Supramolecular Self-assembly And Properties Study Of Cyclopentyl Substituted Cucurbit[n]uril With Aromatic Amines And Phenols

Cucurbit[n]urils（Q[n]or CB[n]）are a new type of macrocyclic compound after cyclodextrin,crown ether,and calixarene.It has a large hydrophobic cavity and two polar ports,and the structure of the cucurbit[n]uril is highly symmetric,it is a hot spot of research in recent years.However,due to the unsatisfactory solubility of ordinary cucurbit[n]uril,this limits the development of cucurbit[n]uril to a large extent.Therefore,after many researchers have worked hard to explore,a large number of modified cucurbit[n]uril have finally come out.Cyclopentyl substituted cucurbit[n]uril is one of the new modified cucurbit[n]uril,which has the advantages of good solubility,etc.In this paper,cyclopentyl fully substituted cucurbit[5]uril（Cy P₅Q[5]）,cyclopentyl fully substituted cucurbit[6]uril（Cy P₆Q[6]）and symmetrical dicyclopentyl substituted cucurbit[6]uril（Cy P₂Q[6]）are used to construct supramolecular self-assembly with aromatic amines and phenolic compounds.In order to construct a new supramolecular self-assembly framework for applications in molecular adsorption,drug delivery and other fields.1.Constructed supramolecular self-assembly of Cy P₅Q[5]and Cy P₆Q[6]with aromatic amine compounds,namely Cy P₅Q[5]and p-tolylaniline,p-nitroaniline,4,4’-diaminobenzophenone,4,4’-diaminodiphenylmethane,benzidine,3,3’-dimethylbenzidine,p-aminobenzenesulfonic acid build a series of supramolecular self-assembly.And supramolecular self-assembly of Cy P₆Q[6]with p-aminobenzyl alcohol,p-benzyl aniline,p-phenylenediamine,o-phenylenediamine,4,4’-diaminobenzophenone.The X-ray single crystal diffraction results show that under acidic conditions,the amino group is protonated and the amino group is more likely to interact with the negatively charged port of the cucurbit[n]uril.Cy P₅Q[5]with aromatic amines interact through the outer surface or port of the cucurbit[n]uril.Cy P₆Q[6]with 4,4’-diaminobenzophenone act through the outer surface of the cucurbit[n]uril,and with p-aminobenzyl alcohol,p-benzyl aniline,p-phenylenediamine,o-phenylenediamine through the host-guest inclusion effect.2.We constructed a Cy P₅Q[5]with p-nitrophenol,3,5-dihydroxybenzoic acid,p-aminophenol,and 3,5-dihydroxytoluene to form a supramolecular self-assembly through the outer surface of the cucurbit[n]uril.And Cy P₆Q[6]with p-nitrophenol,p-hydroxybenzoic acid,3,5-dihydroxybenzoic acid form supramolecular self-assembly through the outer surface of the cucurbit[n]uril.And the structure of these complexes was determined by X-ray single crystal diffraction.3.A symmetric dicyclopentyl substituted cucurbit[6]uril（Cy P₂Q[6]）was synthesized,and the structure of the Cy P₂Q[6]was characterized by hydrogen nuclear magnetic resonance spectroscopy,mass spectrometry and X-ray single crystal diffraction.The metal complexes of Cy P₂Q[6]with Zn²⁺,Ca²⁺,Er²⁺and supramolecular self-assembly with p-nitrophenol were also constructed.4.The metal complexes of Cy P₅Q[5]and heavy metal chlorides Co Cl₂,Cr Cl₃,Hg Cl₂,Pb（Cl O₄）₂ have been constructed.Cyclohexyl fully substituted cucurbit[6]uril with high chloride Mg（Cl O₄）₂,Zn（Cl O₄）₂,Cu（Cl O₄）₂ metal complex.The metal ions coordinate with the carbonyl oxygen atom at the port of the cucurbit[n]uril to form a supramolecular chain.