Department of Chemistry, Government College University, Faisalabad 38000, Pakistan.
Department of Chemistry, Government College Women University, Faisalabad 38000, Pakistan.
Molecules. 2019 Jul 17;24(14):2609. doi: 10.3390/molecules24142609.
In the present study, 4-methylpyridin-2-amine was reacted with 3-bromothiophene-2-carbaldehyde and the Schiff base (E)-1-(3-bromothiophen-2-yl)-N-(4-methylpyridin-2-yl)methanimine was obtained in a 79% yield. Coupling of the Schiff base with aryl/het-aryl boronic acids under Suzuki coupling reaction conditions, using Pd(PPh) as catalyst, yielded products with the hydrolysis of the imine linkages (--) in good to moderate yields. To gain mechanistic insight into the transition metal-catalyzed hydrolysis of the compounds, density functional theory (DFT) calculations were performed. The theoretical calculations strongly supported the experiment and provided an insight into the transition metal-catalyzed hydrolysis of imines.
在本研究中，将 4-甲基吡啶-2-胺与 3-溴噻吩-2-甲醛反应，以 79%的收率得到席夫碱（E）-1-（3-溴噻吩-2-基）-N-（4-甲基吡啶-2-基）甲亚胺。在 Suzuki 偶联反应条件下，席夫碱与芳基/杂芳基硼酸偶联，使用 Pd(PPh)作为催化剂，得到了水解亚胺键（--)的产物，收率良好至中等。为了深入了解过渡金属催化水解化合物的机理，进行了密度泛函理论（DFT）计算。理论计算有力地支持了实验，并深入了解了亚胺的过渡金属催化水解。
