Department of Chemistry, Washington University, St. Louis, Missouri 63130, USA.
Langmuir. 2011 Sep 6;27(17):11199-205. doi: 10.1021/la201881k. Epub 2011 Aug 2.
Site-selective Cu(I)-catalyzed reactions have been developed on microelectrode arrays. The reactions are confined to preselected electrodes on the arrays using oxygen as the confining agent. Conditions initially developed for the Cu(I)-catalyzed click reaction have proven general for the coupling of amine, alcohol, and sulfur nucleophiles to both vinyl and aryl iodides. Differences between reactions run on 1-K arrays and reactions run on 12-K arrays can be attributed to the 1-K array reactions being divided cell electrolyses and the 12-K array reactions being undivided cell electrolyses. Reactions on the 12-K arrays benefit from the use of a non-sugar-derived porous reaction layer for the attachment of substrates to the surface of the electrodes. The reactions are sensitive to the nature of the ligand used for the Cu catalyst.
已经在微电极阵列上开发了基于位点选择性的 Cu(I)-催化反应。使用氧气作为封闭剂,将反应限制在阵列上的预选电极上。最初为 Cu(I)-催化点击反应开发的条件已被证明对胺、醇和硫亲核试剂与乙烯基和芳基碘化物的偶联具有普遍性。在 1-K 阵列上进行的反应和在 12-K 阵列上进行的反应之间的差异可以归因于 1-K 阵列反应是分室电解,而 12-K 阵列反应是非分室电解。在 12-K 阵列上的反应受益于使用非糖衍生的多孔反应层将底物附着到电极表面。反应对用于 Cu 催化剂的配体的性质敏感。