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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Cucurbituril binding of trans-[{PtCl(NH3)2}2(µ-NH2(CH2)8NH2)]2+ and the effect on the reaction with cysteine
TL;DR: Encapsulation of dinuclear platinum complexes within the cucurbituril cavity may provide a novel way of reducing the reactivity and degradation of these promising chemotherapeutic agents with blood plasma proteins.
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Inclusion complexation of diquat and paraquat by the hosts cucurbit[7]uril and cucurbit[8]uril.
TL;DR: Overall, both diquat and its one-electron reduced radical cation are bound more effectively by CB8 than by CB7, which highlights the pronounced sensitivity of cucurbit[n]uril hosts to guest features such as charge, charge distribution and shape.
Journal ArticleDOI
Glycoluril derivatives form hydrogen bonded tapes rather than cucurbit[ n ]uril congeners
TL;DR: In this article, the synthesis and X-ray crystallographic characterization of diphenyl glycoluril derivatives (1−4 ) that possess one or two alkyl groups on their N- or O-atoms is reported.
Journal ArticleDOI
Supramolecular catalysis by cucurbit[7]uril and cyclodextrins: similarity and differences.
TL;DR: Solvolysis of benzoyl chlorides reacting by a dissociative mechanism is catalyzed by CB7 due to the ability of the CB7 cavity to stabilize the acylium ion developed in the transition state by electrostatic interactions.
Journal ArticleDOI
Developmental and organ-specific toxicity of cucurbit(7)uril: in vivo study on zebrafish models†
Huanxian Chen,Judy Yuet-Wa Chan,Xue Yang,Ian Wyman,David Bardelang,Donal H. Macartney,Simon Ming-Yuen Lee,Ruibing Wang +7 more
TL;DR: It is demonstrated for the first time with live in vivo animal models that CB has relatively low developmental and organic specific toxicity, and support further exploration of the use of CB[7] in biomedical research at sub-toxic concentrations.
References
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Journal ArticleDOI
I. Ueber Condensationsproducte aus Glycoluril und Formaldehyd
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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.