Toluenium and other Gaseous Methylbenzenium Ions: Complex Interplay of Protonated Arenes and Cyclo-Olefins

Kuck D (2020)
Mass Spectrometry Reviews.

Zeitschriftenaufsatz | E-Veröff. vor dem Druck | Englisch
 
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Abstract / Bemerkung
The development of the current knowledge of the gas-phase chemistry of protonated methylbenzenes, such as toluenium, xylenium and mesitylenium ions, their higher congeners as well as of their mostly cyclo-olefinic isomers by mass spectrometric methodology is presented. Starting from the observation of the characteristic expulsion of dihydrogen from metastable C7 H9 + ions, which is associated with the release of large amounts of kinetic energy, and the composite C- and H-scrambling prior to the loss of methane, in particular, insights into the isomerization scenario of various isomeric C7 H9 + , C8 H11 + , and C9 H13 + ions, based on a large variety of independent techniques, are discussed. Besides isotope labeling and metastable ion methodology, these include flowing afterglow mass spectrometry, gas-phase titration and infrared spectroscopy of mass-selected ions. The particularly complex energy hypersurface of isomerizing and fragmenting toluenium ions, which has been elaborated in various reports over the years, is presented in a combined way to assess the role of protonated cycloheptatriene, norbornadiene, and 6-methylfulvene as well as a number of further C7 H9 + isomers. The formation and nature of C7 H9 + ions generated by fragmentation of various hydrocarbon precursors, such as monoterpenes and adamantane, is also addressed. The contribution of infrared multiphoton dissociation spectroscopy (IRMPD)and tagged-ion infrared photodissociation (IRPD) of the gaseous C7 H9 + ions as compared to the wealth of previous understanding of their chemistry is commented on as well. Finally, remarkable parallels of the gas-phase chemistry of methylbenzenium ions and the role of such species within the cavities of acidic zeolite catalysts in the course of the industrially important methanol-to-hydrocarbon reaction are discussed. © 2020 John Wiley & Sons Ltd. Mass Spec Rev. © 2020 John Wiley & Sons Ltd.
Erscheinungsjahr
2020
Zeitschriftentitel
Mass Spectrometry Reviews
eISSN
1098-2787
Page URI
https://pub.uni-bielefeld.de/record/2943700

Zitieren

Kuck D. Toluenium and other Gaseous Methylbenzenium Ions: Complex Interplay of Protonated Arenes and Cyclo-Olefins. Mass Spectrometry Reviews. 2020.
Kuck, D. (2020). Toluenium and other Gaseous Methylbenzenium Ions: Complex Interplay of Protonated Arenes and Cyclo-Olefins. Mass Spectrometry Reviews. https://doi.org/10.1002/mas.21631
Kuck, D. (2020). Toluenium and other Gaseous Methylbenzenium Ions: Complex Interplay of Protonated Arenes and Cyclo-Olefins. Mass Spectrometry Reviews.
Kuck, D., 2020. Toluenium and other Gaseous Methylbenzenium Ions: Complex Interplay of Protonated Arenes and Cyclo-Olefins. Mass Spectrometry Reviews.
D. Kuck, “Toluenium and other Gaseous Methylbenzenium Ions: Complex Interplay of Protonated Arenes and Cyclo-Olefins”, Mass Spectrometry Reviews, 2020.
Kuck, D.: Toluenium and other Gaseous Methylbenzenium Ions: Complex Interplay of Protonated Arenes and Cyclo-Olefins. Mass Spectrometry Reviews. (2020).
Kuck, Dietmar. “Toluenium and other Gaseous Methylbenzenium Ions: Complex Interplay of Protonated Arenes and Cyclo-Olefins”. Mass Spectrometry Reviews (2020).
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