Characterization of ionized heterocyclic carbenes by ion-molecule reactions.
1,2-Hydrogen shift isomers of ionized pyridine, thiazole and imidazole are readily characterized by the study of their associative ion-molecule reactions with dimethyl disulfide in the quadrupole collision cell of a new hybrid sector-quadrupole-sector mass spectrometer. Efficient trapping reactions of CH(3)S(.) radicals are indeed observed and the actual structure of the adduct [M + CH(3)S](+) ions is clearly indicated by their high-energy collisional activation mass spectra. These trapping reactions are not observed for the 'conventional' pyridine, thiazole and imidazole molecular ions, which only react by charge exchange producing m/z 94, [CH(3)SSCH(3)](*+), ions.
Gerbaux
P
P
Organic Chemistry Laboratory, University of Mons-Hainaut, 19 Avenue Maistriau, 7000 Mons, Belgium.
Barbieux-Flammang
M
M
Van Haverbeke
Y
Y
Flammang
R
R
D005609:Free Radicals / Q000737:chemistry; D006571:Heterocyclic Compounds / Q000737:chemistry*; D007093:Imidazoles / Q000737:chemistry; D013058:Mass Spectrometry; D011725:Pyridines / Q000737:chemistry; D013844:Thiazoles / Q000737:chemistry
D005609:Free Radicals; D006571:Heterocyclic Compounds; D007093:Imidazoles; D011725:Pyridines; D013844:Thiazoles