Mass Spectrometry Studies of the Retro-Cycloaddition Reaction of Pyrrolidino and 2-Pyrazolinofullerene Derivatives Under Negative ESI Conditions

作者：Luis Delgado Juan; Filippone Salvatore; Martin Domenech Angel; Altable Margarita; Maroto Enrique; Langa Fernando; Martin Nazario; Martinez Alvarez Roberto^*

来源：Journal of the American Society for Mass Spectrometry, 2011, 22(3): 557-567.

DOI：10.1007/s13361-010-0063-y

• ESI
• Retrocycloaddition reaction
• Pyrazolinofullerenes
• Pyrrolidinofullerenes

Substituted pyrrolidino- and 3-alkyl-2-pyrazolinofullerenes ionize under ESI and MALDI mass spectrometry conditions and negative mode of detection undergoing mass spectral fragmentations, which can be easily correlated with the reported results for the thermal and electrochemical retro-cycloaddition reactions of these compounds. 2-Pyrazolinofullerenes lead directly to a [60]fullerene product ion formed through a retro-cycloaddition process regardless of the substituents attached at the carbon and nitrogen atoms of the heterocyclic ring. These results are different from whose reported for the thermal and electrochemical processes. In contrast, pyrrolidinofullerenes undergo different fragmentative reactions depending upon the substituents (hydrogen, alkyl, or acyl) attached at the nitrogen atom of the heterocyclic ring leading eventually to the pristine C-60 in the last step of the fragmentation pathway.

• 出版日期2011-3