Structure, reactivity, and chemistry of fluoroalkyl radicals
Article Abstract:
Structural analysis of fluoroalkyl radicals reveals that the nonconjugated carbon radicals having at least two fluorine substituters are pyramidal. The sigma character of trifluoro methyl, difluoro methyl, and perfluoro-n-alkyl radicals is responsible for their high reactivity in both alkene addition and hydrogen abstraction reactions. High exothermicity and electronegativity of perfluoroalkyl radicals, which stabilize the transition states, contribute towards the reactivity. The radicals also undergo substitution, polymerization, and rearrangement reactions.
Publication Name: Chemical Reviews
Subject: Chemistry
ISSN: 0009-2665
Year: 1996
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Introduction: fluorine chemistry
Article Abstract:
The understanding of the effects of fluorination on reactive intermediates helps in the study of fluorocarbons. Fluorinated ylides, electrophilic NF reagents, and perfluoroalkylating reagents form a wide range of fluorinating agents. Electrophilic hypofluorite fluorinating agents are produced in situ from F2. Fluorinated peroxides exhibit free radical and single electron transfer mechanisms for fluoroalkylation. The oxaziridines act as oxygen transfer agents and strong oxidizing agents.
Publication Name: Chemical Reviews
Subject: Chemistry
ISSN: 0009-2665
Year: 1996
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Fluorinated carbenes
Article Abstract:
Photoionization and irradiation of fluorocarbons generate fluorinated carbenes. The direct attachment of fluorine atom to the divalent atom of a carbene stabilizes the singlet state more than the triplet state. Fluorine, when directly attached to the carbene carbon, brings about thermodynamic stability, while fluorine substitution at the carbon atom adjacent to the carbene center exhibits kinetic stability by the inhibition of 1,2-rearrangements.
Publication Name: Chemical Reviews
Subject: Chemistry
ISSN: 0009-2665
Year: 1996
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