The Modified Cucurbiturils - Cyclopentyl Replace The Synthesis And Separation Of The Cucurbituril

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 goals 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] have been reported. These include the fully substituted (cyclohexano,CyH) (CyH)₂Q[5] and (CyH)₂Q[6], Me₁₂Q[6] and (HO)_2nQ[n] and the partially substituted Ph₂Q[6],Me₆Q[6], Me₄Q[6] and (Me₂CyP)_nQ[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 or expensive substituted glycolurils. We successfully achieved the dicyclohexanocucurbit[6]uril, (CyH)₂Q[6] by condensing the diether of cyclohexanoglycoluril with the glycoluril dimer produces a new symmetrical substituted Q[n], dicyclohexanocucurbit[6]uril, (CyH)₂Q[6] (scheme 1) in a controlled manner.the (CyH)₂Q[6] shows good water solubility, which allowed us to investigate the structure and the host guest binding [properties of this new substituted Q[n].This thsis based on the predecessor and in the Guizhou University laboratory existing foundation take the cyclopentanone as raw material design, synthesized the entire substitution cyclopentyl cucurbit[s,u] , the use nuclear magnetic resonance technology, the mass spectrum :echnology and so on each examination method, attributed the cyclopentyl all to substitute for the by-product structure characteristic which five Yuan cucurbit[s,u] and six Yuan cucurbit[s,u] as well as in the reaction process the line became. And uses the different response route synthesis melon link intermediate, enhances its production rate, improved the melon link solubility,Has opened up the melon link application scope. Uses the different separation method in this foundation to carry on the separation and the depuration for the cucurbit[s,u], we discussed the cucurbit[s,u] solubility with the structure relevance.