The Synthesis of N-(Pyridin-2-yl)-Benzamides from Aminopyridine and Trans-Beta-Nitrostyrene by Fe₂Ni-BDC Bimetallic Metal–Organic Frameworks

• Main Authors: Trinh Duy Nguyen, Oanh Kim Thi Nguyen, Thuan Van Tran, Vinh Huu Nguyen, Long Giang Bach, Nhan Viet Tran, Dai-Viet N. Vo, Tuyen Van Nguyen, Seong-Soo Hong, Sy Trung Do
• Format: Article
• Language: English
• Published: MDPI AG 2019-11-01
• Series: Processes
• Subjects: metal–organic framework; bimetallic metal–organic frameworks; decarboxylative amidation
• Online Access: https://www.mdpi.com/2227-9717/7/11/789

A bimetallic metal−organic framework material, which was generated by bridging iron (III) cations and nickel (II) cations with 1,4-Benzenedicarboxylic anions (Fe₂Ni-BDC), was synthesized by a solvothermal approach using nickel (II) nitrate hexahydrate and iron (III) chloride hexahydrate as the mixed metal source and 1,4-Benzenedicarboxylic acid (H₂BDC) as the organic ligand source. The structure of samples was determined by X-ray powder diffraction (XRD), Fourier transform infrared spectroscopy (FT-IR), Raman spectroscopy, and nitrogen physisorption measurements. The catalytic activity and recyclability of the Fe₂Ni-BDC catalyst for the Michael addition amidation reaction of 2-aminopyridine and nitroolefins were estimated. The results illustrated that the Fe₂Ni-BDC catalyst demonstrated good efficiency in the reaction under optimal conditions. Based on these results, a reaction mechanism was proposed. When the molar ratio of 2-aminopyridine and trans-β-nitrostyrene was 1:1, and the solvent was dichloromethane, the isolated yield of pyridyl benzamide reached 82%; at 80 °C over 24 h. The catalyst can be reused without a substantial reduction in catalytic activity with 77% yield after six times of reuse.