| Cucurbit [n]uril (Q[n]) are a new family of molecular hosts that have aroused considerable interest in the area of supramolecular chemistry. Their host-guest chemistry as well as novel supramolecular assemblies based on Q[n] has been studied and summarized in a topical review article. Although the cucurbiturils are potentially as useful as well-known host molecules such as crown ethers, cyclodextrins (CDs) ,their applications have been limited mainly due to their poor solubility in common solvents. A key goal is to introduce substitution in order to achieve ready solubility in both aqueous systems and common organic solvents.Recently, a number of fully and partially substituted Q[n]s have been reported. These include the fully substituted (cyclohexano,CyH) (CyH)2 Q[5] and (CyH)2 Q[6], Me12 Q[6] and (HO)2n Q[n] and the partially substituted Ph2 Q[6],Me 6 Q[6],Me4 Q[6] and (Me2CyP)n Q[6]. In addition, there has been one report of substituted cucurbituril analogues. While achieving organic solubility, the fully substituted Q[n], suffer the limitation that Q[5] is always the major product and that overall yields are lower. Partial substitution, on the other hand, avoids these problems and also precludes the need to use large quantities of potentially difficult to obtain expensive substituted glycolurils. We successfully achieved the dicyclohexanocucurbit[6]uril, (CyH)2 Q[6] by condensing the diether of cyclohexanoglycoluril with the glycoluril dimer and produces a new symmetrical substituted Q[n], dicyclohexanocucurbit[6]uril, (CyH)2 Q[6] in a controlled manner. The (CyH)2 Q[6] shows good water solubility, which allowed us to investigate the structure and the host-guest binding properties of this new substituted Q[n].In this thesis, we report the synthesis of a new series of glycoluril derivatives and take advantage of cyclopentanoglucoluril to produce a series of cucurbit[s,u]. Forthermore, we select different kinds of separating method to separate and purify cucurbit[s,u]. |
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