Electrospray mass spectrum of a per(onio)-substituted benzene: retention of coulombic charge upon collisionally activated decomposition.
The hexakis (4-diemthylaminopyridyl) benzene hexacation of 1 is investigated as an extreme example of the ability of electrospray ionization to allow transfer of small multivalent ions to the gas phase. The hexacationized benzene ring ions are stabilized by forming gas phase complexes with two to five trifluoromethanesulfonate counterions. MS/MS analysis reveals that their fragmentation takes place by loss of neutrals such as trifluoromethanesulfonic acid and 4-dimethylaminopyridine; no rupture of the benzene or pyridine rings was observed in spite of accumulation of positive charge in a restricted geometry.
Zhang
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XK
Laboratory of Biophysical Chemistry, National Heart, Lung, and Blood Institute, National Institutes of Health, Bethesda, Maryland, USA.
Fales
H M
HM
D015761:4-Aminopyridine / Q000031:analogs & derivatives / Q000737:chemistry; D001555:Benzene Derivatives / Q000737:chemistry*; D003460:Crystallization; D004563:Electrochemistry; D007202:Indicators and Reagents; D013058:Mass Spectrometry; D008698:Mesylates
D001555:Benzene Derivatives; D007202:Indicators and Reagents; D008698:Mesylates; D015761:4-Aminopyridine; C012077:trifluoromethanesulfonic acid; C003885:4-dimethylaminopyridine