Cyclohexyl Substituted Cucurbituril Synthesis, Separation, And The Main Object Of Nature Study

In recent years, Cucurbit[n]uril has been an important part of supermolecule domain . However, the poor solubility in common solvents has limited development of the chemistry of cucurbit[n]uril. Thus, synthesis of Q[n] derivatives that allow them to dissolve in common solvents, have received greatest attention to date.Synthesis of monosubstituted cucurbit[n]uril(n=5,7) , disubstituted cucurbit[n]uril(n=5,6,7), and tricyclohexylcucurbit[6]uril, have been achieved by using the diether of dicyclohexylglycoluril and glycoluril or the dimmer of glycoluril. The symmetrical dicyclohexylcucurbit[6]uril((CyH)2Q[6]) , dicyclohexylcucur[5]uril ((CyH)₂Q[5]), cyclohexylcucurbit[6]uril ((CyH)Q[7]) , dicyclohexylcucurbit[7]uril ((CyH)2Q[7])have been determined by ¹H NMR spectroscopy and ESMS. They all showed surprising water solubility, which allowed us to investigate the properties in neutral water.The pilot study of the properties have been commenced by ¹H NMR spectroscopy . The results include: Firstly, (CyH)2Q[6] interact sodium(I) ion. In this self-assembled entity both the cavity interaction of (CyH)2Q[6] included a nitrate anion and the portal interaction of the dipole carbonyls of (CyH)2Q[6] with sodium cations lead to form self assembled molecular capsules. The crystal structure of the entity shows a packing of the self assembled molecular capsules connected by hydrogen bonds of water molecules. Secondly, (CyH)₂Q[6] and (CyH)₃Q[6] interact with guest 2,2'-bipyridine(bpy), the ratio of (CyH)₂Q[6], (CyH)₃Q[6] and guest bpy are all 1:1. (CyH)Q[7] and (CyH)₂Q[7] interact with guest N-(1- amantadin)bromopyridine (adp), the ratio of them are also 1:1, Induced chemical shifts of guest encapsulated into (CyH)Q[7] and (CyH)₂Q[7] noted.