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Two Thiophene-Functionalized Co-MOFs as Green Heterogeneous Catalysts for the Biginelli Reaction
Inorganic Chemistry ( IF 4.3 ) Pub Date : 2024-10-02 , DOI: 10.1021/acs.inorgchem.4c02497 Nana Liu, Jun Zheng, Tingting Liu, Hui Yan, Mengna Ji, Guang-Ning Liu, Yunwu Li, Jianmin Dou, Fei Yang, Suna Wang
Inorganic Chemistry ( IF 4.3 ) Pub Date : 2024-10-02 , DOI: 10.1021/acs.inorgchem.4c02497 Nana Liu, Jun Zheng, Tingting Liu, Hui Yan, Mengna Ji, Guang-Ning Liu, Yunwu Li, Jianmin Dou, Fei Yang, Suna Wang
Two Co(II) metal–organic frameworks (Co-MOFs), namely, [Co(DMTDC)(bimb)]n (Co-MOF-1) and {[Co(DPTDC)(bimb)(H2O)]·2DMF}n (Co-MOF-2) (H2DMTDC = 3,4-dimethylthieno[2,3-b]thiophene-2,5-dicarboxylic acid, H2DPTDC = 3,4-diphenylthieno[2,3-b]thiophene-2,5-dicarboxylic acid, bimb = 1,4-bis((1H-imidazol-1-yl)methyl)benzene), were obtained by the reaction of flexible N-containing ligand bimb and two structurally related thiophene-containing ligands H2DMTDC and H2DPTDC, respectively. These Co-MOFs displayed a 3D framework and porous structure, respectively. Co-MOF-1 and the activated sample Co-MOF-2′ could act as green heterogeneous catalysts for the one-pot multicomponent Biginelli reaction, specifically the dehydration condensation process involving aldehydes, acetoacetates, and urea to yield dihydropyrimidin-2(1H)-ones. The reaction has advantages such as solvent-free conditions, water as only byproduct, readily accessible starting materials, excellent functional group compatibility, and simple operation. Both catalysts exhibited a wide substrate scope and maintained significant catalytic activity over five cycles. The special catalytic performance may be ascribed to functional groups within the ligand.
中文翻译:
两个噻代酚官能化的共 MOFs 作为 Biginelli 反应的绿色非均相催化剂
两种 Co(II) 金属有机框架 (Co-MOF),即 [Co(DMTDC)(bimb)]n (Co-MOF-1) 和 {[Co(DPTDC)(bimb)(H2O)]·2DMF}n (Co-MOF-2) (H2DMTDC = 3,4-二甲基噻吩[2,3-b]噻吩-2,5-二羧酸,H2DPTDC = 3,4-二苯噻吩[2,3-b]噻吩-2,5-二羧酸,bimb = 1,4-bis((1H-咪唑-1-基)甲基)苯)分别由柔性含 N 配体 bimb 和两个结构相关的含噻吩配体 H2DMTDC 和 H2DPTDC 反应得到。这些 Co-MOF 分别显示了 3D 框架和多孔结构。Co-MOF-1 和活化样品 Co-MOF-2′ 可以作为一锅法多组分 Biginelli 反应的绿色非均相催化剂,特别是涉及醛、乙酰乙酸酯和尿素的脱水缩合过程,以产生二氢嘧啶-2(1H)-一。该反应具有无溶剂条件、仅作为副产物水、易于获取的起始材料、出色的官能团兼容性和操作简单的优点。两种催化剂都表现出广泛的底物范围,并在 5 次循环中保持显着的催化活性。特殊的催化性能可归因于配体内的官能团。
更新日期:2024-10-02
中文翻译:
两个噻代酚官能化的共 MOFs 作为 Biginelli 反应的绿色非均相催化剂
两种 Co(II) 金属有机框架 (Co-MOF),即 [Co(DMTDC)(bimb)]n (Co-MOF-1) 和 {[Co(DPTDC)(bimb)(H2O)]·2DMF}n (Co-MOF-2) (H2DMTDC = 3,4-二甲基噻吩[2,3-b]噻吩-2,5-二羧酸,H2DPTDC = 3,4-二苯噻吩[2,3-b]噻吩-2,5-二羧酸,bimb = 1,4-bis((1H-咪唑-1-基)甲基)苯)分别由柔性含 N 配体 bimb 和两个结构相关的含噻吩配体 H2DMTDC 和 H2DPTDC 反应得到。这些 Co-MOF 分别显示了 3D 框架和多孔结构。Co-MOF-1 和活化样品 Co-MOF-2′ 可以作为一锅法多组分 Biginelli 反应的绿色非均相催化剂,特别是涉及醛、乙酰乙酸酯和尿素的脱水缩合过程,以产生二氢嘧啶-2(1H)-一。该反应具有无溶剂条件、仅作为副产物水、易于获取的起始材料、出色的官能团兼容性和操作简单的优点。两种催化剂都表现出广泛的底物范围,并在 5 次循环中保持显着的催化活性。特殊的催化性能可归因于配体内的官能团。