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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Host-guest interaction tailored cucurbit[6]uril-based supramolecular organic frameworks (SOFs) for drug delivery
TL;DR: This approach enables the noncovalent integration of guest molecules into ordered topologies and creates new host–guest-complex-based SOFs, i.e., the topology can be predesigned and constructed by using [ZnCl4]2− anions to induce the formation of solid Q[ 6]-SOFs, and the pore wall surface can be easily modified by the Q[6]-encapsulated guest molecules.
Journal ArticleDOI
An ‘in-water’ halogen-ion compatible “click” catalyst for cucurbituril guest ligation
TL;DR: An ‘in-water’ halogen-ion compatible copper catalysed azide–alkyne cycloaddition (CuAAC) catalyst, tris[1-(3-hyroxypropyl)-1H-1,2,3-triazol-4-yl]methanol·CuCl (THPTM·Cl), was designed for CB guest ligation and verified its applicability for the construction of CB-based supramolecular architectures.
Journal ArticleDOI
Chameleonic binding of the dimethyldiazaperopyrenium dication by cucurbit[8]uril
Karel J. Hartlieb,Ashish N. Basuray,Chenfeng Ke,Amy A. Sarjeant,Henri‐Pierre Jacquot de Rouville,Takashi Kikuchi,Ross S. Forgan,Josh W. Kurutz,J. Fraser Stoddart +8 more
TL;DR: Two are better than one: The diazaperopyrenium dication acts as both a viologen-like electron-poor and an electron-rich guest, resulting in the formation of a 1:2 complex with cucurbit[8]uril.
Journal ArticleDOI
Ferrocene and ferrocenium inclusion compounds with cucurbiturils: a study of metal atom dynamics probed by Mössbauer spectroscopy
Clara I. R. Magalhães,Ana C. Gomes,André D. Lopes,Isabel S. Gonçalves,Martyn Pillinger,Eunyoung Jin,Ikjin Kim,Young Ho Ko,Kimoon Kim,Israel Nowik,Rolfe H. Herber +10 more
TL;DR: Temperature-dependent 57Fe Mössbauer effect spectroscopic studies were carried out on ferrocene, 1,1'-dimethylferrocene and ferrocenium hexafluorophosphate guest species in cucurbit[n]uril inclusion complexes, suggesting that the organometallic guest molecules do not interact significantly with the host environment over the experimental temperature range.
Journal ArticleDOI
Inclusion complex of riboflavin with cucurbit[7]uril: study in solution and solid state
TL;DR: In this article, aqueous solution of riboflavin and cucurbit[7]uril complex was studied based on fluorescence and 1H NMR spectroscopic results.
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.