Methanesulfonamide in Superacids: Investigations of the CH3
SO2
NH3
 +
 Cation

Leitz, Dominik; Hopfinger, Mathias; Stierstorfer, Karin; Morgenstern, Yvonne; Axhausen, Joachim; Kornath, Andreas

doi:10.1002/zaac.201700229

Cited by 7 publications

(4 citation statements)

References 16 publications

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“…With a Sb1−F5−Sb2 bond angle of 140.7(1)°, the Sb 2 F 11 − anion possesses an angulated conformation. All these bond lengths, as well as the angles are in accordance with previously reported Sb 2 F 11 − anions [21,22] …”

Section: Resultssupporting

confidence: 91%

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Protonated Ethylene Carbonate: A Highly Resonance‐Stabilized Cation

2021

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Salts containing the monoprotonated ethylene carbonate species of were obtained by reacting it with the superacidic systems X F/ M F 5 ( X =H, D; M =Sb, As). The salts in terms of [C 3 H 5 O 3 ] + [SbF 6 ] − , [C 3 H 5 O 3 ] + [AsF 6 ] − and [C 3 H 4 DO 3 ] + [AsF 6 ] − were characterized by low‐temperature infrared and Raman spectroscopy. In order to generate the diprotonated species of ethylene carbonate, an excess of Lewis acid was used. However, this only led to the formation of [C 3 H 5 O 3 ] + [Sb 2 F 11 ] − , which was characterized by a single‐crystal X‐ray structure analysis. Quantum chemical calculations on the B3LYP/aug‐cc‐PVTZ level of theory were carried out for the [C 3 H 5 O 3 ] + cation and the results were compared with the experimental data. A Natural Bond Orbital (NBO) analysis revealed sp 2 hybridization of each atom belonging to the CO 3 moiety, thus containing a remarkably delocalized 6π‐electron system. The delocalization is confirmed by a 13 C NMR‐spectroscopic study of [C 3 H 5 O 3 ] + [SbF 6 ] − .

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Section: Resultssupporting

confidence: 91%

“…All these bond lengths, as well as the angles are in accordance with previously reported Sb 2 F 11 À anions. [21,22] Theoretical Calculations…”

Section: Synthesis Of [Cmentioning

confidence: 99%

Protonated Ethylene Carbonate: A Highly Resonance‐Stabilized Cation

2021

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“…In these studies protonations at the nitrogen site are indicated, which is in agreement with a theoretical study where it was confirmed that the nitrogen site is favorable to the protonation . In a previous study methanesulfonamide was investigated in the superacidic systems HF/ M F 5 ( M = As, Sb) . It was found that the protonation takes place selectively at the nitrogen atom.…”

Section: Introductionsupporting

confidence: 88%

“…[8] In a previous study methanesulfonamide was investigated in the superacidic systems HF/MF 5 (M = As, Sb). [9] It was found that the protonation takes place selectively at the nitrogen atom.…”

Section: Introductionmentioning

confidence: 99%

The Influence of the Counterions [AsF₆]^– and [GeF₆]^2– on the Structure of the [ClSO₂NH₃]⁺ Cation

Leitz

Stierstorfer

Morgenstern

et al. 2018

Zeitschrift anorg allge chemie

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Chlorosulfonamide reacts in the superacidic solutions HF/GeF4 and HF/AsF5 under the formation of ([ClSO2NH3]+)2[GeF6]2– and [ClSO2NH3]+[AsF6]–, respectively. The chlorosulfonammonium salts were characterized by X‐ray single crystal structure analysis as well as vibrational spectroscopy and discussed together with quantum chemical calculations. ([ClSO2NH3]+)2[GeF6]2– crystallizes in the triclinic space group P1 with one formula unit in the unit cell. [ClSO2NH3]+[AsF6]– crystallizes in the monoclinic space group P21/n with four formula units in the unit cell. Dependent on the counterion, [AsF6]– or [GeF6]2–, considerable structural differences of the [ClSO2NH3]+ cation are observed. Furthermore, the hitherto unknown X‐ray single crystal structure of chlorosulfonamide is determined in the course of this study. Chlorosulfonamide crystallizes in the orthorhombic space group Pmc2 with four formula units per unit cell.

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Accumulation, Characterization and Reactivity of Chiral Ammonium‐Carboxonium Dications in Superacid

Berrino,

Cantin,

Artault

et al. 2024

Angewandte Chemie

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Methanesulfonamide in Superacids: Investigations of the CH₃ SO₂ NH₃ ⁺ Cation

Cited by 7 publications

References 16 publications

Protonated Ethylene Carbonate: A Highly Resonance‐Stabilized Cation

Protonated Ethylene Carbonate: A Highly Resonance‐Stabilized Cation

The Influence of the Counterions [AsF₆]^– and [GeF₆]^2– on the Structure of the [ClSO₂NH₃]⁺ Cation

Accumulation, Characterization and Reactivity of Chiral Ammonium‐Carboxonium Dications in Superacid

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Methanesulfonamide in Superacids: Investigations of the CH3 SO2 NH3 + Cation

Cited by 7 publications

References 16 publications

Protonated Ethylene Carbonate: A Highly Resonance‐Stabilized Cation

Protonated Ethylene Carbonate: A Highly Resonance‐Stabilized Cation

The Influence of the Counterions [AsF6]– and [GeF6]2– on the Structure of the [ClSO2NH3]+ Cation

Accumulation, Characterization and Reactivity of Chiral Ammonium‐Carboxonium Dications in Superacid

Contact Info

Product

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Methanesulfonamide in Superacids: Investigations of the CH₃ SO₂ NH₃ ⁺ Cation

The Influence of the Counterions [AsF₆]^– and [GeF₆]^2– on the Structure of the [ClSO₂NH₃]⁺ Cation