ESI-MS spectra of 3-cyano-4-(substituted phenyl)-6-phenyl-2(1H)-pyridinones

Autor: Marinković Aleksandar D., Vasiljević Tatjana M., Laušević Mila D., Jovanović Bratislav Ž.
Jazyk: angličtina
Rok vydání: 2009
Předmět:
Zdroj: Journal of the Serbian Chemical Society, Vol 74, Iss 3, Pp 223-235 (2009)
Druh dokumentu: article
ISSN: 0352-5139
1820-7421
DOI: 10.2298/JSC0903223M
Popis: Twelve 3-cyano-4-(substituted phenyl)-6-phenyl-2(1H)-pyridinones were investigated by tandem mass spectrometry using positive as well as negative electrospray ionization. The influence of the electron affinity of the substituent and the steric effect on the fragmentation is discussed. Pyridinones with a substituent of low proton affinity show loss of water, HCN or benzene from the pyridinone ring in the first step of MS2 fragmentations. Oppositely, if a substituent with high proton affinity is present on the phenyl ring in the 4-position of pyridinone, the fragmentation paths are complex, depending mainly on the substituent proton acceptor ability. Elimination of neutral molecules CO, HCN, H2O, PhH (benzene) or Ph and CN radicals are fragmentation processes common for all compounds in the subsequent steps of the fragmentations.
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