Evaluation of donor property of 1-butyl-1-methylpyrrolidinium Bis (Trifluoromethylsulfonyl) amide ionic liquid based on electrode potentials of metal Redox couples

Naoki Tachikawa, Kazuki Yoshii, Yasushi Katayama

Research output: Contribution to journalArticle

Abstract

The formal potentials for Ag(I)/Ag, Pb(II)/Pb, Sn(II)/Sn, Fe(III)/Fe(II) and [Fe(bpy)<inf>3</inf>]<sup>3+</sup>/[Fe(bpy)<inf>3</inf>]<sup>2+</sup> (bpy = 2,2’-bipyridine) were investigated in 1-butyl-1-methylpyrrolidinium bis(trifluoromethylsulfonyl)amide (BMPTFSA) ionic liquid at 25 °C. The formal potentials and thermodynamic properties of metal redox couples were evaluated on the basis of the potential of ferrocene/ferrocenium couple in various electrolytes including organic solvents and ionic liquids. The formal potentials for Ag(I)/Ag, Pb(II)/Pb and Sn(II)/Sn are more positive in BMPTFSA than in conventional organic solvents, resulting in the positive Gibbs energy of transfer for metal ion from the organic solvents into BMPTFSA. The donor number of BMPTFSA was estimated from the correlation with the formal potentials of metal redox couples. The estimated donor number of BMPTFSA is consistent with the literature values based on other methods, such as the lanthanide redox potentials and the chemical shift of<sup>23</sup>Na NMR. The donor ability of TFSA<sup>-</sup>-type ionic liquids was located between nitromethane and acetonitrile, suggesting that the interaction between metal ion and TFSA- is weak as compared with other media.

Original languageEnglish
Pages (from-to)211-217
Number of pages7
JournalBunseki Kagaku
Volume64
Issue number3
Publication statusPublished - 2015

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Ionic Liquids
Amides
Metals
Organic solvents
Electrodes
Metal ions
Lanthanoid Series Elements
Chemical shift
Gibbs free energy
Electrolytes
Thermodynamic properties
Nuclear magnetic resonance
Oxidation-Reduction
1-butyl-1-methylpyrrolidinium bis(trifluoromethylsulfonyl)amide

Keywords

  • Donor number
  • Electrochemistry
  • Electrode potential
  • Ionic liquid
  • Solvation

ASJC Scopus subject areas

  • Analytical Chemistry

Cite this

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title = "Evaluation of donor property of 1-butyl-1-methylpyrrolidinium Bis (Trifluoromethylsulfonyl) amide ionic liquid based on electrode potentials of metal Redox couples",
abstract = "The formal potentials for Ag(I)/Ag, Pb(II)/Pb, Sn(II)/Sn, Fe(III)/Fe(II) and [Fe(bpy)3]3+/[Fe(bpy)3]2+ (bpy = 2,2’-bipyridine) were investigated in 1-butyl-1-methylpyrrolidinium bis(trifluoromethylsulfonyl)amide (BMPTFSA) ionic liquid at 25 °C. The formal potentials and thermodynamic properties of metal redox couples were evaluated on the basis of the potential of ferrocene/ferrocenium couple in various electrolytes including organic solvents and ionic liquids. The formal potentials for Ag(I)/Ag, Pb(II)/Pb and Sn(II)/Sn are more positive in BMPTFSA than in conventional organic solvents, resulting in the positive Gibbs energy of transfer for metal ion from the organic solvents into BMPTFSA. The donor number of BMPTFSA was estimated from the correlation with the formal potentials of metal redox couples. The estimated donor number of BMPTFSA is consistent with the literature values based on other methods, such as the lanthanide redox potentials and the chemical shift of23Na NMR. The donor ability of TFSA--type ionic liquids was located between nitromethane and acetonitrile, suggesting that the interaction between metal ion and TFSA- is weak as compared with other media.",
keywords = "Donor number, Electrochemistry, Electrode potential, Ionic liquid, Solvation",
author = "Naoki Tachikawa and Kazuki Yoshii and Yasushi Katayama",
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pages = "211--217",
journal = "Bunseki Kagaku",
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TY - JOUR

T1 - Evaluation of donor property of 1-butyl-1-methylpyrrolidinium Bis (Trifluoromethylsulfonyl) amide ionic liquid based on electrode potentials of metal Redox couples

AU - Tachikawa, Naoki

AU - Yoshii, Kazuki

AU - Katayama, Yasushi

PY - 2015

Y1 - 2015

N2 - The formal potentials for Ag(I)/Ag, Pb(II)/Pb, Sn(II)/Sn, Fe(III)/Fe(II) and [Fe(bpy)3]3+/[Fe(bpy)3]2+ (bpy = 2,2’-bipyridine) were investigated in 1-butyl-1-methylpyrrolidinium bis(trifluoromethylsulfonyl)amide (BMPTFSA) ionic liquid at 25 °C. The formal potentials and thermodynamic properties of metal redox couples were evaluated on the basis of the potential of ferrocene/ferrocenium couple in various electrolytes including organic solvents and ionic liquids. The formal potentials for Ag(I)/Ag, Pb(II)/Pb and Sn(II)/Sn are more positive in BMPTFSA than in conventional organic solvents, resulting in the positive Gibbs energy of transfer for metal ion from the organic solvents into BMPTFSA. The donor number of BMPTFSA was estimated from the correlation with the formal potentials of metal redox couples. The estimated donor number of BMPTFSA is consistent with the literature values based on other methods, such as the lanthanide redox potentials and the chemical shift of23Na NMR. The donor ability of TFSA--type ionic liquids was located between nitromethane and acetonitrile, suggesting that the interaction between metal ion and TFSA- is weak as compared with other media.

AB - The formal potentials for Ag(I)/Ag, Pb(II)/Pb, Sn(II)/Sn, Fe(III)/Fe(II) and [Fe(bpy)3]3+/[Fe(bpy)3]2+ (bpy = 2,2’-bipyridine) were investigated in 1-butyl-1-methylpyrrolidinium bis(trifluoromethylsulfonyl)amide (BMPTFSA) ionic liquid at 25 °C. The formal potentials and thermodynamic properties of metal redox couples were evaluated on the basis of the potential of ferrocene/ferrocenium couple in various electrolytes including organic solvents and ionic liquids. The formal potentials for Ag(I)/Ag, Pb(II)/Pb and Sn(II)/Sn are more positive in BMPTFSA than in conventional organic solvents, resulting in the positive Gibbs energy of transfer for metal ion from the organic solvents into BMPTFSA. The donor number of BMPTFSA was estimated from the correlation with the formal potentials of metal redox couples. The estimated donor number of BMPTFSA is consistent with the literature values based on other methods, such as the lanthanide redox potentials and the chemical shift of23Na NMR. The donor ability of TFSA--type ionic liquids was located between nitromethane and acetonitrile, suggesting that the interaction between metal ion and TFSA- is weak as compared with other media.

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