The first peripherally masked thiol dendrimers: a facile and highly efficient functionalization strategy of polyester dendrimers via one-pot xanthate deprotection/thiol-acrylate Michael addition reactions

被引:18
作者
Auty, Sam E. R. [1 ]
Andren, Oliver [2 ]
Malkoch, Michael [2 ]
Rannard, Steven P. [1 ]
机构
[1] Univ Liverpool, Dept Chem, Liverpool L69 7ZD, Merseyside, England
[2] KTH Royal Inst Technol, Sch Chem Engn, Dept Fibre & Polymer Technol, SE-10044 Stockholm, Sweden
基金
英国工程与自然科学研究理事会;
关键词
CLICK-CHEMISTRY; DENDRITIC ARCHITECTURES; SCAFFOLDS; POLYMERS; CARRIERS; ENE;
D O I
10.1039/c3cc49704f
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Introducing multiple reactive functional groups at the periphery of dendrimer materials presents considerable challenges if the functionality is able to self-react. An efficient and facile approach to introducing masked thiols at the surface of polyester dendrimers is presented. One-pot, deprotection/thiol-acrylate Michael addition from the xanthate-functional dendritic substrates (generation zero to two) has been achieved for the first time, with high efficiency demonstrated using three acrylates of varying chemistry and avoiding disulfide formation.
引用
收藏
页码:6574 / 6577
页数:4
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