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), Vol. 116:15; ISSN 0002-7863
• Country of Publication: United States
• Language: English

Related Subjects

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