Silver(I), mercury(II) and copper(I) complexes of acyclic and macrocyclic dithioether, metaxylyl based ligands

Romero, Isabel; Sánchez-Castelló, G.; Teixidor, Francesç; Whitaker, Claire R.; Rius, Jordi; Miravitlles, C.; Flor, Teresa; Escriche, Lluís; Casabó, Jaume

doi:10.1016/0277-5387(95)00445-9

Cited by 26 publications

(18 citation statements)

References 19 publications

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“…In 7, the Hg±S distance and the distance between the mercury and non-bridging Cl atom are slightly shorter than in complexes of mercury chloride with N,S-didentate [26] or N,N,S-tridentate [24,25,27] thiosemicarbazones, but are similar to those found in other dimeric mercury chloride complexes with S-monodentate thiosemicarbazone ligands [28,29]. Of the distances between the mercury atom and bridging chlorine atoms, the shortest two are significantly shorter than in other chloro-bridged Hg dimers with S-monodentate ligands [28,32], while the longest two are at least 0.2 A Ê longer than in any other known dimer of this kind [28,30,31] (in those with long Hg±Cl br distances most closely approaching those of 7 the mercury atoms have coordination number five, like 7 [32]). …”

Section: Molecular Structuresmentioning

confidence: 74%

Synthesis and Structural Characterization of Metal Complexes of 2-Formylpyrrole-4N-ethylthiosemicarbazone (4 EL1) and 2-Acetylpyrrole-4N-ethylthiosemicarbazone (4 EL2)

Bermejo¹,

Castiñeiras²,

Pérez³

et al. 2001

Z. anorg. allg. Chem.

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The reactions of 4 N-ethyl-2-[1-(pyrrol-2-yl)methylidene(hydrazine carbothioamide (4 EL 1 ) and 4 N-ethyl-2-[1-(pyrrol-2-yl)ethylidene(hydrazine carbothioamide (4 EL 2 ) with Group 12 metal halides afforded complexes of types [M(L) 2 X 2 ] (M = Zn, Cd; L = 4 EL 1 , 4 EL 2 ; X = Cl, Br, I; 1±6, 14±19) and [M(L)X 2 ] (M = Hg; L = 4 EL 1 , 4 EL 2 ; X = Cl, Br, I; 7±9, 20±22). In addition, reaction of 4 EL 1 with salts of Cu II , Ni II , Pd II and Pt II afforded compounds of type [M(4 EL 1 ±H) 2 ] (10±13). The new compounds were characterized by elemental analysis, FAB mass spectrometry, IR and electronic spectroscopy and, for sufficiently soluble compounds, 1 H, 13 C and, when appropriate, 113 Cd or 199 Hg NMR spectrometry. The spectral data suggest that in their complexes with Group 12 metal cations, both thiosemicarbazones are neutral and S-monodentate; and for [Zn(4 EL 1 ) 2 I 2 ](3), [Cd(4 EL 1 ) 2 Br 2 ] (5) and [Hg(4 EL 1 )Cl 2 ] 2 (7) this was confirmed by X-ray diffractometry. By contrast, in its complexes with Cu II and Group 10 metal cations, 4 EL 1 is monodeprotonated and S,N-bidentate, as was confirmed by X-ray diffractometry for [Ni(4 EL 1 ±H) 2 ] (11) and [Pd(4 EL 1 ±H) 2 ] (12).Synthese und Strukturelle Charakterisierung von Metall-Komplexen von 2-Formylpyrrol-4 N-ethylthiosemicarbazon (4 EL 1 ) und 2-Acetylpyrrol-4 N-ethylthiosemicarbazon (4 EL 2 ) Inhaltsu È bersicht. Die Reaktionen von 4 N-ethyl-2-[1-(pyrrol-2-yl)methyliden(hydrazin-carbothioamid (4 EL 1 ) und 4 Nethyl-2-[1-(pyrrol-2-yl)ethyliden(hydrazin-carbothioamid (4 EL 2 ) mit Halogeniden der Metalle der 12. Gruppe ergeben Komplexe des Typs [M(L) 2 X 2 ] (M = Zn, Cd; L = 4 EL 1 , 4 EL 2 ; X = Cl, Br, I; 1±6, 14±19) und [M(L)X 2 ] (M = Hg; L = 4 EL 1 , 4 EL 2 ; X = Cl, Br, I; 7±9, 20±22). Auûerdem fu È hrt die Reaktion von 4 EL 1 mit Salzen von Cu II , Ni II , Pd II und Pt II zu Verbindungen des Typs [M(4 EL 1 ±H) 2 ] (10±13). Die neuen Verbindungen wurden durch Elementaranalysen, FAB-Massenspektren sowie IR-und Elektronenspektren charakterisiert. Von den ausreichend lo È slichen Verbindungen wurden auûerdem 1 H-, 13 C-und bei den Cd-und Hg-Verbindungen auch die 113 Cd-oder 199 Hg-NMR-Spektren registriert. Die spektroskopischen Daten deuten darauf hin, daû die Thiosemicarbazon-Einheiten, 4 EL 1 , in den Komplexen der Kationen der 12. Gruppe als ungeladene Liganden vorliegen, die u È ber das S-Atom einza È hnig gebunden sind. Fu È r die Komplexe [Zn(4 EL 1 ) 2 I 2 ] (3), [Cd(4 EL 1 ) 2 Br 2 ] (5) und [Hg(4 EL 1 )Cl 2 ] 2 (7) wird dieser Befund durch Kristallstrukturanalysen bewiesen. Im Gegensatz dazu sind die Liganden 4 EL 1 in den Komplexen von Cu II und den Metallkationen der 10. Gruppe einfach deprotoniert und zweiza È hnig u È ber S,N gebunden, wie auch durch Kristallstrukturanalysen von [Ni(4 EL 1 ±H) 2 ] (11) and [Pd(4 EL 1 ±H) 2 ] (12) belegt wird.

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Section: Molecular Structuresmentioning

confidence: 74%

Synthesis and Structural Characterization of Metal Complexes of 2-Formylpyrrole-4N-ethylthiosemicarbazone (4 EL1) and 2-Acetylpyrrole-4N-ethylthiosemicarbazone (4 EL2)

Bermejo¹,

Castiñeiras²,

Pérez³

et al. 2001

Z. anorg. allg. Chem.

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“…The title compound was synthesized according to a literature procedure (Romero et al, 1996) with some modifications. In a three-neck flask, a solution of 85% KOH solution in nbutanol (100 mL) [KOH (1.88 g, 28.50 mmol) as pellets was dried under vacuum for 1 h and dissolved in n-butanol (100 mL)] and 2,6-dimethylthiophenol (3.80 mL, 28.50 mmol) were mixed and refluxed for 30 min under nitrogen protection, giving a light-yellow solution.…”

Section: Synthesis and Crystallizationmentioning

confidence: 99%

1,3-Bis{[(2,6-dimethylphenyl)sulfanyl]methyl}benzene

Garita-Salazar

Pineda

2019

IUCr Data

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The structure of the title compound, C24H26S2, an example of a pincer ligand with an SCS-chelation motif, illustrates the steric effects of the methyl groups in the thiophenyl rings at the 2- and 6-positions, forcing a dissimilar spatial orientation of the thiophenyl rings relative to the central aryl group [dihedral angles = 33.58 (7) and 40.49 (7)°]. In the crystal, weak S...S contacts [3.4009 (7) Å] link the molecules into inversion dimers.

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“…The relative abundance of its isotope pattern is in good agreement with that of the simulated one (see the Supporting Information). The coordination polymer, [Ag( L 2 )(NO 3 )] n , with chain structure has been reported by Casabó et al…”

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confidence: 95%

Exo-Coordination-Based Supramolecular Silver(I) Complexes of S₂O Macrocycles: Effect of Ligand Isomerism on the Structural Diversity

et al. 2006

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An isomeric series of S2O macrocycles incorporating a xylyl group at the ortho (L1), meta (L2), and para (L3) positions were employed to examine the influence of the ring rigidity on silver(I) coordination modes in resulting supramolecular complexes (1-3); L1 and L3 afforded sandwich (1; Ag:L1 = 1:2) and infinite 1-D (3) complexes, respectively; otherwise, L2 gave the 1-D polymer (2a), 2:3 club sandwich (2b), and unique 2:4 bridged dinuclear complex (2c) complexes, in which their topologies vary with the solvent used.

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Silver(I), mercury(II) and copper(I) complexes of acyclic and macrocyclic dithioether, metaxylyl based ligands

Cited by 26 publications

References 19 publications

Synthesis and Structural Characterization of Metal Complexes of 2-Formylpyrrole-4N-ethylthiosemicarbazone (4 EL1) and 2-Acetylpyrrole-4N-ethylthiosemicarbazone (4 EL2)

Synthesis and Structural Characterization of Metal Complexes of 2-Formylpyrrole-4N-ethylthiosemicarbazone (4 EL1) and 2-Acetylpyrrole-4N-ethylthiosemicarbazone (4 EL2)

1,3-Bis{[(2,6-dimethylphenyl)sulfanyl]methyl}benzene

Exo-Coordination-Based Supramolecular Silver(I) Complexes of S₂O Macrocycles: Effect of Ligand Isomerism on the Structural Diversity

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Silver(I), mercury(II) and copper(I) complexes of acyclic and macrocyclic dithioether, metaxylyl based ligands

Cited by 26 publications

References 19 publications

Synthesis and Structural Characterization of Metal Complexes of 2-Formylpyrrole-4N-ethylthiosemicarbazone (4 EL1) and 2-Acetylpyrrole-4N-ethylthiosemicarbazone (4 EL2)

Synthesis and Structural Characterization of Metal Complexes of 2-Formylpyrrole-4N-ethylthiosemicarbazone (4 EL1) and 2-Acetylpyrrole-4N-ethylthiosemicarbazone (4 EL2)

1,3-Bis{[(2,6-dimethylphenyl)sulfanyl]methyl}benzene

Exo-Coordination-Based Supramolecular Silver(I) Complexes of S2O Macrocycles: Effect of Ligand Isomerism on the Structural Diversity

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Exo-Coordination-Based Supramolecular Silver(I) Complexes of S₂O Macrocycles: Effect of Ligand Isomerism on the Structural Diversity