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Journal articles on the topic 'Adamantane'

Author: Grafiati

Published: 4 June 2021

Last updated: 16 June 2025

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1

Gadzhiev, G. A., M. V. Giruts, D. S. Vylekzhanina та G. N. Gordadze. "Formation of С10–С14 Adamantanes from Petroleum Protoadamantanes". Chemistry and Technology of Fuels and Oils 629, № 1 (2022): 41–49. http://dx.doi.org/10.32935/0023-1169-2022-629-1-41-49.

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In order to study the possibility of enriching jet fuels with diamond-type hydrocarbons to improve their physico-chemical and operational properties, a catalyse with aluminum bromide of narrow 10-degree fractions of marine oil in the range of 190–250°С was carried out. Catalysis products were selected at different times and analysed by chromatomass spectrometry. It is shown that during catalysis there is a complete disappearance of non-adamanthane hydrocarbons and "naphthene background" on mass chromatograms with m/z 135, 149, 163 and 177, with the formation of new, mainly thermodynamically we

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2

Wang, Jian-Wei, Ka-Xi Yu, Xin-Yuan Ji та ін. "Structural Insights into the Host–Guest Complexation between β-Cyclodextrin and Bio-Conjugatable Adamantane Derivatives". Molecules 26, № 9 (2021): 2412. http://dx.doi.org/10.3390/molecules26092412.

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Understanding the host–guest chemistry of α-/β-/γ- cyclodextrins (CDs) and a wide range of organic species are fundamentally attractive, and are finding broad contemporary applications toward developing efficient drug delivery systems. With the widely used β-CD as the host, we herein demonstrate that its inclusion behaviors toward an array of six simple and bio-conjugatable adamantane derivatives, namely, 1-adamantanol (adm-1-OH), 2-adamantanol (adm-2-OH), adamantan-1-amine (adm-1-NH2), 1-adamantanecarboxylic acid (adm-1-COOH), 1,3-adamantanedicarboxylic acid (adm-1,3-diCOOH), and 2-[3-(carbox

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3

Pitushkin, Dmitry, Vladimir Burmistrov, and Gennady Butov. "1-(3-Isoselenocyanatopropyl)adamantane." Molbank 2023, no. 2 (2023): M1646. http://dx.doi.org/10.3390/m1646.

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The title compound, 1-(3-isoselenocyanatopropyl)adamantane, was synthesized for the first time from 3-(adamantan-1-yl)propan-1-amine by the two-stage reaction with 1-(3-isocyanopropyl)adamantane as intermediate. The product was characterized by NMR, GC-MS, and elemental analysis.

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4

Leonova, M. V., M. R. Baimuratov, and Yu N. Klimochkin. "Synthesis and reactions of allylic azides of the adamantane series." Журнал органической химии 59, no. 11 (2023): 1455–64. http://dx.doi.org/10.31857/s0514749223110071.

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A mixture of nucleophilic substitution product and isomeric azide resulting from [3,3]-sigmatropic rearrangement was obtained by interaction of allyl bromides of adamantane series with sodium azide. Epoxidation reactions of allylic azides of the adamantane series were investigated. The reduction of the obtained trans -2-(adamantan-1-yl)-3-(azidomethyl)oxirane with lithium alumohydride synthesized ( S *)-(adamantan-1-yl)[( S *)-aziridin-2-yl]methanol which, when heated with hydrochloric acid, gives the product of the aziridine ring opening is (1 S *,2 R *)-1-(adamantan-1-yl)-3-chloro-1-hydroxyp

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5

Guo, Jian Wei, Nian Yun Guan, Sa Liu, Chu Fen Yang, and Le Jie Zhu. "Synthesis and Characterizaion of Adamantane-Containing Quaternary Ammonium Salts." Advanced Materials Research 233-235 (May 2011): 238–41. http://dx.doi.org/10.4028/www.scientific.net/amr.233-235.238.

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To develop the potential use of adamantane derivatives in surfactant field, the adamantyl residue was introduced into the quaternary ammonium salt. The method involved synthesizing N-(1-adamantyl)-N, N-dimethylamine from 1-adamantine and quaternizing with different alkylating agents. Eight adamantane-containing quaternary ammonium salts were prepared and their structures were identified by1H NMR and IR.

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6

Keita, Hamidou. "Adamantane-Functionalized Phthalimide Scaffold: Pathways to Supramolecular Interactions and Drug Discovery." Organics 2, no. 4 (2021): 388–94. http://dx.doi.org/10.3390/org2040022.

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Herein, the synthesis of a novel adamantanyl-functionalized phthalimide scaffold is demonstrated. The novel compound could be used as a precursor for various synthetic pathways owing to the generic use of adamantane substituents as the driving force for supramolecular interactions with macrocycles and N-substituted phthalimide derivatives as a core structure in numerous drugs. The adamantanyl-functionalized phthalimide scaffold contains bromide groups on the C4 and C5 positions of the benzene ring, effectively allowing further facile modifications of the scaffold. The structure was fully chara

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7

Abdulhasan, Haithem, Ahmed Al-Yasari, and Rahman Alasadi. "Theoretical Study on Molecular Structure and Electronic Properties of New 1,3-Diaza-adamantan-6-ones Derivatives." Indonesian Journal of Chemistry 20, no. 3 (2020): 638. http://dx.doi.org/10.22146/ijc.44403.

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In this study, the structural geometry and vibrational frequencies (IR) of 1,3-Diaza-adamantane-6-ones derivatives including Adamantane (A), 1,3-Diaza-adamantan (D), 1,3-Diaza-adamantan-6-one (DO), 5-Benzyl-1,3-diaza-adamantan-6-one (BD), 5-(4-Hydroxybenzyl)-1,3-diaza-adamantan-6-one (HBD), 5-(4-Methoxybenzyl)-1,3-diaza-adamantan-6-one (MBD), and 5-(4-Hydroxy-3-methoxybenzyl)-1,3-diaza-adamantan-6-one (HMBD) were theoretically studied. In addition, molecular orbital energies, including the highest occupied molecular orbitals (HOMOs), and lowest unoccupied molecular orbitals (LUMOs), and electr

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8

Berndt, Jan-Philipp, Frederik Erb, Lukas Ochmann, Jaqueline Beppler, and Peter Schreiner. "Selective Phthalimido-N-oxyl (PINO)-Catalyzed C–H Cyanation of Adamantane Derivatives." Synlett 30, no. 04 (2018): 493–98. http://dx.doi.org/10.1055/s-0037-1610403.

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We present a new method for the selective C(sp3)–H cyanation of adamantane derivatives with PINO as the hydrogen abstracting reagent. A cyano radical is thereby transferred from p -toluenesulfonyl cyanide, allowing the cyanation of adamantane derivatives in up to 71% yield. The protocol presents a novel way to orthogonally functionalized adamantanes that are otherwise difficult to prepare. Mechanistic studies support the hypothesis of a radical pathway.

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9

Shinsuphan, Nikorn, Sriprajak Krongsuk, and Vittaya Amornkitbamrung. "The Photoluminescence Properties of the Alkali Metals Functionalized Adamantane Studied by Using Linear-Response Time-Dependent Density Functional Theory (TD-DFT) Calculations." Advanced Materials Research 1131 (December 2015): 117–22. http://dx.doi.org/10.4028/www.scientific.net/amr.1131.117.

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The photoluminescence properties of pristine adamantane molecule have been calculated by time-dependent density functional theory (TD-DFT) within the hybrid functional level. This study aims to investigate the luminescence properties of the pristine adamantane molecule and its functionalized with neutral and ion of alkali metal to form C10H16-nXn structure (where X is Li, Li+, Na and Na+ atoms, n=1). The electronic gap of the pristine adamantane (7.15 eV) is too wide, leading to an insulator property. While all the functionalized adamantanes exhibit semiconducting behavior. The absorption and

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10

Kul'kov, M. G., G. T. Salakhidinova, E. A. Vtorushina, R. I. Butyrin, and A. E. Aliev. "Quantification of C10–C14 Adamantanes in High-Viscosity Naphthenic Oils." Нефтехимия 63, no. 5 (2023): 654–70. http://dx.doi.org/10.31857/s0028242123050039.

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The paraffin–naphthenic fractions (with boiling points below 310°C) prepared from three high-viscosity naphthenic crude oils, classified as types B1 and B2 (according to Petrov’s classification), were subjected to thiocarbamide complexation. The molecular composition of polycyclic hydrocarbon biomarkers and C11–C13 adamantanes in the oil samples suggested a predominantly marine genotype of the precursor organic matter (OM). The molecular composition also suggested source rocks of a clayey type. Nonetheless, the biomarkers detected in one sample indicated some contribution of terrigenous compon

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11

Maehara, Takayuki, Hiroshi Hashimoto, and Joji Ohshita. "Synthesis and Heat Resistance of Arylenedioxy-organosilanylene Polymers with Adamantane Units." Zeitschrift für Naturforschung B 64, no. 11-12 (2009): 1567–70. http://dx.doi.org/10.1515/znb-2009-11-1241.

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Arylenedioxy-organosilanylene polymers with adamantane units in the backbone were prepared by Rh-catalyzed dehydrocoupling of bis(4-hydroxyphenyl)adamantanes with organohydrosilanes, and their heat resistance was evaluated by thermogravimetric analysis in nitrogen. Among these polymers, the highest Td10 (10% weight loss temperature) of 547 °C was achieved for polymer 2a prepared from 1,3-bis(4-hydroxyphenyl)adamantane and phenylsilane. Polymer 2a exhibited good heat resistance even in air with Td10 = 387 °C, and standing of the polymer at 150 °C for 8 h resulted in no evident weight loss

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12

Pardali, Vasiliki, Erofili Giannakopoulou, Athina Konstantinidi, Antonios Kolocouris та Grigoris Zoidis. "1,2-Αnnulated Adamantane Heterocyclic Derivatives as Anti-Influenza Α Virus Agents". Croatica chemica acta 92, № 2 (2019): 211–28. http://dx.doi.org/10.5562/cca3540.

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In this report we review our results on the development of 1,2-annulated adamantane heterocyclic derivatives and we discuss the structure-activity relationships obtained from their biological evaluation against influenza A virus. We have designed and synthesized numerous potent 1,2-annulated adamantane analogues of amantadine and rimantadine against influenza A targeting M2 protein the last 20 years. For their synthesis we utilized the key intermediates 2-(2-oxoadamantan-1-yl)acetic acid and 3-(2-oxoadamantan-1-yl)propanoic acid, which were obtained by a simple, fast and efficient synthetic pr

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13

Pabbaraju, Kanti, Sallene Wong, Dmitri K. Kits, and Julie D. Fox. "Adamantane Resistance in Seasonal Human Influenza A Viruses from Calgary, Alberta (January 2007 to August 2008)." Canadian Journal of Infectious Diseases and Medical Microbiology 21, no. 2 (2010): e87-e91. http://dx.doi.org/10.1155/2010/710149.

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The available antivirals for the treatment and prophylaxis of influenza A infections include the adamantanes (amantadine and rimantadine), which are matrix (M2) protein inhibitors, and the neuraminidase inhibitors (oseltamivir and zanamivir). Resistance to the adamantanes is conferred by mutations at amino acid positions 26, 27, 30, 31 or 34 within the M2 protein of influenza A viruses. A significant increase in adamantane resistance has been reported worldwide since 2003, reflected by a similar increase in Canada. The present study reports on the frequency of adamantane resistance in seasonal

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14

Nowakowska, Monika, Caryn Gamble, and Demetrius C. Levendis. "Bis(adamantan-1-aminium) carbonate." Acta Crystallographica Section E Structure Reports Online 68, no. 4 (2012): o1159. http://dx.doi.org/10.1107/s1600536812011828.

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In the title compound, 2C10H18N+·CO32−, the adamantan-1-aminium cation forms three N—H...O hydrogen bonds to three carbonate ions, resulting in a layer parallel to (001) with the adamantane groups located on its surface so that adjacent layers form only C—H...H—C contacts. The carbonate anions occupy special positions of 32 symmetry, whereas the adamantan-1-aminium cations occupy special positions of 3 symmetry.

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15

Stankova, Ivanka, Radoslav Chayrov, Michaela Schmidtke, et al. "Quantitative structure-activity relationship modelling of influenza M2 ion channels inhibitors." Journal of the Serbian Chemical Society 86, no. 7-8 (2021): 625–37. http://dx.doi.org/10.2298/jsc200509036s.

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A series of adamantane derivatives (rimantadine and amantadine) incorporating amino-acid residues are investigated by simplex representation of molecular structure (SiRMS) approach in order to found correlation between chemical structures of investigated compounds and obtained data for antiviral activity and cytotoxicity. The obtained data from QSAR analysis show that adamantane derivatives containing amino acids with short aliphatic non-polar residues in the lateral chain will have good antiviral activity against the tested virus A/H3N2, strain Hong Kong/68 with low cytotoxicity. QSAR experim

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16

Hewajuli, Dyah Ayu, and NLPI Dharmayanti. "Efficacy, Mechanism and Antiviral Resistance of Neuraminidase Inhibitors and Adamantane against Avian Influenza." Indonesian Bulletin of Animal and Veterinary Sciences 29, no. 2 (2019): 61. http://dx.doi.org/10.14334/wartazoa.v29i2.1951.

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Vaccination and antiviral drug are often used to control influenza. However, the effectiveness of vaccine was impaired due to the emergence of new variant of virus strain. Antiviral drug consists of prophylactic and curative substances, namely M2 ion channel inhibitors (adamantane; amantadine and rimantadine) and neuraminidase (NA) inhibitors (NAIs; oseltamivir, zanamivir, peramivir, laninamivir). The synthesis and modification of antiviral neuraminidase (NA) inhibitors (NAIs) and adamantanes increased the antiviral effectiveness. The mechanism of the neuraminidase inhibitor is to prevent infl

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17

Gordadze, G. N., A. V. Vasil'eva, D. S. Vylekzhanina, G. A. Gadzhiev, and O. A. Stokolos. "Comparison of the Hydrocarbon Distribution in Thermolysis Products of Asphaltenes, Resins, and Acids Isolated from Weakly Transformed Crude Oil from the Anastasievsko-Troitskoe Oil Field (Horizon IV)." Нефтехимия 63, no. 4 (2023): 485–93. http://dx.doi.org/10.31857/s0028242123040032.

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Regular trends in the distribution of hydrocarbon biomarkers (n-alkanes, isoprenanes, steranes, and terpanes) and hydrocarbons of the adamantane series in low-maturity crude oil from the Anastasievsko-Troitskoe oil field (horizon IV) and in products formed by thermolysis of asphaltenes, resins, and acids from this oil were studied by gas chromatography–mass spectrometry. Thermolysis of high-molecular-mass oil precursors yields the same hydrocarbons (HCs) as those present in the initial oil, and also protoadamantanes (precursors of adamantanes). HCs of the adamantane series are not formed, and

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18

Grob, Cyril A., and Pawel Sawlewicz. "The mild bromination of adamantane and (trimethylsilyl) adamantanes." Helvetica Chimica Acta 71, no. 6 (1988): 1508–10. http://dx.doi.org/10.1002/hlca.19880710616.

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19

Моkhоv, V. М., G. М. Butоv, and I. А. Novakov. "1,3-DEHYDROADAMANTANE AND ITS DERIVATIVES: A VERSATILE SYNTHETIC PLATFORM FOR PREPARATION OF FUNCTIONAL COMPOUNDS WITH A CAGE STRUCTURE. A REVIEW." Доклады Российской академии наук. Химия, науки о материалах 511, no. 1 (2023): 3–36. http://dx.doi.org/10.31857/s2686953522600891.

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A promising strategy for the synthesis of a functional compounds with framework structure is using of 1,3‑dehydroadamantane (tetracyclo[3.3.1.1.3,7.0.1,3]decane, 1,3-DHA, bridging [3.3.1]propellane) and its derivatives, which are able to restoration of adamantane structure in their reactions. The review provides information on the methods for the synthesis of 1,3-DHA, spectral characteristics, probable intermediates generated from propellanes, and the advantages of using – low-stage syntheses of hardly available adamantine derivatives, atomic precision, and “green chemistry”. The reactions of

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20

Moskalev, Ivan A., Ekaterina A. Akishina, Evgenij A. Dikusar, et al. "Anti-Orthopoxvirus Activity of Amantadine and Rimantadine Derivatives—In Vitro Testing and Molecular Modeling." Chemistry 7, no. 2 (2025): 34. https://doi.org/10.3390/chemistry7020034.

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In 2022, the number of mpox cases spiked worldwide, leading to a surge in scientific research on members of the Orthopoxvirus genus and the discovery of new compounds exhibiting anti-orthopoxvirus activity. This work is devoted to the synthesis of compounds containing an adamantane fragment and the evaluation of their activity against the vaccinia virus, offering a possible mechanism of the antiviral action of the synthesized agents. Among all the studied adamantane derivatives, three compounds (2, 4, and 12) were found to demonstrate the highest antiviral activity, with the most promising com

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21

Isaev, Sergei D., Nataliya F. Karpenko, Aleksandr G. Yurchenko, Luděk Vodička, Valentin I. Kadentsev, and Pavel Zachař. "Compounds of aziadamantane type: Mass spectrometric study." Collection of Czechoslovak Chemical Communications 54, no. 3 (1989): 691–98. http://dx.doi.org/10.1135/cccc19890691.

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Azi and hydrazi derivatives of adamantane,adamantanone and diamantane were studied by mass spectrometry. The EI spectra of azi derivatives lack completely molecular ions; the presence of abundant dehydroadamantane or dehydrodiamantane ions corresponds to elimination of nitrogen molecule from the molecular ion. Comparison of the EI ionization with photolysis or pyrolysis allowed to deduce some analogies and to suggest the mechanism of decomposition of the molecular ion.

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22

Bakkali, Bouchra El, Guido Trautwein, Juan Alcañiz-Monge, and Santiago Reinoso. "Zirconia-supported 11-molybdovanadophosphoric acid catalysts: effect of the preparation method on their catalytic activity and selectivity." Acta Crystallographica Section C Structural Chemistry 74, no. 11 (2018): 1334–47. http://dx.doi.org/10.1107/s2053229618013013.

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The oxidation of adamantane with hydrogen peroxide catalyzed by zirconia-supported 11-molybdovanadophosphoric acid is shown to be a suitable green route for the synthesis of adamantanol and adamantanone. This work evaluates how the catalyst activity and selectivity are affected by some of its preparative parameters, such as the method for supporting the catalytically active heteropoly acid over the zirconia matrix or the pretreatments applied to the resulting materials before being used as heterogeneous catalysts. Our results indicate that the most effective catalysts able to maintain their ac

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23

Baranov, N. I., E. I. Bagrii, R. E. Safir, A. G. Cherednichenko, K. V. Bozhenko, and A. L. Maximov. "Quantum-chemical study of alkyl- and alkenyladamantanes formation by ionic alkylation with olefins." Kinetika i kataliz 65, no. 2 (2024): 116–24. http://dx.doi.org/10.31857/s0453881124020021.

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In B3LYP-D3(BJ)/6-311++G** approximation thermodynamic parameters of formation reactions (total energy at 0 К, enthalpy and the Gibbs free energy at temperature 298.15 К and pressure 101325 Pa) are assessed for the products of ionic alkylation of adamantane and lower alkyladamantanes with ethylene and propylene. Aluminium chloride was used as acid catalyst model. Quantum-chemical calculations demonstrate the influence of methyl groups in adamantanes and olefin molecular weight on energetics of formation of relevant alkyl- and alkenyladamantanes.

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24

Pradeep S, Midhun Manohar, and Nihal Kulkarni. "Mapping the Resistance Potential of Influenza’s H + Channel Using an Anti." International Journal of Fundamental and Applied Sciences (IJFAS) 6, no. 4 (2017): 31–33. http://dx.doi.org/10.59415/ijfas.v6i4.112.

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One of the biggest problems faced by biotechnologists and pharmacologists all over the world is the difficulty in predicting the strains of viral diseases that are coming into circulation. The problem becomes much worse when it becomes difficult to predict the virus’s resistance pattern.Influenza A virus has many factors that play a role in its infection cycle. Here, we are trying to study how the virus exhibits resistance against an anti-viral blocker.The blocker that is used in this case is amino-adamantane antiviral inhibitor (adamantine).

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25

Causey, Patrick W., Igor Dubovyk, and Clifford C. Leznoff. "Syntheses and characterization of phthalonitriles and phthalocyanines substituted with adamantane moieties." Canadian Journal of Chemistry 84, no. 10 (2006): 1380–87. http://dx.doi.org/10.1139/v06-096.

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The reaction of 3,4,5,6-tetrafluorophthalonitrile with 1-adamantanol, 1-adamantylamine, 1-adamantanemethanol, and 1-adamantaneethanol gave 4,5-di-(1-adamantyloxy)-3,6-difluorophthalonitrile, 4,5-di-(1-adamantylamino)-3,6-difluorophthalonitrile, 4-(1-adamantylamino)-3,5,6-trifluorophthalonitrile, 3,4,5,6-tetra-(1-adamantylmethoxy)phthalonitrile, and 3,4,5,6-tetra-(1-adamantylethoxy)phthalonitrile, respectively. The conversion of these tetrasubstituted phthalonitriles to magnesium, nickel, and metal-free phthalocyanines was demonstrated. These highly hindered phthalocyanines exhibited interestin

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26

Dragomanova, Stela, and Velichka Andonova. "Adamantane-containing drug delivery systems." Pharmacia 70, no. 4 (2023): 1057–66. http://dx.doi.org/10.3897/pharmacia.70.e111593.

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Adamantane is a weakly functional hydrocarbon widely used to develop new drug molecules to improve their pharmacokinetic and pharmacodynamic parameters. The compound has an affinity for the lipid bilayer of liposomes, enabling its application in targeted drug delivery and surface recognition of target structures. This review presents the available data on developed liposomes, cyclodextrin complexes, and adamantane-based dendrimers. Adamantane has been used in two ways – as a building block to which various functional groups are covalently attached (adamantane-based dendrimers) or as a part of

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Dragomanova, Stela, and Velichka Andonova. "Adamantane-containing drug delivery systems." Pharmacia 70, no. (4) (2023): 1057–66. https://doi.org/10.3897/pharmacia.70.e111593.

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Adamantane is a weakly functional hydrocarbon widely used to develop new drug molecules to improve their pharmacokinetic and pharmacodynamic parameters. The compound has an affinity for the lipid bilayer of liposomes, enabling its application in targeted drug delivery and surface recognition of target structures. This review presents the available data on developed liposomes, cyclodextrin complexes, and adamantane-based dendrimers. Adamantane has been used in two ways – as a building block to which various functional groups are covalently attached (adamantane-based dendrimers) or as a part of

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Schraml, Jan, and Jan Čermák. "29Si and 13C nmr spectra of trimethylsiloxy and hydroxy adamantanes reinvestigated at low concentration in deuteriochloroform solutions." Collection of Czechoslovak Chemical Communications 55, no. 2 (1990): 452–59. http://dx.doi.org/10.1135/cccc19900452.

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29Si and 13C NMR chemical shifts are reported for mono- and bis(trimethylsiloxy)adamantanes as well as for mono- and dihydroxyadamantanes dissolved in deuteriochloroform. The chloroform induced changes in 29Si and 13C chemical shifts can be qualitatively accounted for by hydrogen-bonding considering basicity and solvent accessibility of oxygen atoms in the solute molecules. The steric effects observed on the 29Si shifts are not due to an interaction of the terminal hydrogen atoms of the trimethylsilyl groups but are due to proximity of two oxygen atoms on one cyclohexane ring of the adamantane

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29

Koshchii, I., Yu. Klimko, and T. Shamota. "ADAMANTANE-1-CARBOXYLIC ACID AS A THIONECARBOXYLIC ACID SYNTHON." POLISH JOURNAL OF SCIENCE, no. 75 (June 18, 2024): 9–18. https://doi.org/10.5281/zenodo.12059312.

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Adamantane-1-carboxylic acid (AdCOOH) is an important chemical compound that can be used in the fields of science and industry. The purpose of the work was a detailed study of adamantane-1-carboxylic acid, its chemical properties and reactivity, in the context of the development of new derivatives.The reaction of adamantane-1-carboxylic acid methyl ester with phosphorus pentasulfide in dimethoxyethane or dioxane was the first to produce adamantane-1-thioncarboxylic acid methyl ester. Its reactions with hydroxylamine and O-methylhydroxylamine lead to the predominant formation of 1-adamantyl cya

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Shchapin, Igor Yu, Dzhamalutdin N. Ramazanov, Andrey I. Nekhaev, Roman S. Borisov, Evgeny A. Buravlev, and Anton L. Maximov. "One-Stage Catalytic Oxidation of Adamantane to Tri-, Tetra-, and Penta-Ols." Catalysts 11, no. 8 (2021): 1017. http://dx.doi.org/10.3390/catal11081017.

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Tertiary tetraols of adamantane (C10H16, Tricyclo[3.3.1.1(3,7)]decan) have been widely used for the synthesis of highly symmetric compounds with unique physical and chemical properties. The methods for one-stage simultaneously selective, deep, and cheap oxidation of adamantane to tetraols of different structures have not yet been developed. In this research, chemically simple, cheap, and environmentally friendly reagents are used and that is the first step in this direction. The conditions, under which the impact of a hydrogen peroxide water solution on adamantane dissolved in acetonitrile res

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31

Salvatori, Alejandro, Philippe Negrier, Araceli Aznar, María Barrio, Josep Lluís Tamarit, and Pol Lloveras. "Colossal barocaloric effects in adamantane derivatives for thermal management." APL Materials 10, no. 11 (2022): 111117. http://dx.doi.org/10.1063/5.0127667.

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Plastic crystals are currently attracting interest because their solid-state caloric functionality could be used to tackle climate change in two critical areas: (i) more environmentally friendly cooling and heating driven by pressure and (ii) passive waste heat management. Here, we suggest that plastic crystals could also be used for active pressure-assisted (i.e., barocaloric) waste heat management. In contrast to the barocaloric cooling/heating cycle, for active barocaloric waste heat management, the hysteresis may not be a constraint and transition temperatures above ambient are usually des

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D’yachenko, Vladimir, Dmitry Danilov, Yaroslav Kuznetsov, et al. "Synthesis and Properties of 1,3-Disubstituted Ureas Containing (Adamantan-1-yl)(phenyl)methyl Fragment Based on One-Pot Direct Adamantane Moiety Inclusion." Molecules 28, no. 8 (2023): 3577. http://dx.doi.org/10.3390/molecules28083577.

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A one-stage method for the preparation of 1-[isocyanato(phenyl)methyl]adamantane containing a phenylmethylene fragment located between the adamantane fragment and the isocyanate group, and 1-[isocyanato(phenyl)methyl]-3,5-dimethyladamantane with additional methyl groups at the nodal positions of adamantane, with a yield of 95% and 89%, respectively, is described. The method includes the direct inclusion of an adamantane moiety through the reaction of phenylacetic acid ethyl ester with 1,3-dehydroadamantane or 3,5-dimethyl-1,3-dehydroadamantane followed by the hydrolysis of the obtained esters.

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Oh, Ding Yuan, and Aeron C. Hurt. "A Review of the Antiviral Susceptibility of Human and Avian Influenza Viruses over the Last Decade." Scientifica 2014 (2014): 1–10. http://dx.doi.org/10.1155/2014/430629.

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Antivirals play an important role in the prevention and treatment of influenza infections, particularly in high-risk or severely ill patients. Two classes of influenza antivirals have been available in many countries over the last decade (2004–2013), the adamantanes and the neuraminidase inhibitors (NAIs). During this period, widespread adamantane resistance has developed in circulating influenza viruses rendering these drugs useless, resulting in the reliance on the most widely available NAI, oseltamivir. However, the emergence of oseltamivir-resistant seasonal A(H1N1) viruses in 2008 demonst

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34

Harvey, Pierre D., Denis F. R. Gilson, and Ian S. Butler. "Phase transitions and molecular motions in adamantane derivatives: 1-adamantanol." Canadian Journal of Chemistry 65, no. 8 (1987): 1757–60. http://dx.doi.org/10.1139/v87-296.

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An order–disorder transition occurs in 1-adamantanol at 359 K on heating and at 342 K on cooling, with transition entropies of 36 and 34 J K−1 mol−1, respectively. FT-ir spectra show that free hydroxyl groups exist in the high temperature phase, but the majority of the O—H groups remain hydrogen bonded. The barrier to adamantyl group rotation in the low-temperature phase, determined from proton spin–lattice relaxation time measurements, is 20.9 Kj mol−1, and the barrier to rotation in the high-temperature phase is 35.0 kJ mol−1.

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35

Baykova, S. O., S. V. Baykov, A. A. Petrov, V. V. Bumistrov, and V. P. Boyarskiy. "Synthesis and properties of 1,3-disubstituted ureas bearing adamantyl and pyridin(quinolin)yl moieties." Журнал органической химии 59, no. 7 (2023): 910–19. http://dx.doi.org/10.31857/s0514749223070054.

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A series of 1,3-disubstituted ureas containing pyridine (quinoline) and lipophilic adamantane moieties was synthesized by the reaction of 1,1-dimethyl-3-(hetaryl)ureas with amine hydrochlorides (13 compounds, 53-94% yields). The synthesized compounds differ from each other in the substitution position of the adamantane fragment, the structure of the alkyl linker between the adamantane fragment and the amide group, and the type of heterocyclic substituent. They are potentially targeted inhibitors of human soluble epoxide hydrolase (sEH).

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36

Yusuf, Aminu H., Vladimir B. Golovko, and Sarah L. Masters. "Tuning the Energy Levels of Adamantane by Boron Substitution." Molecules 30, no. 9 (2025): 1976. https://doi.org/10.3390/molecules30091976.

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Adamantane is known to have two different carbon environments, the C1-type (or bridgehead) and C2-type (or methylene bridge), serving as a foundation to explore the effects of boron substitution at these sites. Using DFT with B3LYP/6-31G(d), the structural, electronic, and optical properties of 37 boron-substituted isomers were investigated. The adamantane structure has rigid Td symmetry with an average rC-C of 153.7 pm, which progressively transforms to C3v and C1 symmetry in heavily substituted isomers. Analysis of the neutral and ionic species reveals a critical transition from electron-don

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37

Burmistrov, Vladimir, Dmitry Pitushkin, and Gennady Butov. "New Facile Synthesis of Adamantyl Isothiocyanates." SynOpen 01, no. 01 (2017): 0121–24. http://dx.doi.org/10.1055/s-0036-1588574.

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A series of adamantyl isothiocyanates containing different substituents in the nodal positions of adamantane or spacers between the adamantane and isothiocyanate group have been synthesised by using the reaction of the corresponding adamantyl amines with phenyl isothiocyanate.

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38

Senge, Mathias O., and Nitika Grover. "Synthetic Advances in the C–H Activation of Rigid Scaffold Molecules." Synthesis 52, no. 22 (2020): 3295–325. http://dx.doi.org/10.1055/s-0040-1707884.

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The remarkable structural and electronic properties of rigid non-conjugated hydrocarbons afford attractive opportunities to design molecular building blocks for both medicinal and material applications. The bridgehead positions provide the possibility to append diverse functional groups at specific angles and in specific orientations. The current review summarizes the synthetic development in CH functionalization of three rigid scaffolds namely: (a) cubane, (b) bicyclo[1.1.1]pentane (BCP), (c) adamantane.1 Introduction2 Cubane2.1 Cubane Synthesis2.2 Cubane Functionalization3 Bicyclo[1.1.1]pent

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39

Jelínková, Kristýna, Jelica Kovačević, Eva Wrzecionková, et al. "Binding study on 1-adamantylalkyl(benz)imidazolium salts to cyclodextrins and cucurbit[n]urils." New Journal of Chemistry 44, no. 17 (2020): 7071–79. http://dx.doi.org/10.1039/d0nj00738b.

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Adamantane-based imidazolium salts with flexible linkers between the adamantane cage and imidazolium core were prepared. Their supramolecular behaviour towards the natural cyclodextrins α-CD, β-CD and γ-CD and cucurbit[n]urils (n = 7, 8) was studied.

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40

Kauscher, Ulrike, and Bart Jan Ravoo. "Mannose-decorated cyclodextrin vesicles: The interplay of multivalency and surface density in lectin–carbohydrate recognition." Beilstein Journal of Organic Chemistry 8 (September 17, 2012): 1543–51. http://dx.doi.org/10.3762/bjoc.8.175.

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Cyclodextrin vesicles are versatile models for biological cell membranes since they provide a bilayer membrane that can easily be modified by host–guest interactions with functional guest molecules. In this article, we investigate the multivalent interaction of the lectin concanavalin A (ConA) with cyclodextrin vesicles decorated with mannose–adamantane conjugates with one, two or three adamantane units as well as one or two mannose units. The carbohydrate–lectin interaction in this artificial, self-assembled glycocalyx was monitored in an agglutination assay by the increase of optical density

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41

Todd, Matthew, and Radim Hrdina. "Synthesis of 1,2-Disubstituted Adamantane Derivatives by Construction of the Adamantane Framework." Molecules 28, no. 22 (2023): 7636. http://dx.doi.org/10.3390/molecules28227636.

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This review summarizes achievements in the synthesis of 1,2-disubstituted adamantane derivatives by the construction of the tricyclic framework either by total synthesis or by ring expansion/contraction reactions of corresponding adamantane homologues. It is intended to complement reviews focusing on the preparation of 1,2-disubstituted derivatives by C–H functionalization methods.

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42

Mohamed, Sharmarke, Durga Prasad Karothu, and Panče Naumov. "Using crystal structure prediction to rationalize the hydration propensities of substituted adamantane hydrochloride salts." Acta Crystallographica Section B Structural Science, Crystal Engineering and Materials 72, no. 4 (2016): 551–61. http://dx.doi.org/10.1107/s2052520616006326.

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The crystal energy landscapes of the salts of two rigid pharmaceutically active molecules reveal that the experimental structure of amantadine hydrochloride is the most stable structure with the majority of low-energy structures adopting a chain hydrogen-bond motif and packings that do not have solvent accessible voids. By contrast, memantine hydrochloride which differs in the substitution of two methyl groups on the adamantane ring has a crystal energy landscape where all structures within 10 kJ mol−1of the global minimum have solvent-accessible voids ranging from 3 to 14% of the unit-cell vo

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43

Doi, Hideo, and Misako Aida. "Hydration of Adamantane Skeleton: Water Assembling around Amantadine and Halo-substituted Adamantanes." Chemistry Letters 42, no. 3 (2013): 292–94. http://dx.doi.org/10.1246/cl.2013.292.

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Kumarathasan, Rajkumar, and Norman R. Hunter. "OXIDATION OF ADAMANTANE TO 1-ADAMANTANOL USING TETRA-N-BUTYLAMMONIUM OXONE." Organic Preparations and Procedures International 23, no. 5 (1991): 651–54. http://dx.doi.org/10.1080/00304949109457919.

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Song, Sun-Jung, Kyoung Seok Kim, Kyung Hwan Kim, et al. "Highly Selective Production of 2-Adamantanone by Photocatalytic Oxidation of Adamantane." Chemistry Letters 37, no. 10 (2008): 1052–53. http://dx.doi.org/10.1246/cl.2008.1052.

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Zahid, Maryam, M. Khawar Rauf, Michael Bolte, and Shahid Hameed. "Adamantane-1-thioamide." Acta Crystallographica Section E Structure Reports Online 65, no. 8 (2009): o1891. http://dx.doi.org/10.1107/s1600536809027470.

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Raine, Alan L., Craig M. Williams, and Paul V. Bernhardt. "1-(Phenylethynyl)adamantane." Acta Crystallographica Section E Structure Reports Online 58, no. 12 (2002): o1439—o1440. http://dx.doi.org/10.1107/s1600536802021542.

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Černochová, Jarmila, Andrea Čablová, Michal Rouchal, Marek Nečas, and Robert Vícha. "1-(Bromomethyl)adamantane." Acta Crystallographica Section E Structure Reports Online 67, no. 7 (2011): o1820. http://dx.doi.org/10.1107/s1600536811023695.

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Tanaka, Kazuo, Tatsuhiro Hiraoka, Fumiyasu Ishiguro, Jong-Hwan Jeon, and Yoshiki Chujo. "Adamantane ionic liquids." RSC Advances 4, no. 53 (2014): 28107. http://dx.doi.org/10.1039/c4ra02575j.

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Myint, Mo Aung, Jason R. Price, and Eng Wui Tan. "Adamantane-1,2-diol." Acta Crystallographica Section E Structure Reports Online 62, no. 3 (2006): o1139—o1140. http://dx.doi.org/10.1107/s1600536806003734.

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