Methylene-transfer reactions of benzylium/tropylium ions with neutral toluene studied by means of ion-trap mass spectrometry

作者：Zins Emilie Laure; Pepe Claude; Schroeder Detlef

来源：Faraday Discussions, 2010, 145: 157-169.

DOI：10.1039/b907236e

The ion-molecule reactions of C(7)H(7)(+) ions with neutral toluene are investigated in an ion-trap mass spectrometer, which is shown to be suitable instrumentation for kinetic studies, although the absolute rate constant can only be derived with difficulties. The benzylium ions C(6)H(5)CH(2)(+) undergo a formal CH(2)(+) transfer with toluene to afford the corresponding xylenium ions, CH(3)-C(6)H(4)-CH(2)(+), whereas the tropylium ions c-C(7)H(7)(+) do not react. The results for the parent compound C(7)H(7)(+) are complemented with data for the tert-butyl derivative generated by collision-induced dissociation of the corresponding p-(tert-butyl)benzyl pyridinium ion. For the tert-butyl substituted ion, the benzylium/tropylium dichotomy exists in a similar manner in that reactive and non-reactive fractions are observed, of which the former is assigned to the benzylium structure on the basis of infrared-multiphoton dissociation spectra.

• 出版日期2010