2001
DOI: 10.1002/1099-0690(200109)2001:17<3227::aid-ejoc3227>3.0.co;2-v
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A Versatile Six-Component Molecular Capsule Based on Benign Synthons − Selective Confinement of a Heterogeneous Molecular Aggregate

Abstract: Solvent interactions in the formation of novel H‐bonded capsules, comprised of four substituted terpyridines and two C‐methylcalix[4]resorcinarenes (both synthons synthesized using “green” methodology), are shown to determine the size and shape of the guest cavity. Two representative host‐guest complexes showing centred and off‐centred apexes with respect to the calixarenes are described in detail, showing the inclusion of four guest molecules in the solid state.

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Cited by 80 publications
(36 citation statements)
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“…[8][9][10] Although the confined guest matrix within these molecular containers has been regarded as a new phase of matter, [11] a detailed understanding of the interplay and relative orientations of the constituent guest molecules has, until now, been restricted to a few instances of limited complexity. [12,13] We previously described the self-assembly of the pyrogallol [4]arene building block into a globular hexamer, which is stable even in aqueous media. [8,14] To date, only capsules composed of C-isobutylpyrogallol [4]arene [8,14,15] and C-propylpyrogallol [4]arene [16] have been structurally authenticated by X-ray single-crystal structure analysis.…”
mentioning
confidence: 99%
“…[8][9][10] Although the confined guest matrix within these molecular containers has been regarded as a new phase of matter, [11] a detailed understanding of the interplay and relative orientations of the constituent guest molecules has, until now, been restricted to a few instances of limited complexity. [12,13] We previously described the self-assembly of the pyrogallol [4]arene building block into a globular hexamer, which is stable even in aqueous media. [8,14] To date, only capsules composed of C-isobutylpyrogallol [4]arene [8,14,15] and C-propylpyrogallol [4]arene [16] have been structurally authenticated by X-ray single-crystal structure analysis.…”
mentioning
confidence: 99%
“…Pyridine functionalities have been widely studied [1,2] and widely used [3][4][5][6] but still generate much interest due to their wide range of application in medicinal chemistry [7][8][9][10][11]. The naturally occurring B6-vitamins pyridoxine, pyrodoxal, pyridoxamine and codecarbaxylase contain a pyridine nucleus [12].…”
Section: Inroductionmentioning
confidence: 99%
“…Essentially, these compounds serve as high-potency agonists for the human adenosine receptors and act as potential therapeutic agents for the treatment of Creutzfeldt-Jacob disease, Parkinson's disease, hypoxia, asthma, cancer, kidney disease and prion disease [3][4][5]. Due to their п-stacking ability, some pyridines are used in supramolecular chemistry [6][7][8]. Previously, 2,4,6-triarylpyridines have been prepared by the condensation of 1,5-diketones with formamide-formic acid [9], reaction of (aroylmethylene) isoquinolinium ylide with α, β-unsaturated ketones [10,11], and reaction of N-phenacylpyridinium salts with α, β-unsaturated ketones in the presence of ammonium acetate [12].…”
Section: Introductionmentioning
confidence: 99%