Synthesis and crystal structures of mononuclear CuII/CoII coordination complexes from pyrazole-dicarboxylate acid derivatives

Radi, Smaail; Yahyi, Abderrahmane; Et-Touhami, A.; Jha, Ambika Chaudhary; Adarsh, N. N.; Robeyns, Koen; Garcia, Yann

doi:10.1016/j.poly.2014.08.059

Cited by 19 publications

(12 citation statements)

References 37 publications

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“…Bipyrazolic ester compounds 1-7 were first synthesized and then converted to their corresponding acid derivatives L1-L7 using a simple hydrolysis reaction in alkaline medium as reported in our previous works [22][23][25][26][27][28]. The structure of these intermediate compounds was checked by spectroscopic and spectrometric methods.…”

Section: Synthesis Of C1-c7mentioning

confidence: 99%

“…Furthermore, bipyrazolic compounds functionalized with two carboxylic groups (Fig. 1) have attracted more attention due to their complexing properties toward metal cations [21][22][23]. In 2008, Chandrasekhar et al reported the synthesis and structure of the first dinuclear triorganotin (IV) [(Ph3Sn)2 (µ-LH) (H2O)] based on bi(pyrazole), obtained from the reaction of (Ph3Sn)2O with 3,5-pyrazoledicarboxylic acid (LH) [24].…”

Section: Introductionmentioning

confidence: 99%

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Synthesis, characterization, X-ray structure and in vitro antifungal activity of triphenyltin complexes based on pyrazole dicarboxylic acid derivatives

Dahmani

Et-Touhami

Yahyi

et al. 2021

Journal of Molecular Structure

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A series of new ditriphenyltin(IV) dicarboxylate complexes of general formula (Ph3SnOOC-Pz)2R with Pz: pyrazole and R: alkyl or ether, have been synthesized from bipyrazoledicarboxylic acid and hydroxytripheyltin. These complexes, noted C1-C7, have been characterized by IR, 1 H and 13 C NMR spectroscopies. The molecular structures of C3: 1,3-Bis[(5-methyl-2-H-3-triphenyltincarboxylate pyrazol)]propane and C7: Bis[(2-methyl-2H-3triphenyltincarboxylate pyrazol)ethyl]oxide have been confirmed by single crystal X-ray diffraction. Both compounds crystallize in the monoclinic symmetry: C3 in P21 space group with a = 15.915(1) Å, b = 10.0791(8) Å, c = 13.823(1) Å, α = 90°, β = 100.459(3)°, γ = 90° and C7 in P21/n space group, with a = 15.0951(7) Å, b = 8.9847(3) Å, c = 34.244(1) Å, α = 90°, β = 101.421(2)°, γ = 90°.. The two cristallographically independent Sn1 and Sn2 atoms are tetra coordinated within distorted tetrahedral environments, very similar in the two compounds. The antifungal activity of these organotin complexes and their corresponding bipyrazoledicarboxylic acid (ligands) has been evaluated against the pathogenic Fusarium oxysporum f. sp. albedinis. This activity greatly depends on the nature of ligands and on the dose used. The presence of triphenyltin moiety improves considerably the antifungal activity becoming close to that of the benomyl (fungicide).

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Section: Synthesis Of C1-c7mentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Synthesis, characterization, X-ray structure and in vitro antifungal activity of triphenyltin complexes based on pyrazole dicarboxylic acid derivatives

Dahmani

Et-Touhami

Yahyi

et al. 2021

Journal of Molecular Structure

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“…Classical reactions of the pyrazole side-chains have been reported in several publications. For instance, basic hydrolysis of 119 to 356 [87], oxidation of diphosphines 350 and 351 to phosphine sulfides 357 and 358 with elemental S 8 [180], or reductions of ester groups, such as the preparation of compounds 359-361 from 42 (a 3,3'-CO 2 Et derivative) (Scheme 13) [40]. Compound 328 reacted with 1,3,5-tribromomethylbenzenes to yield the cage compounds 362 and 363 [165,183].…”

Section: Substituents On the Pyrazole Ringmentioning

confidence: 99%

The organic chemistry of poly(1H-pyrazol-1-yl)methanes

Alkorta

Claramunt

Dı́ez-Barra

et al. 2017

Coordination Chemistry Reviews

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Since their first synthesis by Hückel (1937) and the first systematic exploration by Trofimenko (1970), interest in poly(1H-pyrazol-1-yl)methanes (bis, tris and tetrakis) has increased dramatically. This review focuses on the synthesis and reactivity of these ligands and contains 541 different structures and 271 references. After a brief historical introduction, the synthesis, reactivity, and nature of the coordinated metals are described along with some properties of these compounds, particularly the complete set of X-ray molecular structures. All of the formulae are represented to show the extraordinary richness of poly(1H-pyrazol-1-yl)methanes and to promote the use of the already known poly(1H-pyrazol-1-yl)methanes in coordination chemistry and the design of new ligands with the reported procedures. Keywords Pyrazoles Pyrazolylmethanes bis(1H-pyrazol-1-yl)methanes tris(1H-pyrazol-1yl)methanes tetrakis(1H-pyrazol-1-yl)methanes Metal ligands X-ray structures

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“…The structures of the four reported Zn(II) and Cd(II) CPs, vary from 1D chain to 2D layer, together with from achirality to chirality, the (L 1 ) 2– /(L 2 ) 2– anions in which show two conformations ( cis and trans ), along with four coordination modes by the N and O donor atoms. Besides, only a few of transition metal complexes containing bis(5‐methyl‐1H‐pyrazole‐3‐carboxylic acid)alkane ligands have been reported . However, the researches of using bis(pyrazolecarboxylic acid)alkane ligands to construct main group metal CPs have not been explored so far.…”

Section: Introductionmentioning

confidence: 99%

“…Besides, only a few of transition metal complexes containing bis(5-methyl-1H-pyrazole-3-carboxylic acid)alkane ligands have been reported. [21][22][23] (3, 2D) and [Pb(L 2 )(2,2'-bpy)] 2n ·9nH 2 O (4, 1D) were isolated therefrom. In this paper, the synthesis, crystal structures and luminescent properties of the compounds 1-5 were described.…”

Section: Introductionmentioning

confidence: 99%

Synthesis and Structural Diversity of Main Group Metal Coordination Complexes Constructed from V‐Shape Bis(3‐methyl‐1H‐pyrazole‐4‐carboxylic acid)alkane Ligands

Cheng¹,

Bao²,

Wu³

et al. 2018

ChemistrySelect

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Reaction of H2L1/H2L2/H2L3 with corresponding main group metal salts generated five complexes, [Mg(L1)(phen)(H2O)3]⋅5H2O (1, mononuclear), [Sr(CH3OH)(L1)2Sr(H2O)2]2n⋅nH2O (2, 2D), [Ba(L2)(H2O)3]n (3, 2D), [Pb(L2)(2,2′‐bpy)]2n⋅9nH2O (4, 1D) and [Pb(L3)(phen)]2⋅2DMF (5, dinuclear) (H2L1=1,1'‐methylenebis(5‐methyl‐pyrazole‐4‐carboxylic acid, H2L2 = 2'‐methylenebis(3‐methyl‐pyrazole‐4‐carboxylic acid, H2L3=1,1'‐methylenebis(3‐methyl‐pyrazole‐4‐carboxylic acid; 2,2’‐bpy=2,2′‐bpyridine and phen=1,10‐phenanthroline). In the zwitterionic complex 1, a loop‐loop water‐water hydrogen bonded chain presented in the 3D supramolecular network, which was constructed by π⋅⋅⋅π interactions and hydrogen bonds. In CPs 2 and 3, the 1D inorganic M–O–M connectivity was built from Sr2O16 and BaO9 polyhedra, respectively. The similar 24‐membered Pb2(L2)2/Pb2(L3)2 macrocycle occurred in both 1D polymer 4 and dinuclear complex 5, with two 2,2’‐bpy molecules located inside or two phen molecules outside each macrocycle respectively. The thermal and photoluminescent properties of 1–5 in the solid state have also been investigated.

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Synthesis and crystal structures of mononuclear CuII/CoII coordination complexes from pyrazole-dicarboxylate acid derivatives

Cited by 19 publications

References 37 publications

Synthesis, characterization, X-ray structure and in vitro antifungal activity of triphenyltin complexes based on pyrazole dicarboxylic acid derivatives

Synthesis, characterization, X-ray structure and in vitro antifungal activity of triphenyltin complexes based on pyrazole dicarboxylic acid derivatives

The organic chemistry of poly(1H-pyrazol-1-yl)methanes

Synthesis and Structural Diversity of Main Group Metal Coordination Complexes Constructed from V‐Shape Bis(3‐methyl‐1H‐pyrazole‐4‐carboxylic acid)alkane Ligands

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