Synthesis and NMR spectroscopy of dichlorobis (acetophenonethiosemicarbazone) mercury (II) formed from phenylmercury (II) chloride and acetophenonethiosemicarbazone: the first example of symmetrisation in organomercury (II)-thiosemicarbazone chemistry

Lobana, Tarlok S.; Sánchez, Agustı́n; Casas, José S.; García‐Tasende, María S.; Sordo, José

doi:10.1016/s0020-1693(97)05574-6

Cited by 11 publications

(1 citation statement)

References 25 publications

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“…Synthesis of the Ligands . HATSC, HSTSC, HPyTSC, HAcPyTSC, and HBPyTSC (Chart ) were prepared by following the general procedure outlined by Anderson et al by reacting the thiosemicarbazide with the corresponding aldehyde or ketone in ethanol/water, as described in detail for HATSC elsewhere . Only in the case of HATSC was it necessary for the synthesis to be carried out in the presence of glacial acetic.…”

Section: Methodsmentioning

confidence: 99%

Compositional and Structural Variety of Diphenyllead(IV) Complexes Obtained by Reaction of Diphenyllead Dichloride with Thiosemicarbazones

et al. 2003

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The reactions of PbPh(2)Cl(2) in methanol with acetophenone, salicylaldehyde, pyridine-2-carbaldehyde, 2-acetylpyridine, and 2-benzoylpyridine thiosemicarbazones (HATSC, HSTSC, HPyTSC, HAcPyTSC, and HBPyTSC, respectively) were explored. Despite the similarities among these ligands, the reactions afforded solids with very diverse compositions and structural characteristics, which were in most cases analyzed by X-ray diffractometry (as was the structure of the free ligand HBPyTSC). In the complexes [PbPh(2)Cl(2)(HATSC)](2), [PbPh(2)Cl(2)(HSTSC)(2)], [(PbPh(2)Cl(HPyTSC)(2))][PbPh(2)Cl(3)(MeOH)](2), and [PbPh(2)Cl(PyTSC)] the metal atoms are surrounded by more or less distorted octahedral coordination polyhedra; if both strong and weak interactions are considered, the lead atom in [PbPh(2)Cl(AcPyTSC)] has coordination number 7 and distorted pentagonal bipyramidal coordination geometry, while [(PbPh(2)(BPyTSC))(2)(PbPh(2)Cl(4))].2MeOH contains two different types of lead atom, one with octahedral and the other with pentagonal bipyramidal coordination. The complexes (H(2)AcPyTSC)[PbPh(2)Cl(3)] and [PbPh(2)Cl(HAcPyTSC)][PbPh(2)Cl(3)], which were also isolated, could not be crystallized. All these complexes are soluble in DMSO, and the compositions of these solutions were investigated using conductivity measurements and (1)H and (207)Pb NMR spectroscopy.

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Section: Methodsmentioning

confidence: 99%

Compositional and Structural Variety of Diphenyllead(IV) Complexes Obtained by Reaction of Diphenyllead Dichloride with Thiosemicarbazones

et al. 2003

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Symmetrisation in the Interaction of Chloro[2‐(dimethylaminomethyl)phenyl‐C¹]mercury(II) with Thiosemicarbazone Derivatives of Pyridine‐2‐carboxamide and Pyrazin‐2‐carboxamide

et al. 2006

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Pyridine‐ and pyrazine‐2‐carboxamide thiosemicarbazones (HAm4DH and HAmpz4DH) or their N4,N4‐dimethyl derivatives (HAm4DM and HAmpz4DM) react with chloro[2‐(dimethylaminomethyl)phenyl‐C1]mercury(II), [Hg(damp)Cl], to give the tetrahedral [Hg(TSC)2] complexes [TSC = Am4DH (1), Am4DM (2), Ampz4DH (3) or Ampz4DM (4)]. Spectroscopic studies and a X‐ray structural analysis show that the potentially tridentate thiosemicarbazones adopt S,N coordination modes, with each deprotonated thiosemicarbazone binding to the HgII centre through the azomethine nitrogen and the thiolate sulfur atoms, whereas the heterocyclic nitrogen atoms are free of coordination. Intra‐ and intermolecular hydrogen bonding in all complexes and specific C–H···π interactions with the chelate or pyridyl rings of the complexes 1 and 2 were found in the crystal structures. Furthermore, [Hg(damp)Cl] undergoes symmetrisation to give the symmetric unit [Hg(Hdamp)2]2+ in which the Hdamp is protonated at the nitrogen. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2006)

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Variability in the Coordination Modes of 2‐Pyridineformamide Thiosemicarbazone (HAm4DH) in some Zinc(II), Cadmium(II), and Mercury(II) Complexes

Bermejo

Castiñeiras

García‐Santos

et al. 2005

Zeitschrift anorg allge chemie

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The reduction of 2-cyanopyridine by sodium in dry methanol in the presence of thiosemicarbazide produces 2-pyridineformamide thiosemicarbazone, HAm4DH. The reactions of the potentially tridentate ligand HAm4DH with salts of Zn, Cd, and Hg gave a variety of metal-ligand complexes. The complexes were characterized by mass spectrometry as well as IR and multinuclear NMR ( 1 H, 13 C, 13 C CP/MAS, 113 Cd, 199 Hg) spectroscopy. The crystal structures of [Zn(Am4DH)(OAc)] 2 ·H 2 O, [Hg(HAm4DH) 2 Br 2 ]·C 2 H 5 OH and 1 ϱ [Hg(μ-S-Am4DH)Br] were obtained. Coordination of anionic Am4DH Ϫ occurs through the pyridyl nitrogen, imine nitrogen and thiolato sulfur atoms, while 2011 the neutral ligands in [Hg(HAm4DH) 2 Br 2 ] coordinate as monodentate ligands through their thione sulfur atoms. One of the acetate ligands in [Zn(Am4DH)(OAc)] 2 ·H 2 O is bridging monodentate and the other bridging bidentate. 1 ϱ [Hg(μ-S-Am4DH)Br] features five-coordinate mercury centers with bridging thiolato sulfur atoms. The intermolecular arrangement is dictated by hydrogen bonding from the amino groups and by π-π stacking of the pyridine rings.complexes of 2-pyridineformamide thiosemicarbazone (Fig. 1). The compounds were characterized by elemental analysis, IR and multinuclear NMR ( 1 H, 13 C, 13 C CP/MAS, 113 Cd, 199 Hg) spectroscopy, mass spectrometry and, in some cases, X-ray diffraction. The crystal and molecular structures of a binuclear zinc(II) complex and two mercury(II) complexes are included.

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Synthesis and NMR spectroscopy of dichlorobis (acetophenonethiosemicarbazone) mercury (II) formed from phenylmercury (II) chloride and acetophenonethiosemicarbazone: the first example of symmetrisation in organomercury (II)-thiosemicarbazone chemistry

Cited by 11 publications

References 25 publications

Compositional and Structural Variety of Diphenyllead(IV) Complexes Obtained by Reaction of Diphenyllead Dichloride with Thiosemicarbazones

Compositional and Structural Variety of Diphenyllead(IV) Complexes Obtained by Reaction of Diphenyllead Dichloride with Thiosemicarbazones

Symmetrisation in the Interaction of Chloro[2‐(dimethylaminomethyl)phenyl‐C¹]mercury(II) with Thiosemicarbazone Derivatives of Pyridine‐2‐carboxamide and Pyrazin‐2‐carboxamide

Variability in the Coordination Modes of 2‐Pyridineformamide Thiosemicarbazone (HAm4DH) in some Zinc(II), Cadmium(II), and Mercury(II) Complexes

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Synthesis and NMR spectroscopy of dichlorobis (acetophenonethiosemicarbazone) mercury (II) formed from phenylmercury (II) chloride and acetophenonethiosemicarbazone: the first example of symmetrisation in organomercury (II)-thiosemicarbazone chemistry

Cited by 11 publications

References 25 publications

Compositional and Structural Variety of Diphenyllead(IV) Complexes Obtained by Reaction of Diphenyllead Dichloride with Thiosemicarbazones

Compositional and Structural Variety of Diphenyllead(IV) Complexes Obtained by Reaction of Diphenyllead Dichloride with Thiosemicarbazones

Symmetrisation in the Interaction of Chloro[2‐(dimethylaminomethyl)phenyl‐C1]mercury(II) with Thiosemicarbazone Derivatives of Pyridine‐2‐carboxamide and Pyrazin‐2‐carboxamide

Variability in the Coordination Modes of 2‐Pyridineformamide Thiosemicarbazone (HAm4DH) in some Zinc(II), Cadmium(II), and Mercury(II) Complexes

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Symmetrisation in the Interaction of Chloro[2‐(dimethylaminomethyl)phenyl‐C¹]mercury(II) with Thiosemicarbazone Derivatives of Pyridine‐2‐carboxamide and Pyrazin‐2‐carboxamide