Differentiation of positional isomers of nitro meso-tetraphenylporphyrins by tandem mass spectrometry

Journal of the American Society for Mass Spectrometry
M R DominguesM L Gross

Abstract

We studied by tandem mass spectrometry two isomers of nitro meso-tetraphenylporphyrin, one with a nitro group in the para position of a phenyl ring and the other with the same group in a beta-pyrrolic position, and their copper complexes. Collisional activation of the molecular ions of both free-base porphyrins and of their copper complexes produces an array of product ions that permit ready differentiation of the two positional isomers. The diagnostic ions, when the nitro group is in a beta-pyrrolic position, may be produced through intramolecular and double cyclization processes, triggered by the interaction of the nitro substituent with the neighboring meso-phenyl ring. These diagnostic ions do not form when the nitro group is in the para position. The gas-phase processes have precedents in solution chemistry.

Citations

Jul 22, 2006·Journal of the American Society for Mass Spectrometry·Kimberly S F LauChristian Brückner
Dec 18, 2002·Journal of the American Society for Mass Spectrometry·M Rosario M DominguesMichael L Gross
Aug 15, 2009·European Journal of Mass Spectrometry·Ana I R N A BarrosM Rosário M Domingues
Apr 11, 2008·European Journal of Mass Spectrometry·Eduarda M P SilvaM Rosário M Domingues
Aug 28, 2001·Journal of Mass Spectrometry : JMS
Nov 9, 2006·Rapid Communications in Mass Spectrometry : RCM·Eduarda M P SilvaM Rosário M Domingues
Aug 1, 2007·Dalton Transactions : an International Journal of Inorganic Chemistry·Victor N NemykinAlexey Y Koposov
Aug 18, 2005·Rapid Communications in Mass Spectrometry : RCM·V Vaz SerraA J Ferrer-Correia
Feb 16, 2006·Rapid Communications in Mass Spectrometry : RCM·Yuanpo TaiYuanjiang Pan
Feb 3, 2021·Journal of the American Society for Mass Spectrometry·Fangling WuChuan-Fan Ding
Aug 10, 2010·Inorganic Chemistry·Victor N NemykinBarbara Floris

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