Preparation, spectroscopic characterization and X-ray crystal and molecular structures of nickel(II), copper(II) and zinc(II) complexes of the Schiff base formed from isatin and S-methyldithiocarbazate (Hisa-sme)

Ali, Mohammad Akbar; Bakar, Hjh Junaidah Hj Abu; Mirza, Aminul Huq; Smith, Sarah J.; Gahan, Lawrence R.; Bernhardt, Paul V.

doi:10.1016/j.poly.2007.08.022

Cited by 56 publications

(36 citation statements)

References 51 publications

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“…Schiff bases derived from S-alkyl esters of dithiocarbazic acid comprise an important group of NS donor ligands [1][2][3][4][5]. These ligands form metal complexes with a wide range of transition metals and some of their complexes have been shown to exhibit interesting physico-chemical properties [6][7][8][9][10] and biological activities [11][12][13][14][15][16][17][18][19][20][21][22][23][24].…”

Section: Introductionmentioning

confidence: 99%

“…The mixture was heated under reflux for ca.10 h when a deep yellow solution resulted. The volume of the reaction mixture was reduced to one quarter of its original, then left to stand at room temperature for about 3 h. The yellow precipitate was filtered off, washed with ethanol, and dried in a vacuum desiccator over P4 O 10 . Recrystallization from ethanol afforded diffraction quality crystals.…”

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confidence: 99%

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Synthesis, spectroscopy, and X-ray crystal structures of copper(II) complexes of the tridentate ONS ligand formed by condensation of 4,4,4-trifluoro-1-(2-thienyl)-2,4-butanedione with S-benzyldithiocarbazate

Ali

Mirza

Butcher

et al. 2011

Transition Met Chem

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A new tridentate ONS ligand, H 2 L, has been synthesized by condensing thenoyltrifluoroacetone(4,4,4-trifluoro-1-(2-thienyl)-2,4butaneanedione) with S-benzyldithiocarbazate and its structure determined by X-ray diffraction. In the solid state, the Schiff base exists as the ketoamine-thioketo tautomer but in solution and in the presence of copper(II), it converts to the enol-thiol form and deprotonates to give copper(II) complexes of formula, [CuL] and [CuLL 1 ] (L = doubly deprotonated form of the ligand; L 1 = py, bipy or phen] which have been characterized by magnetic, spectroscopic, and X-ray diffraction studies. An X-ray crystallographic analysis shows that [CuL(py)] has a square-planar geometry with the ligand coordinated to the copper(II) center via the enolate oxygen, the azomethinic nitrogen and the thiolate sulfur, the fourth coordination position being occupied by pyridine. The [CuL(bipy)] complex is five-coordinate with a structure close to squarepyramidal in which the Schiff base acts as a doubly deprotonated tridentate ONS ligand and bipy is bidentate.

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Section: Introductionmentioning

confidence: 99%

mentioning

confidence: 99%

Synthesis, spectroscopy, and X-ray crystal structures of copper(II) complexes of the tridentate ONS ligand formed by condensation of 4,4,4-trifluoro-1-(2-thienyl)-2,4-butanedione with S-benzyldithiocarbazate

Ali

Mirza

Butcher

et al. 2011

Transition Met Chem

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“…The Re-N (2.200(2) Å ), Re-S (2.4669(7) Å ) and Re-S 0 (2.5565(7) Å ) distances do not differ significantly from those determined for Re complex studied by Carballo et al (2002). As in several related complexes (Beshir et al 2008;Ali et al 2008;Manan et al 2011b), a Z-configuration was observed at N2-C12, imposed by the N1-S1 chelation to the rhenium. The N1-Re-S1 bond angle was determined to be only 79.13(6)°.…”

Section: Ir Spectroscopymentioning

confidence: 60%

“…Apart from their significant bioactivities, their Lewis base character could give rise to various coordination modes and interesting modulation of bioactivity (Farrer and Sadler 2011). For instance, the Schiff base formed from isatin and Smethyl-dithiocarbazate can act either as a tridentate ONS ligand in six-coordinate distorted octahedral NiL 2 or as a bidentate NS chelator in four-coordinate distorted tetrahedral ZnL 2 (Ali et al 2008;Manan et al 2011b). Another example involves quinoline with 4(N,N)-dimethylthiosemicarbazone which produced a novel water-soluble sulphur-bridged binuclear copper(II) complex (Senthil Raja et al 2011).…”

Section: Introductionmentioning

confidence: 99%

Synthesis, characterization and biological activity of Cu(II), Zn(II) and Re(I) complexes derived from S-benzyldithiocarbazate and 3-acetylcoumarin

et al. 2015

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Cu(II), Zn(II) and Re(I) complexes have been synthesized with the Schiff base, N'-[1-(2-oxo-2H-chromen-3-yl)-ethylidene]-hydrazinecarbodithioic acid benzyl ester (SBCM-H) which was prepared by condensation of S-benzyldithiocarbazate and 3-acetylcoumarin. The metal complexes were characterized on the basis of various physico-chemical and spectroscopic techniques including elemental analysis and electrochemical studies, and FT-IR, UV-Vis, NMR, EPR and mass spectroscopy. The Schiff base was found to behave as a bidentate ligand coordinating with Cu(II) and Zn(II) in the thiolate form with 1:2 metal to ligand stoichiometry. Crystals suitable for X-ray diffractometry (XRD) were obtained from the reaction of ReCl(CO)5 with SBCM-H forming a centrosymmetric dimeric complex Re2L2(CO)6 linked by Re-S-Re bridges, where S is the thiolate sulfur of the N,S-bidentate ligand. This Re(I) complex is the first metal carbonyl complex with a bidentate dithiocarbazate ligand to have been characterized by XRD. Cytotoxicity assays revealed enhancement of the bioactivity of SBCM-H upon complexation. Both Cu(II) and Re(I) complexes are found to be active against human breast adenocarcinoma cancer cell lines MDA-MB-231 and MCF-7. TOC diagram.

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“…A small number of transition metal complexes were synthesized and characterized with Smethylidithiocarbazate of isatin (Ali et al, 2008). Organotin(IV) complexes were also synthesized and characterized with the ligands derived from S-benzyldithiocarbazate (Fig.…”

Section: Thiosemicarbazones and Their Metal Complexesmentioning

confidence: 99%

Schiff bases: An emerging potent class of pharmaceuticals

Chaudhary¹,

Singh²

2017

Int. J. Curr. Res. Med. Sci.

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Schiff bases are the utmost extensively used organic compounds. An outsized number of Schiff bases and their complexes have been investigated for their fascinating and imperative properties. Schiff bases are significant class of compounds in medicinal and pharmaceutical fields as they have also been shown to exhibit wide-ranging biological activities, including antifungal, antibacterial, antiproliferative, anti-inflammatory, antiviral, and antitumor properties. The imine group present in such compounds has been shown to be critical to their biological activities. Metal complexes of Schiff bases are well renowned for their stability, biological activity and prospective applications in countless fields. This short review piles up with few examples of the most propitious biological active metal complexes of schiff bases.

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Preparation, spectroscopic characterization and X-ray crystal and molecular structures of nickel(II), copper(II) and zinc(II) complexes of the Schiff base formed from isatin and S-methyldithiocarbazate (Hisa-sme)

Cited by 56 publications

References 51 publications

Synthesis, spectroscopy, and X-ray crystal structures of copper(II) complexes of the tridentate ONS ligand formed by condensation of 4,4,4-trifluoro-1-(2-thienyl)-2,4-butanedione with S-benzyldithiocarbazate

Synthesis, spectroscopy, and X-ray crystal structures of copper(II) complexes of the tridentate ONS ligand formed by condensation of 4,4,4-trifluoro-1-(2-thienyl)-2,4-butanedione with S-benzyldithiocarbazate

Synthesis, characterization and biological activity of Cu(II), Zn(II) and Re(I) complexes derived from S-benzyldithiocarbazate and 3-acetylcoumarin

Schiff bases: An emerging potent class of pharmaceuticals

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