Studies On The Self-assembly And Recognition Of Tailed Porphyrin

A supramolecular molecule is a complex,organized entity consisting of two or more molecules.Porphyrin compounds are one of the most commonly used rigid frameworks in supramolecular chemistry because of their unique structural modificability and functional regulation.As a kind of novel macrocyclic molecules,pillararene is suitable for the study of host and guest in the organic phase because of its derivatized hydrophobic macrocyclic cavity.The porphyrin-pillararene supramolecular system has not only unique supramolecular structure,which also led to a wealth of photoelectric effect,life sciences,information,materials science and other fields have potential applications.This shows that a number of synthetic routes were designed and implemented to obtain the target compound.The final synthetic route was determined by the analysis of the experimental conditions and the yield.First,benzaldehyde and pyrrole as raw materials to obtain phenyl dipyrromethane,tetraethylene glycol,phthalimide potassium,p-hydroxybenzaldehyde as the raw material to obtain the key intermediate I,the above two compounds were then synthesized by two steps of Lindsey method to synthesize the porphyrin ring.Finally,the target molecule is obtained by deprotection of the host porphyrin ring by hydrazine The structures of the intermediates and the target compound were confirmed by 1H NMR?13C NMR and mass spectrometry.Finally,the formation of target compounds and their binding to two different guest molecules were studied by UV dilution,fluorescence dilution and UV titration.The binding of the porphyrin compounds to the guest molecules were also explored.The experimental results showed that the target molecule does not exist in a single form and its ethoxylated chain can form a self-assembled complex with guests through molecular recognition.Target compounds binding with guest molecule of a methoxyether group with smaller steric hindrance showed a better binding ability.