Abstract
Radical-cations a-c with the structure HN=C=C=X (X=O, NH, S respectively) have been studied by collisional-activation (CA) mass spectrometry using different target gases (helium, oxygen and nitrogen). An unusual effect of the nature of the collision gas has been noted for oxygen which induces a very intense loss of a nitrogen atom for ions a and b, but not for ion c. The replacement of the NH hydrogen by a methyl group suppresses this effect Oxygen therefore appears to induce an isomerization of ions a and b into nitrene isomers a′ and b′ (N - CH=C=X). The use of nitrogen, which gives essentially the same CA spectra as helium, eliminates the possibility of an effect based on the center-of-mass collision energy. G2(MP2) calculations indicate that the nitrene radical-cations lie close in energy to the cumulene ions when X=O or NH.
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