Refernces
10.1016/S0022-2860(97)00412-2
The research aimed to determine the molecular structure of perfluoroadamantane using gas-phase electron diffraction. The study sought to examine the structural consequences of hydrogen/fluorine substitution in adamantane, a carbon-cage molecule with high symmetry, by comparing the bond lengths and angles of perfluoroadamantane to those of adamantane. The researchers found that perfluorination expanded the adamantane cage, with a significant lengthening of the C-C bonds by 0.02 ?, attributed to the electron-withdrawing ability of fluorine ligands. The chemicals used in the process included adamantane, sodium fluoride, anhydrous hydrogen fluoride, and Freon-113 for extraction, as well as helium for agitation during the electrochemical fluorination process. The final product, perfluoroadamantane, was obtained with a yield of 31.1% based on the sample fed and a purity of 99.3% as confirmed by gas chromatography.
10.1016/j.tet.2010.02.021
The research investigates the chlorination of various substrates, including aliphatic hydrocarbons and the side chains of aromatic hydrocarbons, under subcritical carbon tetrachloride (CCl4) conditions. The study explores the reactions of different compounds such as adamantane, chlorocyclododecane, and various aromatic hydrocarbons, including 1,4-disubstituted benzenes. The chlorination process involves the generation of chloro radicals from the C–Cl bond cleavage of carbon tetrachloride under high-temperature conditions. The study also examines the stability and transformation of other compounds like ketones, sulfones, sulfoxides, and ole?ns under these conditions. The results show that while ketones and sulfones remain stable, sulfoxides are converted into sul?des, and ole?ns form coupling adducts with carbon tetrachloride. The research highlights the unique reactivity of subcritical carbon tetrachloride in facilitating these chlorination reactions and provides insights into the potential applications and mechanisms involved in this process.
10.1134/S1070428018070047
The research investigates the synthesis and chemical transformations of aryl-substituted alkenes containing adamantane fragments. The study aims to explore the behavior of these compounds in radical and carbocationic reactions, given the unique structural properties of adamantane derivatives and their potential applications in various fields, including pharmaceuticals and materials science. The key chemicals used in this research include adamantane derivatives such as 1-[(Z,E)-3-phenylprop-2-en-1-yl]adamantane and 1-[(Z)-3-phenylprop-1-en-1-yl]adamantane, synthesized via the Wittig reaction. The researchers also employed reagents like N-bromosuccinimide (NBS) for bromination and sulfuric acid for the Ritter reaction. The study found that the aryl-substituted alkenes exhibited different chemical behaviors depending on their structure and the nature of the acid catalyst used. The products of these reactions included secondary amides, sulfonic acid derivatives, and homoadamantane γ-sultone. The research concludes that the adamantane-containing alkenes can undergo complex transformations, leading to the formation of various functionalized adamantane derivatives, which could be valuable for the development of new materials and pharmaceutical compounds.
10.3390/molecules201018827
This research aims on the synthesis and structural characterization of a series of novel adamantane-based ester derivatives, which are commercially significant for their potential applications in treating neurological conditions, type-2 diabetes, and viral infections. The study aimed to investigate the antioxidant and anti-inflammatory properties of these compounds. The synthesis involved the reaction of 1-adamantyl bromomethyl ketone with various carboxylic acids using potassium carbonate in dimethylformamide at room temperature. The resulting compounds were characterized using FTIR, NMR, and single-crystal X-ray diffraction analysis. The research concluded that the introduction of the adamantane moiety led to synclinal conformation in all molecular structures, and these compounds exhibited selective antioxidant abilities, particularly in scavenging hydrogen peroxide radicals. Notably, compounds containing nitrogen, such as 2p, 2q, and 2r, showed strong anti-inflammatory effects, outperforming the standard drug diclofenac sodium, suggesting their potential as promising anti-inflammatory agents for future clinical use.