Synthesis and properties of a new class of polyether dendritic fragments: Useful building blocks for functional dendrimers
Synthesis and properties of a new class of polyether dendritic fragments: Useful building blocks for functional dendrimers
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DOI：
10.1016/0040-4020(96)00088-9
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发表时间：
1996-03-18
期刊：
影响因子：
2.1
通讯作者：
Ng, MK
中科院分区：
文献类型：
--
作者：
Chow, HF;Chan, IYK;Ng, MK
从第一代到第四代的聚醚枝晶区1-4分别由现成的4-叔丁基苯酚、间苯三酚和1,3-二溴丙烷聚合制备。用过量的1,3-二溴丙烷对[G(n+1)]-OH进行单邻烷基化，再与5-苄基氧间苯二酚5进行双邻烷基化，最后在钯催化剂下进行氢解，可以得到较高收率的下一代[G(n+1)]-OH。这些枝晶扇区具有良好的溶解度，在酸性和碱性介质中都是惰性的，并且在-2.0至+1.9 V范围内不表现出任何氧化还原行为。因此，它们是制备功能性树状大分子的有用的树突结构块。
Polyether dendritic sectors 1-4 from the first to the fourth generations, respectively, were prepared by a convergent approach from readily available 4-tert-butylphenol, phloroglucinol and 1,3-dibromopropane. Using a three-step iterative synthetic sequence involving mono-O-alkylation of [Gn]-OH with excess 1,3-dibromopropane, bis-O-alkylation of the resulting compound with 5-benzyloxyresorcinol 5 followed by hydrogenolysis with palladium catalyst, [G(n+1)]-OH of the next higher generation could be prepared in good yields. These dendritic sectors have good solubility properties and are inert in both acidic and basic media, and do not show any redox behaviour from -2.0 to +1.9 V. Hence they are useful dendritic building blocks for the preparation of functional dendrimers.