2014
DOI: 10.1039/c4ra02575j
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Adamantane ionic liquids

Abstract: 65 adamantane. Thereby, adamantane should be a good example as a scaffold to evaluate the steric core effect on the thermal properties of ion pairs. Herein, we report the characteristic thermal properties of the adamantane-tethered ion salts (Figure 1). The series of ion salts with adamantane carboxylates and imidazolium cations were 70 prepared. The influence of chemical structures of adamantanebased salts on melting temperatures and thermal stability was investigated with various numbers of ion pairs around … Show more

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Cited by 14 publications
(7 citation statements)
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References 32 publications
(17 reference statements)
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“…The first pathway involved the radical addition of 1bromoadamantane to the acrylonitrile, nitrile hydrolysis and reduction to produce alcohol 6b in a moderate overall yield of 54%. 22,23 The alternative pathway started from adamantane-1carboxylic acid (1a), which was transformed to the aldehyde 2 via subsequent reduction with LiAlH4 and Swern oxidation. Aldehyde 2 was reacted with oxolan-2ylmethyl(triphenyl)phosphonium bromide under Wittig conditions to produce acetal 3.…”
Section: Chemistrymentioning
confidence: 99%
See 1 more Smart Citation
“…The first pathway involved the radical addition of 1bromoadamantane to the acrylonitrile, nitrile hydrolysis and reduction to produce alcohol 6b in a moderate overall yield of 54%. 22,23 The alternative pathway started from adamantane-1carboxylic acid (1a), which was transformed to the aldehyde 2 via subsequent reduction with LiAlH4 and Swern oxidation. Aldehyde 2 was reacted with oxolan-2ylmethyl(triphenyl)phosphonium bromide under Wittig conditions to produce acetal 3.…”
Section: Chemistrymentioning
confidence: 99%
“…3-(3,5-Dimethyladamantan-1-yl)propionic acid (1.504 g, 6.36 mmol) was prepared from 1bromoadamantane according to the literature. 22,23 Subsequently, alcohol 6c was prepared according to a protocol reported by Babjaková et al 20 to get a colourless oil (1.267 g, 90 %). 1…”
Section: -(35-dimethyladamantan-1-yl)-1-propanol (6c)mentioning
confidence: 99%
“…6 By mimicking molecular crowding with artificial systems and by applying to the molecular recognition system, we have recently established the selective encapsulation of GTP into the polyhedral oligomeric silsesquioxane (POSS)-core dendrimer via the complex formation with the naphthyridine derivatives. 7 At the surface of the hydrophobic POSS core 8 inside the dendrimer, the complex stability via hydrogen bonds 9 between the guanine moiety of GTP and the naphthyridine derivative was significantly improved. 7 In addition, the negatively charged compounds such as triphosphates made a strong interaction with the ammonium groups at the surface dendrimer.…”
Section: Introductionmentioning
confidence: 99%
“…Other types of biological activities of adamantane derivatives have also been reported [5][6][7]. They find use in polymer synthesis [8], the design of nanostructured materials [9,10], ionic liquids [11], and coordination chemistry [12,13]. In addition, arrangement of azoles around a rigid linker makes azolyladamantanes perfect auxiliary ligands for metal-organic framework design; however, only a few examples of such ligands (with 4H-1,2,4-triazolyl and tetrazolyl moieties) have been reported [14][15][16][17][18].…”
Section: Introductionmentioning
confidence: 99%