(2E)-2-Hydroxyimino-N′-[(E)-2-pyridylmethylene]propanohydrazide

Moroz, Yurii S.; Kalibabchuk, Valentina A.; Gumienna‐Kontecka, Elżbieta; Skopenko, V. V.; Pavlova, Svetlana V.

doi:10.1107/s1600536809034400

Cited by 8 publications

(3 citation statements)

References 10 publications

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“…Given that small octahedral distortion parameters Σ and trigonal distortion parameters Θ values (Table ) correspond to LS octahedral Fe(II) with an electronic configuration of t 2g 6 , the increase of Σ and Θ for complex 1 with the rising temperature evidences the occurrence of spin transition of Fe II from LS to HS. The amide CO bonds are obviously stretched after coordination, and are in the range of 1.253(5)–1.282(5) Å, longer than that (1.23 Å) of free hydrazone ligands . This indicates that the ligand L-o is in the enolate form in complexes 1 and 2 (Scheme and Figure S5).…”

Section: Resultsmentioning

confidence: 99%

Rhodamine 6G-Labeled Pyridyl Aroylhydrazone Fe(II) Complex Exhibiting Synergetic Spin Crossover and Fluorescence

et al. 2018

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Here, we use a pyridinecarbaldehyde rhodamine 6G hydrazone ligand (L) to synthesize an Fe(II) complex 1 for the search of new fluorescent-spin crossover (SCO) materials. Single-crystal structural determinations suggest that the Fe(II) ion is chelated by two ring-opened ligands (L-o) to form a FeNO coordination environment, and intermolecular π---π contacts of the xanthene groups connect the adjacent molecules to form a supramolecular one-dimensional chain. Magnetic susceptibility measurements on complex 1 show that three-step SCO takes place in the temperature range of 120-350 K, and its desolvated form 1-d exhibits SCO around room temperature ( T↑ = 343 K and T↓ = 303 K) with a wide hysteresis loop of 40 K. Moreover, complex 1-d displays light-induced excited spin-state trapping phenomenon. Intriguingly, the fluorescence intensity of the maximum emission at 560 nm for complex 1-d displays discontinuous variation in the range of 250-400 K, indicative of the occurrence of synergetic fluorescence and SCO.

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Section: Resultsmentioning

confidence: 99%

Rhodamine 6G-Labeled Pyridyl Aroylhydrazone Fe(II) Complex Exhibiting Synergetic Spin Crossover and Fluorescence

et al. 2018

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“…The C=N and N-O bond lengths in the oxime moieties clearly indicate that the oxime groups exist in the nitroso rather than isonitroso form and are typical protonated oxime groups in the amide derivatives of 2-hydroxyiminopropanoic acid. [29] In Note, that the free oxime group is normally located in antiposition to the amide group which was earlier shown in the structures of the free Hpop ligand [30] and related amide derivatives of 2-hydroxyiminopropanoic acid [31] .…”

Section: X-ray Analysismentioning

confidence: 94%

Cu(II), Ni(II) and Zn(II) mononuclear building blocks based on new polynucleating azomethine ligand: Synthesis and characterization

et al. 2017

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Five new mononuclear complexes formed by the polynucleating ligand 2-[1-(3,5-dimethyl)pyrazolyl]-2-hydroxyimino-N'-[1-(2pyridyl)ethylidene]acetohydrazide (HL): [Ni(L)(HL)]ClO 4 •2CH 3 OH (1), [Ni(L) 2 •CH 3 OH (2), [Zn(L)(HL)]ClO 4 •2CH 3 OH (3), [Zn(L) 2 ]•CH 3 OH (4) and [Cu(L) 2 ]•CH 3 OH (5) were synthesized and characterized by elemental analysis, mass-spectrometry, IR-spectroscopy and X-ray analysis. The complexes reveal distorted octahedral N 4 O 2 coordination arrangement formed by both protonated and deprotonated (1, 3) or two deprotonated ligand molecules (2, 4, 5). The presence of non-coordinated oxime and pyrazole groups resulted in the formation of extensive systems of hydrogen bonds in the crystal packing of 1-5. Potentiometric titrations, ESI-MS and spectrophotometric studies of complex formation in MeOH/H 2 O solutions indicated the presence of mono-and polynuclear complexes with Cu(II), Ni(II) and Zn(II) ions. The solution studies carried out for an excess of Cu(II) over HL ligand (2:1 and 3:2 molar ratio) indicated also the formation of polynuclear Cu 3 L 2 H x species, with an involvement of additional nitrogen donors in copper coordination.In binuclear complex[Cu 2 (L) 2 (DMF) 2 ](ClO 4) 2 •DMF(6) obtained in solid state,the Cu(II) coordination, analogous to the one in 1-5, was supported by pyrazole N atom.

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“…Our present study, based on previously validated potentiometric and spectrophotometric methods, indicates that the oxime ligands: 2-hydroxyimino-N′-[1-(2-pyridyl)ethylidene]propanohydrazone (Hpop) and 2-hydroxyimino-N′-[(pyridine-2-yl)methylidene]propanohydrazone (Hpoa) ( Figure 1 ) exhibit a very high efficacy in the coordination of Co(II) ions. All measurements were conducted in 10/90 ( v/v ) DMSO/water solution [ 8 , 9 , 10 ].…”

Section: Introductionmentioning

confidence: 99%

Oxygen Binding by Co(II) Complexes with Oxime-Containing Schiff Bases in Solution

Pająk

Woźniczka

Lichawska

et al. 2022

IJMS

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The present work describes the complexation properties of two oxime-containing Schiff bases (used as ligands), viz. 2-hydroxyimino-N′-[1-(2-pyridyl)ethylidene]propanohydrazone (Hpop) and 2-hydroxyimino-N′-[(pyridine-2-yl)methylidene]propanohydrazone (Hpoa), with Co(II) ions in DMSO/water solution. Volumetric (oxygenation) studies were carried out to determine the uptake of molecular oxygen O2 in the formation of the complexes Co(II)-Hpop and Co(II)-Hpoa. The acquired data can be useful in the development of oxygen bioinorganic complexes of metal ions with Schiff base ligands in solution. Their properties allow them to be used as synthetic oxygen transporters. Moreover, the binding of dioxygen could play an important role in the research of catalytic activity by such systems.

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(2E)-2-Hydroxyimino-N′-[(E)-2-pyridylmethylene]propanohydrazide

Cited by 8 publications

References 10 publications

Rhodamine 6G-Labeled Pyridyl Aroylhydrazone Fe(II) Complex Exhibiting Synergetic Spin Crossover and Fluorescence

Rhodamine 6G-Labeled Pyridyl Aroylhydrazone Fe(II) Complex Exhibiting Synergetic Spin Crossover and Fluorescence

Cu(II), Ni(II) and Zn(II) mononuclear building blocks based on new polynucleating azomethine ligand: Synthesis and characterization

Oxygen Binding by Co(II) Complexes with Oxime-Containing Schiff Bases in Solution

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