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Polyfluorinated oxaziridines: synthesis and reactivity

Article Abstract:

The addition of trifluoromethyl hydroperoxide to perfluoro-2-azapropene, followed by cyclization of the adduct gives oxaziridines. Fluorinated oxaziridines are selective, neutral, aprotic oxidizing agents and transfer oxygen in large number of substrates. Hydrocarbon oxaziridines show configurational stability at nitrogen, which enables isolation of pure enantiomers. Fluorine substituted oxaziridines show thermal rearrangement, cycloaddition reactions, and reactions with Lewis acid and nucleophiles.

Author: Resnati, Giuseppe, Petrov, Viacheslav A.
Publisher: American Chemical Society
Publication Name: Chemical Reviews
Subject: Chemistry
ISSN: 0009-2665
Year: 1996
Heterocyclic compounds, Oxidizing agents, Rearrangements (Chemistry), Fluorine, Ring formation (Chemistry), Cyclization (Chemistry)

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Transient carbocations and carbanions generated by laser flash photolysis and pulse radiolysis

Article Abstract:

Ground-state nucleophyllic and electrophyllic reactivity of carbocations and carbanions are presented. Use of laser flash photolysis and pulse radiolysis in synthesizing carbocation and carbanions opened the possibility to gather data on absolute kinetics of reactive cations at ground states and factors contributing to charge polarization in a photoexcited state. Photoexcitation of carbocations and carbanions leads to innovative chemistry compared to common molecules.

Author: Das, P.K.
Publisher: American Chemical Society
Publication Name: Chemical Reviews
Subject: Chemistry
ISSN: 0009-2665
Year: 1993
Methods, Usage, Spectra, Photochemistry, Anions, Laser photochemistry

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The chemistry of highly fluorinated carbocations

Article Abstract:

The synthesis of highly fluorinated carbocations from poly- and perfluorinated materials requires strong Lewis acids such as aluminum halides, boron trifluoride and pentafluorides. These reactions follow various reaction mechanisms, such as electrophilic 2 + 2 cycloaddition, acylation, alkenylation and isomerization. The fluorocarbocations are generally formed as intermediates in many reactions. This helps in their isolation and characterization.

Author: Petrov, Viacheslav A., Krespan, Carl G.
Publisher: American Chemical Society
Publication Name: Chemical Reviews
Subject: Chemistry
ISSN: 0009-2665
Year: 1996
Cations, Chemical reactions, Organofluorine compounds, Organic fluorine compounds

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Subjects list: Research, Analysis, Observations
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