Abstract
Analyses of cationic dipyridocyanine dyes by liquid-secondary-ion mass spectrometry in a liquid matrix of meta-nitrobenzyl alcohol (rnNBA) provide evidence for beam-induced addition reactions between the sample molecule (C) and the mNBA solvent. The ionic products of these addition reactions formally correspond to [C+mNBA−O2]+, Ic+mNBA−O2−H]+, and [C+mNBA−O2−2H]+. Initial loss of H from the adduct ion extends the conjugation of the adduct into the mNBA ring structure, whereas the final loss of hydrogen is thought to be promulgated by the formation of a benzylic radical stabilized through resonance with the π-electron system of the nitrobenzyl alcohol. Alternatively, two hydrogens may be lost from the alcohol functionality to form an aldehyde.
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Lemire, S.W., Zhao, X., Tolbert, L.M. et al. Beam-induced reaction between meta-nitrobenzyl alcohol and dipyridocyanine dyes in liquid-secondary-ion mass spectrometry. J Am Soc Mass Spectrom 5, 1017–1020 (1994). https://doi.org/10.1016/1044-0305(94)80020-0
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DOI: https://doi.org/10.1016/1044-0305(94)80020-0