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Reactive intermediates via Fourier transform mass spectrometry
Author(s) -
Kass Steven R.,
Broadus Katherine M.
Publication year - 2002
Publication title -
journal of physical organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.325
H-Index - 66
eISSN - 1099-1395
pISSN - 0894-3230
DOI - 10.1002/poc.499
Subject(s) - chemistry , antiaromaticity , fourier transform ion cyclotron resonance , mass spectrometry , electrospray ionization , molecule , electron ionization , fourier transform , ionization , standard enthalpy of formation , computational chemistry , analytical chemistry (journal) , ion , organic chemistry , aromaticity , chromatography , mathematical analysis , mathematics
A new method for the selective preparation of radical anions in the gas phase is described. Dicarboxylate anions are generated in a Fourier transform mass spectrometer via electrospray ionization, and both carboxylates and an electron are removed to afford odd‐electron anions via sequential fragmentations. Energetic measurements on these species enable the heats of formation of neutral compounds to be determined. The heats of hydrogenation of benzocyclobutadiene and acenaphthyne are used to illustrate this methodology and the antiaromaticity and/or strain energy of these molecules are discussed. Copyright © 2002 John Wiley & Sons, Ltd.