A simple way to prepare cucurbit[5]uril is described. The macrocycles of the cucurbituril type are nearly insoluble in water. The solubilities of cucurbit[5]uril, decamethylcucurbit[5]uril and cucurbit[6]uril in hydrochloric acid, formic acid and acetic acid of different concentrations have been investigated. Due to the formation of complexes between cucurbit[n]urils and protons the solubility increases in aqueous acids. The macrocyclic ligands are able to form complexes with several organic compounds. Thus, the complex formation of the cucurbituril macrocycles with different amines has beenstudied by means of calorimetric titrations. The reaction enthalpy gives noevidence of the formation of inclusion or exclusion complexes. 1H-NMR measurements show that in the case of cucurbit[5]uril and cucurbit[6]uril the organic guest compound is included within the hydrophobic cavity. Decamethylcucurbit[5]uril forms only exclusion complexes with organicamines. This was confirmed by the crystal structure of the decamethylcucurbit[5]uril-1,6-diaminohexane complex. 相似文献
Cucurbit[5]uril and decamethylcucurbit[5]uril are cyclic pentamers built from glycoluril or dimethylglycoluril respectively. Two different experimental methods have been used for the synthesis of the different [2]rotaxanes. The formed rotaxanes are characterized using 1H-NMR spectroscopy, mass spectrometry and elemental analysis. In contrast to cucurbit[5]uril no [2]rotaxane could be obtained with decamethylcucurbit[5]uril. 相似文献
Three types of dihalide water clusters [X2(H2O)8]2? (X=Cl, Br) and [I2(H2O)10]2? have been observed in cucurbit[6]uril supramolecular systems with same guest. According to the single crystal data and the quantitative theory computation, with the increase of electronegativity of halide ions, dihalide water clusters become more stable. A further comparison of three kinds of guests with different molecule length but the same anions, [p‐phenylenediamine salt, hexamethylenediamine salt and N,N′‐hexamethylenebis(pyrazinylbromide)], gives the result that the dihalide water clusters collapse from 2D to 1D with the increase of the lengths. 相似文献
Cucurbiturils are macrocyclic molecules and have been used with promising results in the development of electrochemical sensors and biosensors due to their main properties such as shape, selectivity, binding interactions and solubility. However, its application for the development of ion selective electrodes has been scarce. In this work, cucurbit[6]uril was used as molecular‐recognition compound for etilefrine sensing membrane with potentiometric transduction. The etilefrine selective electrode was evaluated and proposed as an alternative methodology for pharmaceutical quality control. Different membranes composition were evaluated, considering the use of different solvent mediators and the presence of anionic additives. The best membrane comprises 9.24 mmol.Kg?1 of cucurbit[6]uril, 68.90 % (w/w) of dibutylsebacate and 30.18 % (w/w) of carboxylated polyvinyl chloride. The electrode exhibited selective cationic response toward the etilefrine in a concentration interval of more than four decades, with an slope of 57.4±0.5 mV dec?1, a practical detection limit of (8±1)×10?7 mol L?1 and a low limit of linear range of (1.25±0.28)×10?6 mol L?1. The selectivity of the electrode towards different interfering was high. A comparative evaluation of the accuracy and precision of both procedures was done using the t‐student test (t4,12=1.135) and the Fischer test (F12,4=2.42) and compared with the tabulated ones (t4,12=1.135, F11,3=5.91) for the level of confidence of 95 %. 相似文献
A series of CB[6]‐based macroinitiators with “n” bromo‐initiation sites on the “equator” of CB[6] is developed for the synthesis of CB[6]‐star poly(N‐isopropylacrylamide) (CB[6]‐star PNIPAM) by atom transfer radical polymerization. By taking advantage of the exceptional binding affinity of the CB[6] core, CB[6]‐star PNIPAM is used as a host macromolecule to construct large compound vesicles in the presence of protonated n‐butylamine at pH 5.63. The deprotonated n‐butylamine is detached from the CB[6] core at pH 11.1, which destructs the vesicular structures. For CB[6]‐star PNIPAM, the thermoresponsive properties can be adjusted by simply changing the formation and destruction of the inclusion complexes of the CB[6] core with n‐butylamine. These results suggest that the prepared CB[6]‐star PNIPAM shows pH and temperature responsiveness, which has great potential for the design of a dual response smart material.
