Pérez Liddier O, Dómina Tomás A, Fernández Gabriela A, Silbestri Gustavo F, Testero Sebastián A
Instituto de Química Rosario-IQUIR (CONICET), Facultad de Ciencias Bioquímicas y Farmacéuticas, Universidad Nacional de Rosario Suipacha 531 Rosario S2002LRK Argentina
Departamento de Química, INQUISUR, Universidad Nacional del Sur (UNS)-CONICET B8000CPB Bahía Blanca Argentina
RSC Adv. 2024 Aug 6;14(34):24643-24651. doi: 10.1039/d4ra04876h. eCollection 2024 Aug 5.
Hydrocarboxylation of alkyne-containing amino acid derivatives using water-soluble gold(i)-NHC complexes in an aqueous biphasic system at room temperature is described. Addition of silver salts is not required as the carboxylic acid group of the substrate is responsible for the activation of the gold catalyst at room temperature. Our results confirm that the steric bulk of the -heterocyclic carbene ligands is an important factor in both the stability and the catalytic activity of gold(i) complexes in aqueous medium, and consequently in the recycling (at least 15 times without any loss of activity). The catalytic activity of our most active water-soluble gold(i)-NHC complex has been demonstrated in the cycloisomerization of amino acids derivatives with terminal and internal alkynes in aqueous media at room temperature.
描述了在室温下于双水相体系中使用水溶性金(I)-N-杂环卡宾配合物对含炔基氨基酸衍生物进行氢羧化反应。由于底物的羧酸基团在室温下负责金催化剂的活化,因此无需添加银盐。我们的结果证实,-杂环卡宾配体的空间位阻是金(I)配合物在水性介质中的稳定性和催化活性的重要因素,因此也是其循环利用(至少15次且活性无任何损失)的重要因素。我们最具活性的水溶性金(I)-N-杂环卡宾配合物的催化活性已在室温下于水性介质中对具有末端炔烃和内炔烃的氨基酸衍生物的环异构化反应中得到证明。