Assemblies of substituted salicylidene-2-ethanolamine copper(II) complexes: From square planar monomeric to octahedral polymeric halogen analogues

Zabierowski, Piotr; Szklarzewicz, Janusz; Kurpiewska, Katarzyna; Lewiński, K.; Nitek, Wojciech

doi:10.1016/j.poly.2012.09.029

Cited by 28 publications

(16 citation statements)

References 25 publications

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“…In 1972, Hata and Uno reported the synthesis of N ‐2‐(8‐hydroxylquinolin‐2‐ylazomethine)phenol ( H 2 L , Scheme ) obtained by Schiff condensation of 8‐hydroxylquinoline‐2‐carbaldehyde with 2‐aminophenol . Interestingly, this ONN tridentate quinoline Schiff base ligand possesses a pendant hydroxyl group which could, as observed in the salicylidene‐(2‐hydroxylethyl)imine series, generate weak noncovalent interactions leading to the formation of extended supramolecular structures,, or engage into coordination with a neighbouring metal center to form one‐dimensional coordination polymeric chains . In the present work, four new homoleptic metal(II) complexes [M(HL) 2 ] (M = Co, 1 ; Ni, 2 ; Cu, 3 ; Zn, 4 ) derived from HL ligand, the monodeprotonated form of the diprotic H 2 L Schiff base precursor, have been synthesized and characterized.…”

Section: Introductionmentioning

confidence: 74%

Homoleptic Co^II, Ni^II, Cu^II, and Zn^II Complexes Based on 8‐Hydroxylquinoline Schiff Base Derivative: a Combined Synthetic, Spectral, Structural, and Magnetic Study

et al. 2018

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Dedicated to the memory of our esteemed colleague Dr. Jean-Yves Pivan (ENSC Rennes), an enthusiastic chemist and brilliant supervisor.Abstract: A series of four new homoleptic Co II , Ni II , Cu II and Zn II complexes (1-4) of the type M(HL) 2 , where HLstands for the deprotonated form of the tridentate O,N,N-donor Schiff base ligand obtained by condensation between 8-hidroxy-2quinolinecarboxaldehyde and 2-aminophenol, have been prepared in yields ranging from 70 to 85 %. The five compounds were characterized using elemental analysis, FT-IR, ESI-MS, UV/ Vis, and 1 H and 13 C NMR spectroscopy (for the diamagnetic species H 2 L and Zn II complex 4). The molecular structures of H 2 L and its Ni II and Zn II complexes 2 and 4, respectively, were further confirmed by single-crystal X-ray diffraction methods. Xray crystal structure determination revealed that in complex 2, the six-coordinate Ni II metal ion adopts a N 4 O 2 distorted octa- [a]

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Section: Introductionmentioning

confidence: 74%

Homoleptic Co^II, Ni^II, Cu^II, and Zn^II Complexes Based on 8‐Hydroxylquinoline Schiff Base Derivative: a Combined Synthetic, Spectral, Structural, and Magnetic Study

et al. 2018

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“…A Cambridge Structural Database search revealed that the structure has been published in several papers. [25][26][27][28][29][30][31][32] To the best of our knowledge, this compound has not been used previously in the development of a Cu(II)-selective electrode. The performance of the developed electrode is comparable with previously reported electrodes in most aspects.…”

Section: Introductionmentioning

confidence: 99%

Solid-contact polyvinyl chloride membrane electrode based on the bis[(2-(hydroxyethylimino)phenolato]copper(II) complex for trace level determination of copper ions in wastewater

et al. 2014

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A miniaturized solid-contact polyvinyl chloride membrane electrode based on the bis[(2-(hydroxyethylimino)phenolato]copper(II) complex has been prepared for the determination of Cu(II) ion in real samples. The influence of coating membrane composition, pH, and possible interfering cations on the response of the ion-selective electrode was investigated. A number of membranes at different compositions were prepared and their Cu 2+ sensing capabilities were investigated. The best results for Cu 2+ sensing was obtained for the electrode membrane containing ionophore − 2-nitrophenyloctyl ether -polyvinyl chloride and potassium tetrakis(p-chlorophenyl)borate in a ratio of 4:65:30:1 (w/w, mg), respectively. The prepared electrode exhibited a near-Nernstian response (28.3 mV/decade) to Cu 2+ in the concentration range from 1.0 × 10 −6 to 1.0 × 10 −1 mol/L with a limit of detection of 8.3 × 10 −7 mol/L. The potentiometric response of the electrode was independent from the pH of the test solution in the pH range of 3.0-6.0. The electrode has a very short response time, about 15 s, and it can be used over a period of 3 months without any divergence in potential. The electrode has been successfully applied as an indicator electrode in potentiometric titration of Cu(II) ions with ethylenediaminetetraacetic acid and in the determination of Cu(II) in wastewater of the copper processing industry.Résumé : Une électrode miniaturisée à contact solide recouverte d'une membrane de chlorure de polyvinyle, à base du complexe bis-[(2-(hydroxyéthylimino)phenolato]cuivre(II) a été préparée afin de déterminer la concentration de Cu(II) dans desun échan-tillons réels. L'influence de la composition de la membrane enveloppante, du pH et d'éventuels cations interférents sur l'électrode sélective d'ion a été étudiée. Plusieurs de compositions différentes ont été préparées et leur capacité à détecter le Cu 2+ explorée. Les meilleurs résultats de détection du Cu 2+ ont été obtenus avec la membrane d'électrode composée d'un soluté ionophore, de 2-nitrophényl octyl éther, de chlorure de polyvinyle et de tétrakis(p-chlorophényl)borate de potassium dans des proportions respectives de 4:65:30:1 (fraction massique avec masses exprimées en mg). L'électrode préparée a donné une réponse quasi Nernstienne (28,3 mV/décade) en présence de Cu 2+ dans des concentrations comprises entre 1 × 10 −6 et 1 × 10 −1 mol/L, la limite de détection se situant à 8,3 × 10 −7 mol/L. La réponse potentiométrique de l'électrode était indépendante du pH de la solution d'essai lorsque le pH était compris entre 3,0 et 6,0. L'électrode a un temps de réponse très court, d'environ 15 s et peut être utilisée pendant 3 mois sans présenter la moindre divergence de potentiel. L'électrode a été utilisée avec succès comme électrode indicatrice pour le titrage potentiométrique d'ions Cu(II) en présence d'acide éthylène diamine tétraacétique et pour le dosage du Cu(II) dans les eaux usées produites par l'industrie de transformation du cuivre. [Traduit par la Rédaction] Mots-clés : potentiom...

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“…Substituent effects in square-planar copper complexes of this type dramatically influence the assembly of molecules in crystal lattices. When going from bromine to chlorine (para to the phenol -OH group), the nuclearity changes from mono-to polymeric due to the hydroxy group bonding to the copper centre (Zabierowski et al, 2013). These effects are predominantly steric in origin (dependent on the size of the halogen atom) and also due to different Lewis basicities (Cl and Br).…”

Section: Introductionmentioning

confidence: 99%

Disentangling steric and electronic factors in monomeric bis(2-bromo-4-chloro-6-{[(2-hydroxyethyl)imino]methyl}phenolato-κ²N,O)copper(II)

2014

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The title compound, [Cu(C9H8BrClNO2)2], is a square-planar complex. The potentially tridentate dibasic 2-bromo-4-chloro-6-{[(2-hydroxyethyl)imino]methyl}phenolate ligand coordinates in a trans-bis fashion to the Cu(II) centre via the imine N and phenolate O atoms. The Cu(II) atom lies on the centre of inversion of the molecule. The potentially coordinating hydroxyethyl group remains protonated and uncoordinated, taking part in intermolecular hydrogen bonds with vicinal groups, leading to the formation of a two-dimensional hydrogen-bond network with sheets parallel to the (101) plane. Substituent effects on the crystal packing and coordination modes of the ligand are discussed.

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Assemblies of substituted salicylidene-2-ethanolamine copper(II) complexes: From square planar monomeric to octahedral polymeric halogen analogues

Cited by 28 publications

References 25 publications

Homoleptic Co^II, Ni^II, Cu^II, and Zn^II Complexes Based on 8‐Hydroxylquinoline Schiff Base Derivative: a Combined Synthetic, Spectral, Structural, and Magnetic Study

Homoleptic Co^II, Ni^II, Cu^II, and Zn^II Complexes Based on 8‐Hydroxylquinoline Schiff Base Derivative: a Combined Synthetic, Spectral, Structural, and Magnetic Study

Solid-contact polyvinyl chloride membrane electrode based on the bis[(2-(hydroxyethylimino)phenolato]copper(II) complex for trace level determination of copper ions in wastewater

Disentangling steric and electronic factors in monomeric bis(2-bromo-4-chloro-6-{[(2-hydroxyethyl)imino]methyl}phenolato-κ²N,O)copper(II)

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Assemblies of substituted salicylidene-2-ethanolamine copper(II) complexes: From square planar monomeric to octahedral polymeric halogen analogues

Cited by 28 publications

References 25 publications

Homoleptic CoII, NiII, CuII, and ZnII Complexes Based on 8‐Hydroxylquinoline Schiff Base Derivative: a Combined Synthetic, Spectral, Structural, and Magnetic Study

Homoleptic CoII, NiII, CuII, and ZnII Complexes Based on 8‐Hydroxylquinoline Schiff Base Derivative: a Combined Synthetic, Spectral, Structural, and Magnetic Study

Solid-contact polyvinyl chloride membrane electrode based on the bis[(2-(hydroxyethylimino)phenolato]copper(II) complex for trace level determination of copper ions in wastewater

Disentangling steric and electronic factors in monomeric bis(2-bromo-4-chloro-6-{[(2-hydroxyethyl)imino]methyl}phenolato-κ2N,O)copper(II)

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Homoleptic Co^II, Ni^II, Cu^II, and Zn^II Complexes Based on 8‐Hydroxylquinoline Schiff Base Derivative: a Combined Synthetic, Spectral, Structural, and Magnetic Study

Homoleptic Co^II, Ni^II, Cu^II, and Zn^II Complexes Based on 8‐Hydroxylquinoline Schiff Base Derivative: a Combined Synthetic, Spectral, Structural, and Magnetic Study

Disentangling steric and electronic factors in monomeric bis(2-bromo-4-chloro-6-{[(2-hydroxyethyl)imino]methyl}phenolato-κ²N,O)copper(II)