Synthesis of Dendrimers Through Divergent Iterative Thio-Bromo "Click" Chemistry
Synthesis of Dendrimers Through Divergent Iterative Thio-Bromo "Click" Chemistry
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DOI：
10.1002/pola.23519
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发表时间：
2009-08-01
影响因子：
--
通讯作者：
Percec, Virgil
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文献类型：
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作者：
Rosen, Brad M.;Lligadas, Gerard;Percec, Virgil
据报道，开发了一种新型亲核硫代溴“点击”反应，特别是硫代甘油与α-溴酯的碱介导硫醚化反应。这种硫代溴点击反应与随后的 2-溴丙酰溴酰化相结合，提供了一种迭代两步发散生长方法来合成一类新型聚（硫代甘油-2-丙酸酯）（PTP）树枝状聚合物。这种方法在快速制备具有高结构保真度的四代 (G1-G4) PTP 树枝状聚合物中得到了证明。分离的 G1-G4 溴化物封端树枝状聚合物可直接用作树枝状大分子引发剂，用于通过 SET-LRP 合成星形聚合物。此外，中间体羟基封端的树枝状聚合物是其他水溶性聚酯和聚醚树枝状聚合物的类似物。 (C) 2009 Wiley periodicals, Inc. J Polym Sci Part A：Polym Chem 47：3931-3939，2009
The development of a novel nucleophilic thio-bromo "Click" reaction, specifically base-mediated thioetherification of thioglycerol with alpha-bromoesters, is reported. Combination of this thio-bromo click reaction with subsequent acylation with 2-bromopropionyl bromide provides an iterative two-step divergent growth approach to the synthesis of a new class of poly(thioglycerol-2-propionate) (PTP) dendrimers. This approach is demonstrated in the rapid preparation of four generation (G1-G4) of PTP dendrimers with high-structural fidelity. The isolated G1-G4 bromide-terminated dendrimers can be used directly as dendritic macroinitiators for the synthesis of star-polymers via SET-LRP. Additionally, the intermediate hydroxy-terminated dendrimers are analogs of other water-soluble polyester and polyether dendrimers. (C) 2009 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem 47: 3931-3939, 2009