The metal complexes of heterocyclic β-diketones and their derivatives—VI. The synthesis, structure and i.r. spectral studies of some new metal(II) complexes of 1-phenyl-3-methyl-4-benzoyl-pyrazolone-5 (HPMBP)

Okafor, Emmanuel Chukwuemeka

doi:10.1016/0584-8539(81)80020-7

Cited by 43 publications

(13 citation statements)

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“…One of its important substituents is 1-phenyl-3-methyl-4-benzoyl-5-pyrazolone (PMBP). The tautomeric structures of this compound (4-6) have been extensively studied because of its effective extraction abilities for various metals (7)(8)(9)(10). But there are different considerations due to the spectroscopic assignment of the structures and even of the colors for the two tautomers of PMBP (11,12).…”

Section: Introductionmentioning

confidence: 99%

Spectroscopic Studies of the Keto and Enol Tautomers of 1-Phenyl-3-Methyl-4-Benzoyl-5-Pyrazolone

Akama

Tong

1996

Microchemical Journal

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Section: Introductionmentioning

confidence: 99%

Spectroscopic Studies of the Keto and Enol Tautomers of 1-Phenyl-3-Methyl-4-Benzoyl-5-Pyrazolone

Akama

Tong

1996

Microchemical Journal

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“…There are conspicuous differences between the complex and Schiff base ligand in IR spectrum. A medium‐intensity band at 3080 cm −1 in free ligand, assigned to υ(OH) of diketone tautomer and N atomic hydrogen bond ν(OH…N) imine group are absent in complex . And no ν(NH) absorption peak in 3100 cm −1 of above area, shows amino to the proton abstraction .…”

Section: Resultsmentioning

confidence: 96%

Synthesis, crystal structure and electrocatalytic behavior of a copper (II) complex derived from acylpyrazolone double Schiff bases

Zhang

et al. 2014

Crystal Research and Technology

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A new double Schiff base complex, Cu(PMαFP) 2 en (HPMαFP = 1-phenyl-3-methyl-4-(2-furoyl)-5-pyrazolone, en = ethylenediamine), has been synthesized and characterized by elemental analysis, IR, UV, fluorescence spectra, thermal analysis, X-ray single crystal diffraction and cyclic voltammetry (CV). Its crystal structure is monoclinic with space group Pbca and cell parameters: a = 22.263(3)Å, b = 13.671(2)Å, c = 10.0920(16)Å, Z = 4, S = 1.028, R 1 = 0.0500 and wR 2 = 0.1285. It was found that the Cu 2+ ion is located in the coordination center. The Cu(II) has a slightly distorted plane quadrilateral coordination environment with two oxygen atoms and two nitrogen atoms of double Schiff base ligand in the equatorial plane. The complex has a one-dimensional chain supramolecular structure, which is connected by C-H ...N bonding interactions. In the electrochemical experiments, the CV curve displays an oxidation peak in the presence of uric acid with Ep = 0.216V in pH = 7.0, showing that the Cu(PMαFP) 2 en/glassy carbon modified electrode has an electrocatalytic activity toward uric acid.

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“…cis-[PtCl 2 (DMSO) 2 ], [53] 4-benzoyl-3-methyl-1-phenylpyrazol-5-one (HQ Ph ), [54][55][56] and 3-methyl-1-(2-pyridyl)-trifluoroacetylpyrazol-5-one (HQ py,CF3 ) [30] were prepared according to previously reported procedures.…”

Section: Methodsmentioning

confidence: 99%

“…The software SMART [58] was used for collecting frames of data, indexing reflections, and determining lattice parameters. The collected frames were then processed for integration by using the soft- ware SAINT, [55] and an empirical absorption correction was applied with SADABS. [59] The structures were solved by direct methods (SIR 97) [60] and subsequent Fourier syntheses and were refined by full-matrix least-squares calculations on F 2 (SHELXTL) [61] by attributing anisotropic thermal parameters to the non-hydrogen atoms except for 2b·H 2 O, which was refined by attributing anisotropic thermal parameters only to the heavier atoms because of the low data-to-parameters ratio.…”

Section: Methodsmentioning

confidence: 99%

Synthesis, Crystal Structure, and Biological Study of Pt^II Complexes with 4‐Acyl‐5‐pyrazolones

et al. 2014

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The syntheses of new PtII complexes with 4‐acyl‐5‐pyrazolones [HQPh = 1‐phenyl‐3‐methyl‐4‐benzoylpyrazol‐5‐one, a; HQpy,CF3 = 1‐(2‐pyridyl)‐3‐methyl‐trifluoroacetylpyrazol‐5‐one, b] are reported: trans‐[PtCl2(DMSO)(HQPh)] (1a), cis‐[PtCl2(DMSO)(HQPh)] (2a), [PtCl(DMSO)(Qpy,CF3)] (1b), and [PtCl2(KQpy,CF3)] (2b). All complexes were characterized by multinuclear (1H, 13C, 19F, and 195Pt), multidimensional NMR spectroscopy and single‐crystal X‐ray diffraction analyses. The isomer trans‐[PtCl2(DMSO)(HQPh)] (1a) crystallizes in two polymorphic forms, which correspond to two different conformers. In the trans–syn conformer (1aM) (monoclinic, space group P21/c), the H atom of the enol group [O(1)H(1)] establishes an intramolecular hydrogen bond with the ketone oxygen (O2), whereas in the trans–anti conformer (1aO) (orthorhombic, space group Pca21), the same groups are involved in an analogous intermolecular H bond. Interestingly, the cis isomer (2a) showed in solution and at room temperature slow rotation around both the Pt–N1 and the Pt–S bonds, which restrained both the acylpyrazolone and DMSO ligand motion. Moreover, the water solubility of the complexes trans‐ and cis‐[PtCl2(DMSO)(HQPh)] (1a and 2a) and [PtCl2(KQpy,CF3)] (2b) allowed to perform in vitro biological assays on platinum‐sensitive human endometrium (HeLa) and platinum‐resistant human breast (MCF‐7) cancer cell lines. It was also possible to compare their cytotoxicity to cisplatin. Interestingly, trans isomer 1a showed higher cytotoxicity on HeLa cells compared to the cis isomer 2a.

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The metal complexes of heterocyclic β-diketones and their derivatives—VI. The synthesis, structure and i.r. spectral studies of some new metal(II) complexes of 1-phenyl-3-methyl-4-benzoyl-pyrazolone-5 (HPMBP)

Cited by 43 publications

References 7 publications

Spectroscopic Studies of the Keto and Enol Tautomers of 1-Phenyl-3-Methyl-4-Benzoyl-5-Pyrazolone

Spectroscopic Studies of the Keto and Enol Tautomers of 1-Phenyl-3-Methyl-4-Benzoyl-5-Pyrazolone

Synthesis, crystal structure and electrocatalytic behavior of a copper (II) complex derived from acylpyrazolone double Schiff bases

Synthesis, Crystal Structure, and Biological Study of Pt^II Complexes with 4‐Acyl‐5‐pyrazolones

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The metal complexes of heterocyclic β-diketones and their derivatives—VI. The synthesis, structure and i.r. spectral studies of some new metal(II) complexes of 1-phenyl-3-methyl-4-benzoyl-pyrazolone-5 (HPMBP)

Cited by 43 publications

References 7 publications

Spectroscopic Studies of the Keto and Enol Tautomers of 1-Phenyl-3-Methyl-4-Benzoyl-5-Pyrazolone

Spectroscopic Studies of the Keto and Enol Tautomers of 1-Phenyl-3-Methyl-4-Benzoyl-5-Pyrazolone

Synthesis, crystal structure and electrocatalytic behavior of a copper (II) complex derived from acylpyrazolone double Schiff bases

Synthesis, Crystal Structure, and Biological Study of PtII Complexes with 4‐Acyl‐5‐pyrazolones

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Synthesis, Crystal Structure, and Biological Study of Pt^II Complexes with 4‐Acyl‐5‐pyrazolones