Synthesis and N-Alkylation of 2-Alkyl-and 2-Arylimidazole-4,5-dicarboxylic acid esters

Lebedev, A. V.; Lebedeva, A. B.; Sheludyakov, V. D.; Kovaleva, E. A.; Ustinova, O. L.; Shatunov, V. V.

doi:10.1134/s1070363207050234

Cited by 39 publications

(9 citation statements)

References 3 publications

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“…The organic ligands o CPhH 4 IDC and p CPhH 4 IDC were pre pared according to the literature procedure [9]. Ele mental analyses (C, H, and N) were performed on a FLASH EA 1112 analyzer.…”

Section: Methodsmentioning

confidence: 99%

Syntheses, crystal structures, and thermal properties of two complexes built by imidazole-based multi-carboxylate ligands

Wang

Chen

et al. 2015

Russ J Coord Chem

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Based on two promising p CPhH 4 IDC and o CPhH 4 IDC ligands, one 2D coordination polymer, [Ca(p CPhH 2 IDC)(H 2 O)] n (p CPhH 4 IDC = 2 (4 carboxylphenyl) 1H imidazole 4,5 dicarboxylic acid) (I) and one novel dimeric complex, [Cd 2 (o CPhH 2 IDC) 2 (H 2 O) 6 ] ⋅ 4H 2 O (o CPhH 4 IDC = 2 (2 carboxy lphenyl) 1H imidazole 4,5 dicarboxylic acid) (II) have been hydrothermally synthesized and structurally characterized by elemental analyses, IR spectroscopy, and single crystal X ray diffraction (CIF files CCDC nos. 929826 (I), 959841 (II)). Polymer I exhibits a graceful 2D grid sheet structure. Polymer II is a binuclear complex in which two Cd 2+ ions are bridged by two carboxyates from two o CPhH 2 IDC 2ligands. Four and two types of coordination environments around the Ca and Cd atoms, respectively can be observed. Further more, the solid state photoluminescence and thermal properties of the two complexes have been investigated.

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“…The organic ligands o CPhH 4 IDC and p CPhH 4 IDC were pre pared according to the literature procedure [9]. Ele mental analyses (C, H, and N) were performed on a FLASH EA 1112 analyzer.…”

Section: Methodsmentioning

confidence: 99%

Syntheses, crystal structures, and thermal properties of two complexes built by imidazole-based multi-carboxylate ligands

Wang

Chen

et al. 2015

Russ J Coord Chem

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“…[35] All the other reagents of analytical grade were purchased commercially and used without further purification.…”

Section: General Detailsmentioning

confidence: 99%

Two Cadmium(II) Coordination Polymers Based on 3,4-Methylenedioxyphenyl Imidazole Dicarboxylate: Syntheses, Characterizations and Properties

Guo

2015

Synthesis and Reactivity in Inorganic, Metal-Organic, and Nano-

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Two one-dimensional cadmium(II) coordination polymers, [Cd(MDPhHIDC)(H 2 O) 2 ] n (1) (MDPhH 3 IDC D 2-(3,4-methylenedioxyphenyl)-1H-imidazole-4,5-dicarboxylic acid) and [Cd(MDPhHIDC)(2,2 0 -bipy)] n (2) (2,2 0 -bipy D 2,2 0 -bipyridine), have been hydrothermally synthesized, and structurally characterized by single-crystal X-ray diffraction, elemental analyses and IR spectra. In 1, the strong O-H¢¢¢O hydrogen bonding interactions contribute to the 3-D supramolecular structures. However, the weak C-H¢¢¢O hydrogen bonding and p-p stacking interactions supply the additional stability effect for the solid-state structure of polymer 2. Furthermore, the thermal and solid-state luminescent properties of the two polymers have been investigated as well.

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“…For examples, seven Cd(II), Mn(II), Pb(II), and Sr(II) MOFs based on 2-phenyl-1H-imidazole-4,5-dicarboxylic acid showing 1-D to 3-D structures have been prepared [18,19]. Recently, we used 2-p-methoxyphenyl-1H-imidazole-4,5-dicarboxylic acid (H 3 MOIDC) and 2-(3,4-dimethylphenyl)-1H-imidazole-4,5-dicarboxylic acid (H 3 DMIDC) to synthesize four 1-D polymers [Cu(μ 2 -HMOPhIDC)(H 2 O)] n , [Zn(μ 2 -HMOPhIDC)(2,2′-bipy)] n (2,2′-bipy = 2,2′-bipyridine), [Co(μ 2 -HMOPhIDC)(2,2′-bipy)] n , [Co(μ 2 -HMOPhIDC)(phen)] n (phen = 1,10-phenanthroline), two 2-D polymers [Cd 1.5 [20,21]. These interesting findings prompt us to design similar imidazole dicarboxylate ligands and synthesize more MOFs.…”

Section: Introductionmentioning

confidence: 99%

“…Among them, imidazole dicarboxylate ligands bearing two-position phenyl substituted groups have attracted much attention [18][19][20][21][22]. This is not only because of their strong coordination ability but also their various coordination modes under appropriate reaction conditions.…”

Section: Introductionmentioning

confidence: 99%

“…Due to the ability and versatility of carboxylate and imidazole in forming strong coordination bonds and generating abundant structural motifs, a large number of MOFs with imidazole-4,5-dicarboxylic acid (H 3 IDC) or its two-position substituted derivatives have been reported [7][8][9][10][11][12][13][14][15][16][17][18][19][20][21][22]. Among them, imidazole dicarboxylate ligands bearing two-position phenyl substituted groups have attracted much attention [18][19][20][21][22].…”

Section: Introductionmentioning

confidence: 99%

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Syntheses, structures, and properties of three MOFs based on tertbutylphenyl imidazole dicarboxylate

Yin

Zhao

et al. 2013

Journal of Coordination Chemistry

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By hydrothermal reactions of a newly designed ligand, 2-(p-tert-butylphenyl)-1H-imidazole-4, 5-dicarboxylic acid (H 3 BuPhIDC) with Cd(II) or Zn(II), three metal-organic frameworks, [Cd(μ 3 -HBuPhIDC)(H 2 O)]·2H 2 O (1), [Cd(μ 3 -HBuPhIDC)(4,4′-bipy) 0.5 ] (4,4′-bipy = 4,4′-bipyridine) (2), and [Zn 2 (μ 3 -HBuPhIDC) 2 (CH 3 OH) 2 ] (3), have been obtained and characterized by elemental analyses, IR spectroscopy, and single-crystal X-ray diffraction. In 1, small countless diamond grids form a mesh structure and then are bridged through μ 3 -HBuPhIDC 2− linkers building a 3-D framework. Compared with 1, 4,4′-bipy participates in the construction of a 3-D structure of 2. Polymer 3 shows an interesting 3-D open architecture, which contains infinite 1-D octagonal channels built by left-and right-handed helical chains. Thermal and solid-state photoluminescence properties of the polymers have been investigated.

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Synthesis and N-Alkylation of 2-Alkyl-and 2-Arylimidazole-4,5-dicarboxylic acid esters

Cited by 39 publications

References 3 publications

Syntheses, crystal structures, and thermal properties of two complexes built by imidazole-based multi-carboxylate ligands

Syntheses, crystal structures, and thermal properties of two complexes built by imidazole-based multi-carboxylate ligands

Two Cadmium(II) Coordination Polymers Based on 3,4-Methylenedioxyphenyl Imidazole Dicarboxylate: Syntheses, Characterizations and Properties

Syntheses, structures, and properties of three MOFs based on tertbutylphenyl imidazole dicarboxylate

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