The Synthesis And Application Of β-cyclodextrin Derivatives In The Chiral Inclusion Complexation

β-cyclodextrin is composed of seven D-glucopyranose by α-1,4glycosidicbonds,which is the second generation mcrocyclic compounds after the crown ethersin supramolecular chemistry. β-cyclodextrin can be formed host-guest inclusioncomplexes with chiral drug molecules through the interaction with each other. In theprocess of identifying, part or all of the guest molecules get into the internal cavityof β-cyclodextrin so as to provide a chiral microenvironment to chiral drugmolecules, thus achieve the purpose of chiral separation. Such as poor watersolubility and single functional group, However, limit the application of naturalβ-cyclodextrin in the field of chemical reactions and the chiral separation.In this study, I have synthesed three categories of β-cyclodextrin derivativesthrough one step reaction at low-temperature in aqueous solution. Such as sulfonatedalkyl ether-β-cyclodextrin. These derivatives will be used as chiral separationreagent, which can be formed inclusion complexes with a variety of racemic chiraldrugs. NMR spectroscopy is carried out to detect the signal. The result shows thatthe chiral separation ability of β-cyclodex derivatives has been improving obviouslythan β-cyclodextrin.In this study, NMR spectroscopy was carried out to investigate thestoichiometry and3D geometry of the inclusion complex formed by SBE7-β-CD andracemic chlorpheniramine.1H NMR of chlorpheniramine and SBE7-β-CD in variousconcentration ratio was measured and Job’s curve was plotted to obtain thestoichiometry. The three-dimensional structure of host-guest compound wasobtained by2D ROESY.