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Elimination of acetic acid from protonated 4,5‐diacetoxyphenanthrene and 2,2′‐diacetoxybiphenyl: An example of an ion chemistry proximity effect
Author(s) -
Orlando M.,
George M.,
Gross M. L.
Publication year - 1993
Publication title -
organic mass spectrometry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.475
H-Index - 121
eISSN - 1096-9888
pISSN - 0030-493X
DOI - 10.1002/oms.1210281033
Subject(s) - protonation , chemistry , acetic acid , tandem , ion , molecule , computational chemistry , atom (system on chip) , photochemistry , organic chemistry , combinatorial chemistry , materials science , computer science , composite material , embedded system
Protonated 4,5‐diacetoxyphenanthrene and 2,2′‐diacetoxybiphenyl dissociate, owing to the interaction of the two acetoxy groups, by eliminating a molecule of acetic acid. This novel proximity effect, which occurs for a fast atom bombardment‐produced closed‐shell ion, was examined in detail using tandem mass spectrometric methods. This process, which was first observed in the decompositions of acetylated complex natural products such as stentorin and hypericin, may serve as a general process for determining the proximity of hydroxyl groups in polycyclic aromatic compounds.