Fast and convenient divergent synthesis of aliphatic ester dendrimers by anhydride coupling

Fast and convenient divergent synthesis of aliphatic ester dendrimers by anhydride coupling
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DOI:
10.1021/ja010524e
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发表时间:
2001-06-27
影响因子:
15
通讯作者:
Fréchet, JMJ
Fréchet, JMJ
中科院分区:
化学1区
文献类型:
--
作者:
Ihre, H;De Jesús, OLP;Fréchet, JMJ

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A novel divergent approach was developed for the synthesis of dendritic aliphatic polyester structures using an acetal-protected anhydride derivative of 2,2-bis(hydroxymethyI)propionic acid as the acylating agent. This divergent synthesis is remarkable, because unlike all others, it only requires a small excess of reagent to achieve quantitative growth, and it requires no means of purification other than a simple solvent extraction or precipitation. A monodisperse sixth generation dendrimer with molecular weight of 30 711 Dalton and 192 masked hydroxyl groups was prepared in high yield and purity using 1,1,1 -tris(hydroxyphenyl)ethane as the core molecule. Linear and star-shaped poly(ethylene glycol) (PEG) derivatives of narrow polydispersity were also used as core molecules in the divergent synthesis of dendritic-linear copolymer hybrids up to the fourth generation without requiring any chromatographic purification.