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Popović, Zora; Pavlović, Gordána; Soldin, Željka; Popović, Jasminka; Matković‐Čalogović, Dubravka; Rajić, Maša

doi:10.1023/a:1020541602675

Cited by 29 publications

(30 citation statements)

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“…In connection with our research aimed at developing various metallo-organic compounds [18][19][20][21][22][23], we investigated the tautomeric equilibrium in the solid state and solution of the uncoordinated ligands, that is, Schiff-bases [24,25].…”

Section: Introductionmentioning

confidence: 99%

Nitroaniline Derivatives of 2-Oxo-1-naphthylideneamines—Molecular Self-Assembling via C—H⋯O Intermolecular Hydrogen Bonds and Stabilization of O—H⋯N and N—H⋯O Tautomers in Solution and Solid State

et al. 2004

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Three Schiff-bases of the Ar CH N Ar type were synthesized from 2-hydroxy-1-naphthaldehyde and o-(1), m-(2), and p-nitroaniline (3) in order to investigate the shift of the keto-amine/enol-imine tautomeric equilibrium that arises by the introduction of the electron-withdrawal nitro group. The compounds have been investigated experimentally, in the solid state and in the solution, by IR, NMR, UV spectroscopy, and X-ray single crystal analysis, and theoretically by using density functional theory (DFT). The tautomeric equilibrium is strongly shifted towards the keto-amine form despite of the nitro group position at N -phenyl ring in the solid state of molecular structures of 1, 2, and 3 (especially indicated by C O and C N bond distances). The keto-amine tautomeric form of the compounds is characterized by a strong, resonance assisted hydrogen bond (RAHB) of the N H · · · O type (the N· · ·O distances are 2.530(8), 2.554(2) and 2.555(5)Å in 1, 2, and 3, respectively). The molecules are assembled in the crystalline state into a 3D HB network (1), centrosymmetrical dimers (2) or infinite chains (3) by the C H · · · O intermolecular hydrogen bonds. In contrast, UV/VIS spectra of the chloroform solution of the title compounds reveal predominance of the enol-imine form. The molecular geometries and relative stabilities of the compounds determined by using DFT find good agreement with the experimental data.

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Section: Introductionmentioning

confidence: 99%

Nitroaniline Derivatives of 2-Oxo-1-naphthylideneamines—Molecular Self-Assembling via C—H⋯O Intermolecular Hydrogen Bonds and Stabilization of O—H⋯N and N—H⋯O Tautomers in Solution and Solid State

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“…These main structural features are similar to those found in the complex [Hg(bzimtH 2 ) 2 I 2 ] (bzimtH 2 ϭ benzo-1,3-imidazole-2-thione) where the mercury atom is similarly coordinated but the two sulfur atoms belong to two monothionic donors. [9] In other similarly coordinated complexes with heterocyclic thiones, shorter HgϪS interatomic distances and longer HgϪI interatomic distances were found and explained by considering the existence of different intermolecular interactions. [10,11] In the case of complex [Hg(bzimtH 2 ) 2 I 2 ], the long HgϪS interatomic distances were ascribed to the presence of NH···S interactions which were absent in complexes with shorter HgϪS interatomic distances.…”

Section: [Hg(me 2 Dazdt)i 2 ]mentioning

confidence: 98%

On the Use of the Bis(diiodine) Adduct of 1,4‐Dimethylperhydro‐1,4‐diazepine‐2,3‐dithione (Me₂dazdt) to Recover Liquid Mercury Producing [Hg(Me₂dazdt)I₂] in a One‐Step Reaction

et al. 2004

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Diiodine adducts with cyclic dithio‐oxamides, where complexing and oxidising properties coexist in the same molecule, have been shown to be powerful oxidising reagents towards selected metals. Here we describe the reaction of Me2dazdt·2I2 [Me2dazdt = 1,4‐dimethylperhydro‐1,4‐diazepine‐2,3‐dithione (1)] with highly toxic liquid mercury which gives the complex [Hg(Me2dazdt)I2] (2) in a one‐step reaction. X‐rays analysis of 2 shows that the HgII centre is coordinated by two sulfur atoms of the chelating ligand and by two iodine atoms in a distorted tetrahedral geometry. The molecule is asymmetric and crystallizes in the chiral space group P212121. In the unit cell only the M enantiomer is present [τ (S1−C1−C2−S2) = −61.1(5)°]. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2004)

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“…Examples with short I···I contacts in HgI 2 compounds can be found, e.g. 45 compounds with an I···I contact in the range of 3.7-4.2 Å, but only five are below 3.9 Å, one of them with a S-donor [64], two with N-donors [65,66], one with a Pdonor [67] and one with a polyether, the dibenzo-18-crown-6 [68]. The distance in this compound is 3.880 Å.…”

Section: Compounds [Mi 2 (Diglyme)] [M = Co (6) Zn(7) and Hg (8)]mentioning

confidence: 99%

Polyether Adducts of d‐Block Metal Compounds as Starting Materials for New Cluster Compounds

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2010

Zeitschrift anorg allge chemie

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Abstract. New crystalline cobalt, nickel, zinc, and mercury halide adducts with polyethers as ligands have been isolated, characterized, and identified as [Co(μ-Cl) IntroductionWe are interested in molecular compounds, especially oxygen donor adducts of metal halides, because they are useful as starting materials in the synthesis of low-dimensional polymeric compounds, i.e. clusters, and polymers or metal organic frameworks [1][2][3][4][5][6][7][8][9][10][11][12][13][14][15][16]. Indeed, since more than two decades, metal aggregates are used in the low-cost synthesis of superconductors and other oxide materials based on the sol-gel technique or as volatile precursors in the MOCVD (Metal Organic Chemical Vapor Deposition) process [3,11,13,[17][18][19][20][21]. One of the major problems of the synthesis of organo-metal(II) compounds, including the alkaline earth metal ions, is their possible tendency to form insoluble polymers [21][22][23][24], on one hand due to their low metal oxidation state M II , which only allows two anionic ligands, and on the other hand, their ionic radii, which demand a high coordination number. A parry to prevent a high degree of oligomerization is the use of neutral Lewis-coordinating ligands such as monodentate THF or multidentate polyether ligands, which avoid any further "metal-metal contacts" via bridging ligands, saturating the metal cation. However, the chemistry of such metal halide or pseudo-halide adducts with neutral Lewis-coordinating ligands (usually non-polar aprotic solvents) is still not systematically studied.Compounds that have so far been isolated in the class of molecular species are, for instance, the zero-dimensional com- Published in =HLWVFKULIW I U DQRUJDQLVFKH XQG DOOJHPHLQH &KHPLH ± which should be cited to refer to this work.

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Cited by 29 publications

References 13 publications

Nitroaniline Derivatives of 2-Oxo-1-naphthylideneamines—Molecular Self-Assembling via C—H⋯O Intermolecular Hydrogen Bonds and Stabilization of O—H⋯N and N—H⋯O Tautomers in Solution and Solid State

Nitroaniline Derivatives of 2-Oxo-1-naphthylideneamines—Molecular Self-Assembling via C—H⋯O Intermolecular Hydrogen Bonds and Stabilization of O—H⋯N and N—H⋯O Tautomers in Solution and Solid State

On the Use of the Bis(diiodine) Adduct of 1,4‐Dimethylperhydro‐1,4‐diazepine‐2,3‐dithione (Me₂dazdt) to Recover Liquid Mercury Producing [Hg(Me₂dazdt)I₂] in a One‐Step Reaction

Polyether Adducts of d‐Block Metal Compounds as Starting Materials for New Cluster Compounds

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Untitled

Cited by 29 publications

References 13 publications

Nitroaniline Derivatives of 2-Oxo-1-naphthylideneamines—Molecular Self-Assembling via C—H⋯O Intermolecular Hydrogen Bonds and Stabilization of O—H⋯N and N—H⋯O Tautomers in Solution and Solid State

Nitroaniline Derivatives of 2-Oxo-1-naphthylideneamines—Molecular Self-Assembling via C—H⋯O Intermolecular Hydrogen Bonds and Stabilization of O—H⋯N and N—H⋯O Tautomers in Solution and Solid State

On the Use of the Bis(diiodine) Adduct of 1,4‐Dimethylperhydro‐1,4‐diazepine‐2,3‐dithione (Me2dazdt) to Recover Liquid Mercury Producing [Hg(Me2dazdt)I2] in a One‐Step Reaction

Polyether Adducts of d‐Block Metal Compounds as Starting Materials for New Cluster Compounds

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On the Use of the Bis(diiodine) Adduct of 1,4‐Dimethylperhydro‐1,4‐diazepine‐2,3‐dithione (Me₂dazdt) to Recover Liquid Mercury Producing [Hg(Me₂dazdt)I₂] in a One‐Step Reaction