Cross olefin metathesis for the selective functionalization, ferrocenylation, and solubilization in water of olefin-terminated dendrimers, polymers, and gold nanoparticles and for a divergent dendrimer construction
Cross olefin metathesis for the selective functionalization, ferrocenylation, and solubilization in water of olefin-terminated dendrimers, polymers, and gold nanoparticles and for a divergent dendrimer construction
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DOI：
10.1021/ja077392v
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发表时间：
2008-01-30
影响因子：
15
通讯作者：
Astruc, Didier
中科院分区：
文献类型：
--
作者：
Ornelas, Catia;Mery, Denise;Astruc, Didier
烯烃交叉复分解被用于使用第二代Grubbs催化剂有效地官能化聚烯烃树枝状聚合物、聚合物和金纳米颗粒。在这些结构中，延长系链以防止在具有短系链的聚烯烃树枝状聚合物中占主导地位的容易的交叉复分解。这种合成策略允许从聚烯烃一步获得多酸、聚酯和聚二茂铁基结构。交叉复分解也用于有效地实现迭代发散树突状结构。所有的交叉复分解反应通过H-1 NMR监测，显示化学选择性、区域选择性和立体选择性。MALDI-TOF质谱是一个非常有用的技术，以确认这种合成策略的效率。
Olefin cross metathesis was used to efficiently functionalize, polyolefin dendrimers, polymers, and gold nanoparticles using the second-generation Grubbs catalyst. In these structures, the tethers were lengthened to prevent the facile cross metathesis that otherwise predominates in polyolefin dendrimers having short tethers. This synthetic strategy allows the one-step access to polyacid, polyester, and polyferrocenyl structures from polyolefins. Cross metathesis is also used to efficiently achieve an iterative divergent dendritic construction. All the cross metathesis reactions were monitored by H-1 NMR showing the chemio-, regio-, and stereoselectivity. MALDI-TOF mass spectrometry was a very useful technique to confirm the efficiency of this synthetic strategy.