Journal ArticleDOI
Controlling factors in the synthesis of cucurbituril and its homologues.
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TLDR
A wide range of reaction conditions are examined that include the effects of acid type, acid concentration, reactant concentrations, and temperature to both probe the mechanism and optimize the yields of isolated cucurbit[n]urils, where n = 5-10.Abstract:
The acid-catalyzed synthesis of cucurbit[n]urils from formaldehyde and glycoluril is poorly understood. In this paper, we examine a wide range of reaction conditions that include the effects of acid type, acid concentration, reactant concentrations, and temperature to both probe the mechanism and optimize the yields of isolated cucurbit[n]urils, where n = 5−10. A mechanism for the formation of these cucurbit[n]urils is presented. Individual cucurbit[n]urils were unambiguously identified in reaction mixtures using ESMS and 13C NMR.read more
Citations
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From prebiotic chemistry to supramolecular oligomers: urea-glyoxal reactions.
TL;DR: It is shown in detail that reactions of urea-as archetypal prebiotic substance-and reactive carbonyls-exemplified by glyoxal-lead to a vast repertoire of oligomers, in which different five- and six-membered non-aromatic heterocycles self-assemble and insert into chains or dendritic-like structures with masses up to 1000 Da.
Journal ArticleDOI
Host-Guest Complexations of Amine Boranes and Isoelectronic/Isostructural Quaternary Alkylammonium Cations by Cucurbit[7]uril in Aqueous Solution
TL;DR: In this paper, the host-guest complexation of six amine boranes (R3NBH3) by the macrocyclic host molecule cucurbit uril (CB ) in aqueous solution has been investigated using 1H and 11B NMR spectroscopy.
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Light-responsive molecular switch based on cucurbit[7]uril and 1,1'-bis(benzyl)-4-[2-(4-pyridyl)-vinyl]-pyridinium dibromide displaying white light emission
TL;DR: By using 1H NMR, ESI-MS and UV spectra, novel light-responsive molecular switch constructed by 1,1'-bis(benzyl)-4-[2-(4-pyridyl)-vinyl]-pyrinium (12+) and cucurbit[7]uril (Q[7]) is demonstrated as mentioned in this paper .
Journal ArticleDOI
Binding Modes of a trans-Vinylbipyridinium Surfactant Bearing a Hexadecyl Chain to Cucurbit[n]uril (n = 6-8) in Aqueous Solution
TL;DR: In this paper, the authors investigated the host-guest complex formation of cucurbit[n]uril with other types of amphiphilic molecules containing a long alkyl chain.
Journal ArticleDOI
Evaluating photodimerization of 6-methylcoumarin mediated by cucurbit[8]uril through mechanical grinding – Supramolecular effects of additives
TL;DR: In this paper, a single crystal X-ray determination of 1 from water reveals that the coumarins are oriented in a head-to-head fashion with the distance between the double bonds being 4.695A, a distance that is greater than the required Schmidt distance of 4.2
References
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Journal ArticleDOI
I. Ueber Condensationsproducte aus Glycoluril und Formaldehyd
Journal ArticleDOI
An efficient, enantioselective synthesis of the taxol side chain
TL;DR: Synthese de la chaine du taxol a partir du phenylacetylene avec comme etapes-cle une epoxydation asymetrique et la scission regioselective de l'epoxyde as mentioned in this paper.
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A Molecular Bowl with Metal Ion as Bottom: Reversible Inclusion of Organic Molecules in Cesium Ion Complexed Cucurbituril
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Cucurbituril as a ligand for the complexation of cations in aqueous solutions
TL;DR: The complex formation of the ligand cucurbituril with alkaline cations and other cations have been studied by means of solubility measurements in the presence of the salts in aqueous solutions at 25 °C.
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Host–guest complexes of cucurbituril with the 4-methylbenzylammonium lon, alkali-metal cations and NH4+
TL;DR: In this article, the existence of two different complexes of cucurbituril with 4-methylbenzylammonium ions was reported. But the 1 : 1 stability constants were not reported for the 2 : 1 complexes with different cations.