Novel bipyridinyl oxadiazole-based metal coordination complexes: High efficient and green synthesis of 3,4-dihydropyrimidin-2(1H)-ones through the Biginelli reactions

被引:18
作者
Wang, Jin-Hua [1 ]
Zhang, E. [1 ]
Tang, Gui-Mei [1 ]
Wang, Yong-Tao [1 ]
Cui, Yue-Zhi [1 ]
Ng, Seik Weng [2 ]
机构
[1] Qilu Univ Technol, Dept Chem Engn, Shandong Prov Key Lab Fine Chem, Jinan 250353, Peoples R China
[2] Univ Malaya, Dept Chem, Kuala Lumpur 50603, Malaysia
基金
中国国家自然科学基金;
关键词
Metal coordination complexes; Biginelli reaction; 3,4-dihydropyrimidin-2(1H)-ones; Three-component reaction; Catalysis; SOLVENT-FREE CONDITIONS; ONE-POT SYNTHESIS; CALCIUM-CHANNEL BLOCKERS; MICROWAVE-ASSISTED SYNTHESIS; POROUS POLYMER NETWORKS; CARBON-DIOXIDE CAPTURE; ORGANIC FRAMEWORKS; MULTICOMPONENT REACTIONS; SULFONIC-ACID; IONIC LIQUID;
D O I
10.1016/j.jssc.2016.05.009
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
Three new metal coordination complexes, namely, [Co(BPO)(2)(H2O)(4)](BS)(2)(H2O)(2) (1), [Co(BPO)(2) (H2O)(4)](ABS)(2)(H2O)(2) (2), [Co(BPO)(2)(H2O)(4)](MBS)(2)(H2O)(2) (3) [BPO=2,5-di(pyridin-4-yl)-1,3,4-oxadiazole, BS = benzenesulphonate, ABS=4-aminobenzenesulphonate, MBS=4-methylbenzenesulphonate] were obtained under hydrothermal conditions. Complexes 1-3 were structurally characterized by single-crystal X-ray diffraction, powder X-ray diffraction, IR and thermogravimetric analyses (TGA). All of them display a zero-dimensional motif, in which strong intermolecular hydrogen bonding interactions (O-H center dot center dot center dot O/N) and packing interactions (C-H center dot center dot center dot pi and pi center dot center dot center dot pi) make them achieve a three-dimensional supramolecular architecture. The primary catalytic results of these three complexes show that high efficiency for the green synthesis of a variety of 3,4-dihydropyrimidin-2(1H)-ones was observed under solvent free conditions through Biginelli reactions. The present catalytic protocols exhibit advantages such as excellent yield, easy isolation, eco-friendly conditions, and short reaction time. (C) 2016 Published by Elsevier Inc.
引用
收藏
页码:86 / 98
页数:13
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