introduces a novel class of hybrid antimicrobial agents by integrating sulfone and sulfonamide functionalities with polyhedral oligomeric silsesquioxanes (POSSs). By employing efficient synthetic protocols, we have successfully prepared both sulfone (ethylvinylsulfone-POSS and phenylethylsulfone-POSS) and sulfonamide (benzenesulfonamide-POSS, -toluenesulfonamide-POSS, 3-fluorobenzenesulfonamide-POSS, and 2-naphthalenesulfonamide-POSS) derivatives with high yields (73-90%). All derivatives were examined using Fourier transform infrared spectroscopy, multinuclear (H, C, F, and Si) NMR spectroscopy, MALDI-ToF MS spectrometry, and elemental analysis.
View Article and Find Full Text PDFThis study investigates the formation mechanisms of oligomeric phenyl silanols, focusing on polyhedral oligomeric silsesquioxane (POSS) and double-decker silsesquioxane (DDSQ) derivatives. Combining literature reports and crystal structures of solvated derivatives obtained in our laboratory, we show that the solvent choice significantly influences their structures. POSS-based silanols prefer aprotic solvents like THF, preserving dimerization, while double-deckers form stable architectures in protic solvents like isopropanol.
View Article and Find Full Text PDFDalton Trans
November 2023
In this article, we explore theoretical validations of experimental findings pertaining to the classical corner-capping reactions of a commercially available heptaisobutyltrisilanol cage to mono-substituted phenylhepta(isobutyl)-POSS cages. Additionally, the process of opening a fully condensed cage is tracked to assess the possibility of isolating and separating the resulting isomers. The corner-capping reactions of potential silanotriols, both as monomers and dimers, and the impact of these structural motifs on their closing to bifunctional POSS cages are also investigated.
View Article and Find Full Text PDFAn easy, efficient, and scalable synthetic procedure is described to obtain novel amide-functionalized double-decker silsesquioxanes (DDSQs). The use of mild conditions of deprotection of the BOC group, which does not result to the cleavage of the cage-like silsesquioxane structure, is reported. This method leads to the so far undescribed hydrochloride salt of aminoalkyl-DDSQ.
View Article and Find Full Text PDFThe use of diverse biomaterials for regenerative medicine is constantly evolving. Therefore, looking for easy-to-scale-up materials in terms of preparation, less complex composition, and featuring structural and chemical stability seems justified. In this work, we report the preparation of double-decker silsesquioxane-based (DDSQ-based) composites, which, according to our best knowledge, have never been used as biomaterials.
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