CIQSO─Center for Research in Sustainable Chemistry and Department of Chemistry, University of Huelva, Campus de El Carmen s/n, Huelva E-21071, Spain.
J Org Chem. 2022 Apr 15;87(8):5412-5418. doi: 10.1021/acs.joc.2c00472. Epub 2022 Mar 25.
The [Ru(bpy)(Nor)] complex (Nor = nornicotine) is an efficient catalyst for the aldol reaction of acetone with activated benzaldehydes in a buffered aqueous solution. The metal plays the role of an activator for the nornicotine organocatalyst ligands. The resulting catalytic activity is potentiated by a factor of about 4.5 as compared to free nornicotine. Similar rate enhancements can be achieved by using Zn(II) cations as the activator. The observations are rationalized with the reduced basicity of the pyrrolidine N in nornicotine due to the enhanced electron withdrawal of the metal-complexed pyridyl moiety.
[Ru(bpy)(Nor)] 配合物(Nor = 降烟碱)是一种在缓冲水溶液中催化丙酮与活化苯甲醛的羟醛缩合反应的高效催化剂。金属在作为诺斯卡汀有机催化剂配体的激活剂方面发挥作用。与游离诺斯卡汀相比,所得催化活性增强约 4.5 倍。使用 Zn(II)阳离子作为激活剂也可以实现类似的速率增强。这些观察结果可以通过金属配合的吡啶部分增强电子抽出导致诺斯卡汀中吡咯烷 N 的碱性降低来合理化。