Facile Synthesis of Dendritic-Linear-Dendritic Materials by Click Chemistry

摘要

General, fast, and efficient stitching methods are presented for the synthesis of Frechet-type dendrimers with linear units at a core, as a preliminary investigation for the synthesis of dendritic-linear-dendritic materials. The synthetic strategy involved an inexpensive, 1,3-dipolar, cycloaddition reaction between an alkyne and an azide in the presence of the Cu(I) species, which is known as the best example of click chemistry. The linear core building blocks, 1,7-octadiyne and 1,6-diazidohexane, were chosen to serve as the alkyne and azide functionalities for dendrimer growth via click reactions with the azide and alkyne-dendrons, respectively. These two building blocks were employed together with the azide- and alkyne-functionalized Frechet-type dendrons in a convergent strategy to synthesize two kinds of Frechet-type dendrimers with different linear core units. This comparative efficiency of the click methodology supports the fast and efficient synthesis of dendritic-linear-dendritic materials with the tailor made core unit.