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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Hydrophobic monofunctionalized cucurbit[7]uril undergoes self-inclusion complexation and forms vesicle-type assemblies
TL;DR: Hydrophobic monofunctionalized cucurbit[7]uril derivatives (1 and 2) were synthesized by clicking CB[7]-azide with propargylated alkylamines to form self-inclusion complexes that are transformed into vesicle-type assemblies by addition of guests.
Journal ArticleDOI
Encapsulation of Mitoxantrone within Cucurbit[8]uril Decreases Toxicity and Enhances Survival in a Mouse Model of Cancer
Shyam K. Konda,Ruqaya Maliki,Sean McGrath,Belinda S. Parker,Tina Robinson,Alex Spurling,Alison Cheong,Peter Lock,Paul J. Pigram,Don R. Phillips,Lynne Wallace,Anthony I. Day,J. Grant Collins,Suzanne M. Cutts +13 more
TL;DR: In an orthotopic mouse model of metastatic breast cancer the complex still maintains in vivo anticancer activity compared to the free drug, yet provides a statistically significant increase in the survival of these mice compared to conventional mitoxantrone treatment.
Journal ArticleDOI
Cucurbit[7]uril host-guest and pseudorotaxane complexes with α,ω-bis(pyridinium)alkane dications
Ian Wyman,Donal H. Macartney +1 more
TL;DR: The host molecule cucurbit[7]uril forms very stable host-guest complexes (1:1 and 2:1) and [2]pseudorotaxanes with alpha,omega-bis(pyridinium)alkane dications in aqueous solution.
Journal ArticleDOI
Photophysical aspects of 6-methylcoumarin- cucurbit(8)uril host-guest complexes
Barry C. Pemberton,Barry C. Pemberton,Elango Kumarasamy,Elango Kumarasamy,Steffen Jockusch,Steffen Jockusch,D. K. SrivastavaD.K. Srivastava,D. K. SrivastavaD.K. Srivastava,J. SivaguruJ. Sivaguru,J. SivaguruJ. Sivaguru +9 more
TL;DR: In this article, photophysical measurements of 6-methylcoumarin encapsulated within cucurbit[8]uril (CB[8]) indicate a pronounced red shift in the fluorescence maximum with an increase in the emission quantum y
Journal ArticleDOI
Flavylium Network of Chemical Reactions in Confined Media: Modulation of 3′,4′,7-Trihydroxyflavilium Reactions by Host–Guest Interactions with Cucurbit[7]uril
Nuno Basílio,Fernando Pina +1 more
TL;DR: Of all the network species, the flavylium cation possesses the highest affinity for cucurbit[7]uril, and the rate of interconversion between flavylia cation and the basic species (where trans-chalcone is dominant) is approximately nine times lower inside the cucurbits.
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.
Journal ArticleDOI
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.