Proton-Transfer Reactions. 4. Near-Unity Kinetic Isotope Effects for Hydron Exchange and Dehydrofluorination Reactions

DOI: 10.1021/ja00346a048

Source and publish data:

Journal of the American Chemical Society p. 2394 - 2398 (1983)

Update date:2022-08-05

Topics: IR spectroscopy Regioselectivity Electron transfer Lewis acid NMR spectroscopy Catalyst Mass spectrometry Nucleophile Electrophile Retro-aldol reaction Hydrogen bonding pH Michael addition Leaving group Tautomerism Buffer Solution Reaction Mechanism UV-Vis Spectroscopy Enolization Substitution Reaction Hydride Transfer Elimination Reaction Solvent Effects Substituent Effects Stereoselectivity Aldol Reaction Substrate Quenching Bond Cleavage Deuterium Labeling Activation Energy Thermodynamic Stability Acid-Base Catalysis Kinetic Control Thermodynamic Control Isotopic Labeling Activation Parameters Flash Photolysis Proton-Coupled Electron Transfer (PCET) Radical mechanism Potential Energy Surface (PES) Bronsted Acid Ionic Strength Kinetic Analysis Reaction rate Standard State Inhibition Lewis base Steric Effect Transition state

Authors:

Koch, Heinz F.

Dahlberg, Donald B.

Lodder, Gerrit

Root, Karen S.

Touchette, Nancy A.

et al. et al.

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Article abstract of DOI:10.1021/ja00346a048

Rates and isotope effects are reported for benzylic hydron exchange and dehydrofluorination reactions of C6H5CⁱHClCF3 (I) and C6H5CⁱH(CF3)2 (II) in alcoholic sodium alkoxide solutions.Reactions of I were studied in ethanol and isotop

Full text of DOI:10.1021/ja00346a048

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