Cobalt‐based metal coordination polymers with 4,4′‐bipyridinyl groups: highly efficient catalysis for one‐pot synthesis of 3,4‐dihydropyrimidin‐2(1H)‐ones under solvent‐free conditions |
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| Authors: | Jin‐Hua Wang Gui‐Mei Tang Shi‐Chen Yan Yong‐Tao Wang Shi‐Jie Zhan E Zhang Yu Sun Yuan Jiang Yue‐Zhi Cui |
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| Institution: | Department of Chemical Engineering, Shandong Provincial Key Laboratory of Fine Chemicals, Qilu University of Technology, Jinan, China |
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| Abstract: | Three new metal coordination complexes, namely Co(BPY)2(H2O)2](BPY)(BS)2(H2O)4 ( 1 ), Co(BPY)2(H2O)4](ABS)2(H2O)2 ( 2 ) and Co(BPY)(H2O)4](MBS)2 ( 3 ) (BPY = 4,4′‐bipyridine, BS = phenylsulfonic acid, ABS = p‐aminobenzenesulfonic acid, MBS = p‐methylbenzenesulfonic acid), were obtained under hydrothermal conditions. Complexes 1 , 2 , 3 were structurally characterized using single‐crystal X‐ray diffraction and infrared spectroscopy. All of them display low‐dimensional motifs: complex 1 displays a two‐dimensional structure; and complexes 2 and 3 exhibit a one‐dimensional tape structure. Through strong intermolecular hydrogen bonding interactions and weak packing interactions, all of them further stack to generate a three‐dimensional supramolecular architecture. Catalysts 1 , 2 , 3 were involved in the green synthesis of a variety of 3,4‐dihydropyrimidin‐2(1H)‐ones under solvent‐free conditions through Biginelli reactions. The corresponding catalytic product was obtained in quantitative yields (99%) under eco‐friendly synthesis conditions for the variety of reactions. Catalysts 1 , 2 , 3 exhibit excellent efficiency for the desired product, and their catalytic performance shows the following order: 2 > 1 ≈ 3 , which can be ascribed to the hydrophobic interactions of different phenylsulfonate groups. The catalytic performance for the Biginelli reaction is not only dependent on the selected solvents, but also inversely proportional to the polarities of the solvents. Copyright © 2016 John Wiley & Sons, Ltd. |
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| Keywords: | metal coordination polymers biginelli reaction 3 4‐dihydropyrimidin‐2(1H)‐ones three‐component reaction catalysis |
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