A Convergent Approach to Biocompatible Polyglycerol “Click” Dendrons for the Synthesis of Modular Core-Shell Architectures and Their Transport Behavior
作者:Monika Wyszogrodzka、Rainer Haag
DOI:10.1002/chem.200800892
日期:2008.10.20
cycloaddition, so-called "click" coupling, a library of core-shell architectures was prepared. After removal of the 1,2-diol protecting groups, water-soluble core-shell architectures 24-27 of different generations were obtained in high yields. In the structure-transport relationship with Nile red we observe a clear dependence on core size and generation of the polyglycerol dendrons.
树枝状聚合物是一类重要的聚合物材料,可广泛用于单分散性和多价的应用。在这里,我们报告了以克为单位的高效合成双官能聚甘油树突的合成路线。具有高度生物相容性的市售甘油三酸酯(1)被用作起始原料。通过进行Williamson醚合成,然后进行臭氧分解/还原程序,可以制备到第四代的甘油基树突。所获得的产物具有反应性核,其被进一步官能化为相应的单叠氮基衍生物。通过应用铜(I)催化的1,3-偶极环加成反应,即所谓的“喀哒”偶联,制备了核-壳结构库。除去1,2-二醇保护基后,以高收率获得了不同世代的水溶性核-壳结构24-27。在与尼罗红的结构-运输关系中,我们观察到对核心大小和聚甘油树突的生成有明显的依赖性。