Gas-phase reactivity of copper cations with ketones

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Eur. J. Mass Spectrom. 7, 313 - 320 (2001)

Gas-phase reactivity of copper cations with ketones

P. Fordham, M. Deschasse, V. Haldys, J. Tortajada and J.-P. Morizur^*
Université dEvry Val dEssonne, Institut des Sciences, Laboratoire Analyse et Environnement, CNRS UMR 8587, Boulevard François Mitterrand, 91025 Evry Cedex, France

ABSTRACT:

Gas-phase ionmolecule reactions between copper ions and ketones were investigated. Organometallic adducts were prepared using a chemical ionisation/fast-atom bombardment source. Abundant pseudo-molecular ion adducts were observed in the Cu⁺-chemical ionisation mass spectra and their unimolecular decompositions were studied by tandem mass spectrometry. Mass-analysed ion kinetic energy spectroscopy revealed diagnostic fragmentation patterns. Losses of alkenes, losses of alkanes and dehydrogenation and dehydration reactions were observed, as well as eliminations of CuR (R = C_nH_{2n + 1}). The rich reaction chemistry of the cationised ketones enabled differentiation of the majority of the linear and branched ketone isomers studied. Isotope-labelled derivatives were employed to elucidate fragmentation mechanisms.

Keywords: copper ions, ketones, MIKE, CI/FAB source, organometallic adducts

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