Superacidic or not…? Synthesis, characterisation, and acidity of the room-temperature ionic liquid [C(CH3)3]+  [Al2Br7]-. | Semantic Scholar (2024)

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@article{Scholz2013SuperacidicON, title={Superacidic or not…? Synthesis, characterisation, and acidity of the room-temperature ionic liquid [C(CH3)3]+  [Al2Br7]-.}, author={Franziska Scholz and Daniel M Himmel and Harald Scherer and Ingo Krossing}, journal={Chemistry}, year={2013}, volume={19 1}, pages={ 109-16 }, url={https://api.semanticscholar.org/CorpusID:7159126}}
  • F. Scholz, D. Himmel, I. Krossing
  • Published in Chemistry 2 January 2013
  • Chemistry

This RT-IL is considered to be a readily accessible cationic Brønsted acid (protonated isobutene) with the potential for further reactivity and an absolute pH(abs) value of 171, about as acidic as 100 % sulfuric acid and on the edge of superacidity.

27 Citations

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27 Citations

Synthesis and Characterization of Bromoaluminate Ionic Liquids.
    M. HogMarius SchneiderI. Krossing

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    Chemistry

  • 2017

Aluminum electrodeposition from Lewis acidic ILs based on AlBr3 and 1-hexyl-3-methylimidazolium bromide is shown and the stability range of various formulations is investigated.

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The Acidity of the HBr/AlBr3 System: Stabilization of Crystalline Protonated Arenes and Their Acidity in Bromoaluminate Ionic Liquids.

Bulk protonated mesitylene, toluene, and benzene bromoaluminate salts were stabilized and characterized in the superacidic system HBr/n AlBr3 with NMR spectroscopy and X-ray analysis of [HC6 H3 (CH3

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From unsuccessful H2-activation with FLPs containing B(Ohfip)3 to a systematic evaluation of the Lewis acidity of 33 Lewis acids based on fluoride, chloride, hydride and methyl ion affinities.
    H. BöhrerNils TrappD. HimmelMario SchleepI. Krossing

    Chemistry

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Investigations indicated that FLP chemistry based on 1 is considerably less favored than that with B(C6F5)3, in agreement with control NMR experiments indicating hydride transfer from [H-B(Ohfip)3](-) upon reaction with B[C6f5]3, and that the Lewis acidity towards HSAB hard and soft ions was investigated for gaining a deeper insight.

Absolute Brønsted Acidities and pH Scales in Ionic Liquids.
    D. HimmelSascha K. GollF. ScholzV. RadtkeI. LeitoI. Krossing

    Chemistry

    Chemphyschem : a European journal of chemical…

  • 2015

Standard states, activity, and activity coefficient definitions for IL solvent systems were developed from general thermodynamic considerations and then extended to a general mixed solvent standard state and it was shown that bromoaluminate ILs are suited for reaching superacidic conditions.

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The superacid HBr/AlBr(3) : protonation of benzene and ordered crystal structure of [C(6)H(7)](+)[Al(2)Br(7)](-).
    F. ScholzD. HimmelLea EiseleWiebke UnkrigI. Krossing

    Chemistry

    Angewandte Chemie

  • 2014

This unexpected simple and straight forward access shows that HBr/AlBr3 is an underestimated superacid that should be used more frequently.

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Straightforward synthesis of the Brønsted acid hfipOSO3H and its application for the synthesis of protic ionic liquids.
    W. BeichelJ. M. PanzerJulian HättyXiao YeD. HimmelI. Krossing

    Chemistry

    Angewandte Chemie

  • 2014

The conductivities and viscosities of two representative ILs were investigated in terms of Walden plots, and the pILs were found to be little associated ILs, comparable to conventional aprotic ILs.

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Synthesis, Spectroscopic Characterization, Crystal Structures, Energetics, and Thermal Stabilities of Li[AlX4] (X = Cl, Br): Investigation and Performance of Their Electrolyte Solutions
    F. ScholzWiebke UnkrigPhilipp EidenMichael SchmidtA. GarsuchI. Krossing

    Chemistry, Materials Science

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Lithium chloro- and bromoaluminates were prepared, fully characterized, and investigated as conducting salts for battery applications. In addition, thermodynamic investigations of their lattice

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On the Use of a Protic Ionic Liquid with a Novel Cation To Study Anion Basicity.
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    Chemistry

    Chemistry

  • 2016

A new method is described using NMR spectroscopy of a weak base, a substituted urea, 1,3-dimethyl-2-imidazolidinone (DMI), as it is protonated by Brønsted acids of different strengths and characters, to sort anions in order of increasing hydrogen bond basicity.

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Sterically congested phosphonium borate acids as effective Brønsted acid catalysts
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tert-Butyl Carbocation in Condensed Phases: Stabilization via Hyperconjugation, Polarization, and Hydrogen Bonding.
    E. StoyanovGabriel dos Passos Gomes

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Enhanced H-bonding between t-Bu(+) and Anion(-) strengthens hyperconjugation and promotes further cation stabilization, indicating that the influence of the condensed phase on t- Bu(+) stabilization is substantial.

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A unified Brønsted acidity scale is proposed on the basis of the absolute chemical potential of the proton in any medium and the reference state for maximum acidity is defined as the absolute standard chemical potential mabsA(H, g) of theProton in the gas phase which is arbitrarily set to 0 kJ mol .

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BP86/SV(P) and auxiliary MP2/TZVPP, G2, and CBS-Q calculations on a representative set of weakly coordinating anions of type [M(L)n]-, their parent neutral Lewis acids and their ate complexes with fluoride found that in most cases gas-phase calculations and solution calculations give comparable results for the stability of the anion.

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The structure of the tert-butyl cation (1) could be determined by an X-ray crystal structure analysis of its Sb 2 F 11 -salt at-80 o C (P2 1 , a=6.123(2) A, b=13.758(4) A, c=7.614(4) A, β=100.67(3) o

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The X-ray crystal structures of tert-butyl, tert-pentyl, and methyl-cyclopentyl cations have been determined with CHB 11Me5X6- counterions with the aim of isolating stable salts at room temperature when partnered with inert carborane anions.

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Environmentally sensitive: A combination of C-H anion hydrogen bonding and hyperconjugative charge delocalization explains the sensitivity of the IR spectrum of the tert-butyl cation to its anion

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The structure of molten mixtures of (KX)y(AlX3)1−y was investigated by neutron diffraction for X=Cl and Br and y=0.25 and 0.33. These melts, known as acidic haloaluminates, contain different ionic

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Temperature-dependent prediction of the liquid entropy of ionic liquids.
    U. PreissV. N. Emel’yanenkoS. P. VerevkinD. HimmelYauheni U. PaulechkaI. Krossing

    Chemistry

    Chemphyschem : a European journal of chemical…

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The findings provide the first direct access to accurate predictions of liquid entropies of ILs, which are tedious and time-consuming to measure.

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Going full circle: phase-transition thermodynamics of ionic liquids.
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The findings show that quantum-chemical calculations can greatly improve the VBT approaches, which were parameterized for simple, inorganic salts with ideally point-shaped charges.

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