"Clicking" functionality onto electrode surfaces
"Clicking" functionality onto electrode surfaces
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DOI：
10.1021/la0362977
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发表时间：
2004-02-17
期刊：
影响因子：
3.9
通讯作者：
Chidsey, CED
中科院分区：
文献类型：
--
作者：
Collman, JP;Devaraj, NK;Chidsey, CED
我们证明了Sharpless“点击”化学的适用性，特别是Huisgen 1,3-偶极环加成，作为一种通用的方法来功能化涂有自组装单层膜的表面。二茂铁固定作为我们的模型，并使用传统的表面分析技术分析所得的单层。我们的初步结果表明，该反应在室温下在水溶液中完成。三唑基团是一种热稳定和水解稳定的共轭键。反应物乙炔和叠氮化物是独立稳定的；它们不与普通的有机试剂或自身发生反应。因此，这种反应在金属表面固定多种功能复杂物质的潜力是重要的。据我们所知，这是第一个使用“点击”化学修饰一个明确定义的电极表面的报告。
We demonstrate the applicability of Sharpless "click" chemistry, specifically Huisgen 1,3-dipolar cycloadditions, as a general methodology for functionalizing surfaces coated with self-assembled monolayers. Ferrocene immobilization was used as our model, and the resulting monolayers were analyzed using traditional surface analytical techniques. Our preliminary results indicate that this reaction proceeds to completion at room temperature in aqueous solvent. The triazole group is a thermally and hydrolytically stable, conjugated linkage. The reactants, acetylenes and azides, are independently stable; they do not react with common organic reagents or with themselves. Thus the potential for this reaction to immobilize a wide range of functionally complex substances on metal surfaces is significant. To our knowledge this is the first report of the use of "click" chemistry to modify a well-defined electrode surface.