Regioselective synthesis of biradical negative ions in the gas phase. Generation of trimethylenemethane, m-benzyne, and p-benzyne anions

Journal Article · Wed Jul 27 00:00:00 EDT 1994 · Journal of the American Chemical Society; (United States)

DOI:https://doi.org/10.1021/ja00094a071· OSTI ID:6908807

Wenthold, P G; Hu, J; Squires, R R ^[1]

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1. Purdue Univ., West Lafayette, IN (United States)

We report a general regioselective method for producing high yields of biradical negative ions ([open quotes]distonic[close quotes] radical anions) in the gas phase. These species are of fundamental interest for several reasons: for use in mass spectrometric studies of free radical chemistry, for use in investigating the acid-base properties of radicals, and, most significantly, for use in negative ion photoelectron spectroscopic measurements of the electron affinities and singlet-triplet energy gaps in the corresponding neutral biradicals. We describe here the mechanism and scope of the new synthetic procedure and its application in the synthesis and characterization of m- and p-benzene anions and trimethylenemethane anion in a flowing afterglow - triple quadrupole apparatus.

• OSTI ID: 6908807
• Journal Information: Journal of the American Chemical Society; (United States), Journal Name: Journal of the American Chemical Society; (United States) Vol. 116:15; ISSN JACSAT; ISSN 0002-7863
• Country of Publication: United States
• Language: English

Related Subjects

37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY
400201* -- Chemical & Physicochemical Properties
400202 -- Isotope Effects
Isotope Exchange
& Isotope Separation
CHALCOGENIDES
CHARGED PARTICLES
HEAVY WATER
HYDROCARBONS
HYDROGEN COMPOUNDS
IONS
NITRIC OXIDE
NITROGEN COMPOUNDS
NITROGEN OXIDES
NITROUS OXIDE
ORGANIC COMPOUNDS
OXIDES
OXYGEN COMPOUNDS
RADICALS
SYNTHESIS
WATER