Seven new Zn(II)/Cd(II) coordination polymers with 2-(hydroxymethyl)-1 H -benzo[ d ]imidazole-5-carboxylic acid: Synthesis, structures and properties

Wang, Xinfang; Zhou, Shengbin; Du, Ceng-Ceng; Wang, Duo-Zhi; Jia, Dianzeng

doi:10.1016/j.jssc.2017.04.039

Cited by 23 publications

(6 citation statements)

References 70 publications

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“…Compared to other CP-based catalysts (Table S7, SI), ,,,,,,− the activity of catalyst 7 in the present condensation reactions is generally superior. Particularly, catalyst 7 can provide a nearly quantitative product yield when benzaldehyde is used with ethyl cyanoacetate or malononitrile, along with other features such as a decreased temperature, a smaller catalyst loading, and a faster reaction (Table S7, SI).…”

Section: Resultsmentioning

confidence: 74%

Coordination Polymers from an Amino-Functionalized Terphenyl-Tetracarboxylate Linker: Structural Multiplicity and Catalytic Properties

Fan,

Wang,

et al. 2023

Inorg. Chem.

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An amino-functionalized terphenyl-tetracarboxylic acid, 2′-amino-[1,1′:4′,1″-terphenyl]-3,3″,5,5″-tetracarboxylic acid (H 4 tpta), was used as an adaptable linker to synthesize, under hydrothermal conditions, eight coordination polymers (CPs). The obtained products were formulated as [Co(μ 6 -H, wherein 2,2′-bipyridine (2,2′-bipy), 4,4′bipyridine (4,4′-bipy), 1,10-phenanthroline (phen), or 2,2′-biimidazole (H 2 biim) are present as additional stabilizing ligands. The structural types of 1−8 vary from onedimensional (1D) (2, 5) and two-dimensional (2D) (3, 4, 6) CPs to three-dimensional (3D) metal−organic frameworks (MOFs) (1, 7, and 8) with a diversity of topologies. The products 1−8 were investigated as catalysts in the Knoevenagel condensation involving aldehydes and active methylene derivatives (malononitrile, ethyl cyanoacetate, or tertbutyl cyanoacetate), leading to high condensation product yields (up to 99%) under optimized conditions. Various reaction conditions, substrate scope, and catalyst recycling were investigated. This work broadens the application of H 4 tpta as a versatile tetracarboxylate linker for the generation of diverse CPs/MOFs.

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Section: Resultsmentioning

confidence: 74%

Coordination Polymers from an Amino-Functionalized Terphenyl-Tetracarboxylate Linker: Structural Multiplicity and Catalytic Properties

Fan,

Wang,

et al. 2023

Inorg. Chem.

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“…In terms of the observed activity, catalyst 4 generally appears to be superior in the Knoevenagel condensation of aldehydes if compared to a number of reported coordination polymer catalysts (Table S5, SI). ,− ,,− In particular, MOF 4 can lead to almost quantitative condensation of benzaldehyde with propanedinitrile with such advantages as a lower reaction temperature, an inferior loading of catalyst, and a shorter reaction time (Table S5).…”

Section: Resultsmentioning

confidence: 97%

Coordination Polymers Constructed from an Adaptable Pyridine-Dicarboxylic Acid Linker: Assembly, Diversity of Structures, and Catalysis

et al. 2022

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4,4′-(Pyridine-3,5-diyl)dibenzoic acid (H2pdba) was explored as an adaptable linker for assembling a diversity of new manganese(II), cobalt(II/III), nickel(II), and copper(II) coordination polymers (CPs): [Mn(μ4-pdba)(H2O)] n (1), {[M(μ3-pdba)(phen)]·2H2O} n (M = Co (2), Ni (3)), {[Cu2(μ3-pdba)2(bipy)]·2H2O} n (4), {[Co(μ3-pdba)(bipy)]·2H2O} n (5), [Co2(μ3-pdba)(μ-Hbiim)2(Hbiim)] n (6), and [M(μ4-pdba)(py)] n (M = Co (7), Ni (8)). The CPs were hydrothermally synthesized using metal(II) chloride precursors, H2pdba, and different coligands functioning as crystallization mediators (phen: 1,10-phenanthroline; bipy: 2,2′-bipyridine, H2biim: 2,2′-biimidazole; py: pyridine). Structural networks of 1–8 range from two-dimensional (2D) metal–organic layers (1–3, 5–8) to three-dimensional (3D) metal–organic framework (MOF) (4) and disclose several types of topologies: sql (in 1), hcb (in 2, 3, 5), tfk (in 4), 3,5L66 (in 6), and SP 2-periodic net (6,3)Ia (in 7, 8). Apart from the characterization by standard methods, catalytic potential of the obtained CPs was also screened in the Knoevenagel condensation of benzaldehyde with propanedinitrile to give 2-benzylidenemalononitrile (model reaction). Several reaction parameters were optimized, and the substrate scope was explored, revealing the best catalytic performance for a 3D MOF 4. This catalyst is recyclable and can lead to substituted dinitrile products in up to 99% product yields. The present study widens the use of H2pdba as a still poorly studied linker toward designing novel functional coordination polymers.

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“…Considering that zinc( ii ) coordination compounds can catalyze the Knoevenagel condensation reaction, 24–26,40,50–53 the CPs 1–5 were tested as heterogeneous catalysts in this type of organic transformations. Hence, model Zn-catalyzed reactions were performed at 25 °C in methanol, wherein benzaldehyde was condensed with propanedinitrile to give a 2-benzylidenemalononitrile product (Scheme 3, Table 3).…”

Section: Resultsmentioning

confidence: 99%

“…10,48,49 A boosted luminescence of 1-5 in comparison with that of H 4 dpa or H 4 dia is possibly associated to the coordination of ligands to zinc(II) centers, as observed in related systems. 10,48,49 Catalytic studies Considering that zinc(II) coordination compounds can catalyze the Knoevenagel condensation reaction, [24][25][26]40,[50][51][52][53] the CPs 1-5 were tested as heterogeneous catalysts in this type of organic transformations. Hence, model Zn-catalyzed reactions were performed at 25 in methanol, wherein benzaldehyde was condensed with propanedinitrile to give a 2-benzylidenemalononitrile product (Scheme 3, Table 3).…”

Section: Emission Propertiesmentioning

confidence: 99%

Zn(ii) metal–organic architectures from ether-bridged tetracarboxylate linkers: assembly, structural variety and catalytic features

Kirillova

et al. 2022

CrystEngComm

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Seven new Zn(II)/Cd(II) coordination polymers with 2-(hydroxymethyl)-1 H -benzo[ d ]imidazole-5-carboxylic acid: Synthesis, structures and properties

Cited by 23 publications

References 70 publications

Coordination Polymers from an Amino-Functionalized Terphenyl-Tetracarboxylate Linker: Structural Multiplicity and Catalytic Properties

Coordination Polymers from an Amino-Functionalized Terphenyl-Tetracarboxylate Linker: Structural Multiplicity and Catalytic Properties

Coordination Polymers Constructed from an Adaptable Pyridine-Dicarboxylic Acid Linker: Assembly, Diversity of Structures, and Catalysis

Zn(ii) metal–organic architectures from ether-bridged tetracarboxylate linkers: assembly, structural variety and catalytic features

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