Comment on the preparation of the ionic liquid 1-ethyl-3-methylimidazolium ethanoate: a unique monomeric, homoleptic pentacoordinate lead ethanoate complex

Hamill, Jennifer T.; Hardacre, Chris; Nieuwenhuyzen, Mark; Seddon, Kenneth R.; Thompson, Sarah; Ellis, Brian L.

doi:10.1039/b005095o

Cited by 16 publications

(5 citation statements)

References 12 publications

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“…In contrast to the species observed in conventional solvents (eqs 4 and 5), our combined thermodynamic, spectroscopic, and X-ray absorption and scattering measurements, together with molecular dynamics simulations, demonstrate that the Ln 3+ − tta - complexes in C 4 mim + Tf 2 N - exist as discrete, octacoordinate Ln(tta) 4 - anions. The dissolution or formation of a number of anionic complexes already has been identified in various RTIL systems. , What is different about the Ln(tta) 4 - anions in this system is that they form in the RTIL phase of this biphasic system (or at the interface of the phases) through an anion exchange reaction. In fact, the aqueous phase concentration of tta - is so low under our experimental conditions (1 × 10 -7 to 9 × 10 -6 M) that appreciable aqueous concentrations of Ln(tta) 4 - complexes would not exist even in the absence of a second phase .…”

Section: Discussionmentioning

confidence: 89%

Mechanisms of Metal Ion Transfer into Room-Temperature Ionic Liquids: The Role of Anion Exchange

et al. 2003

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The structure and stoichiometry of the lanthanide(III) (Ln) complexes with the ligand 2-thenoyltrifluoroacetone (Htta) formed in a biphasic aqueous room-temperature ionic liquid system have been studied by complementary physicochemical methods. Equilibrium thermodynamics, optical absorption and luminescence spectroscopies, high-energy X-ray scattering, EXAFS, and molecular dynamics simulations all support the formation of anionic Nd(tta)4(-) or Eu(tta)4(-) complexes with no water coordinated to the metal center in 1-butyl-3-methylimidazolium bis[(trifluoromethyl)sulfonyl]imide (C4mim+Tf2N(-)), rather than the hydrated, neutral complexes, M(tta)(3)(H2O)n)(n = 2 or 3), that form in nonpolar molecular solvents, such as xylene or chloroform. The presence of anionic lanthanide complexes in C4mim+Tf2N(-) is made possible by the exchange of the ionic liquid anions into the aqueous phase for the lanthanide complex. The resulting complexes in the ionic liquid phase should be thought of as weak C4mim+Ln(tta)4(-) ion pairs which exert little influence on the structure of the ionic liquid phase.

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Section: Discussionmentioning

confidence: 89%

Mechanisms of Metal Ion Transfer into Room-Temperature Ionic Liquids: The Role of Anion Exchange

et al. 2003

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“…It is known that impurities such as halides and water can have an effect on properties such as viscosity, though the effect of water in particular is expected to be more dramatic when the viscosity differs greatly from that of pure water. 23,24 All samples were dried similarly as evidenced by TGA. [1] with imidazolium [2], ammonium [3] and pyrrolidinium cations [4].…”

Section: General Synthetic Methodsmentioning

confidence: 99%

Ionic liquids based on imidazolium, ammonium and pyrrolidinium salts of the dicyanamide anion

et al. 2002

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New families of salts, based on quaternary ammonium, 1-methyl-3-alkylimidazolium or N-methyl-N-alkylpyrrolidinium organic cations together with the dicyanamide (dca, N(CN) 2 2 ) anion are reported. The salts are low melting compounds, all those reported are liquid at room temperature, for example 1-methyl-3-ethylimidazolium dicyanamide (mp 221 °C) and N-methyl-N-ethylpyrrolidinium dicyanamide (mp 210 °C). Some of the salts exhibit multiple crystalline phases below their melting points. Above their melting points they are stable to at least 200 °C. Many of the salts were found to be glass forming when cooled rapidly to 2100 °C. The room-temperature liquids exhibit very low viscosities, for example ethylmethylimidazolium dicyanamide: h = 21 cP at ambient temperature (25 °C).

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“…2 Particularly, in the case of lead complexes with thiosemicarbazone ligands only one rare complex with coordination number five, [emim] 2 [Pb(O 2 CMe) 4 ] (emim = 1-ethyl-3-methylimidazolium), has been previously found. 33 The coordination number six is present in the pentagonal-bipyramidal complex [PbCl(H 2 DAPSC)]NO 3 (H 2 DAPSC = 2,6-diacetylpyridinedisemicarbazone) achieved by the additional coordination of an apical chloride ligand. 34 More examples have been found with coordination number seven, such as [Pb(NO 3 ) 2 -(HDIPSC)] (HDIPSC = di-2-pyridylketonesemicarbazone), [PbCl 2 (H 2 CHDSC)(DMF)] (H 2 CHDSC = cyclohexane-1,2dionebis(semicarbazone) and [Pb(AP-MeTSC)(OAc)] (HAP-MeTSC = 2-acetylpyridine-4-N-methylthiosemicarbazone), in which the hepta-coordination is achieved by binding of anionic ligands or solvent molecules.…”

Section: X-ray Diffraction Studies [Mn(h 2 Daptsz-me)(etohmentioning

confidence: 99%

Syntheses and X-ray characterization of metal complexes with the pentadentate thiosemicarbazone ligand bis(4-N-methylthiosemicarbazone)-2,6-diacetylpyridine. The first pentacoordinate lead(ii) complex with a pentagonal geometry

et al. 2005

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In this paper we describe the electrochemical synthesis and characterization of new neutral manganese, iron, cobalt, nickel, copper, zinc, cadmium and lead complexes with the ligand bis(4-N-methylthiosemicarbazone)-2,6-diacetylpyridine, H4DAPTsz-Me. X-Ray structures of [Mn(H2DAPTsz-Me)(EtOH)2] 1, [Pb(H2DAPTsz-Me)] 3 and [Zn(H2DAPTsz-Me)]2.EtOH.2H2O 4, were also determined. In these complexes the ligand behaves as bis-deprotonated and SNNNS pentadentate. In the manganese complex the metal is heptacoordinated, in a distorted pentagonal-bipyramidal environment, with the N3S2 donor set of the ligand in the pentagonal girdle and two solvent molecules occupying the axial positions. In the lead complex 3 the metal is pentacoordinated, bound exclusively to the five donor atoms of the ligand, as a consequence of the existence of "inert pair effect". The bishelical zinc complex 4 shows each zinc atom with different coordination geometry, one octahedrally six-coordinate while the other is distorted tetrahedrally four-coordinate.

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Comment on the preparation of the ionic liquid 1-ethyl-3-methylimidazolium ethanoate: a unique monomeric, homoleptic pentacoordinate lead ethanoate complex

Cited by 16 publications

References 12 publications

Mechanisms of Metal Ion Transfer into Room-Temperature Ionic Liquids: The Role of Anion Exchange

Mechanisms of Metal Ion Transfer into Room-Temperature Ionic Liquids: The Role of Anion Exchange

Ionic liquids based on imidazolium, ammonium and pyrrolidinium salts of the dicyanamide anion

Syntheses and X-ray characterization of metal complexes with the pentadentate thiosemicarbazone ligand bis(4-N-methylthiosemicarbazone)-2,6-diacetylpyridine. The first pentacoordinate lead(ii) complex with a pentagonal geometry

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