Kinetic acidity of aliphatic hydrocarbons. Hydrogen isotope exchange with cesium cyclohexylamide in cyclohexylamine

Kinetic acidities are reported for methane, ethane, propane, cyclopropane, isobutane, neopentane, tetramethylbutane, norbornane, nortricyclene, and adamantane by tritiodeprotonation or deuteriodeprotonation in cyclohexylamine catalyzed by cesium cyclohexylamide.

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Bibliographic Details
Published inJournal of the American Chemical Society Vol. 127; no. 25; pp. 9290 - 9297
Main Authors STREITWIESER, Andrew, KEEVIL, Thomas A, TAYLOR, David R, DART, Edward C
Format Journal Article
LanguageEnglish
Published Washington, DC American Chemical Society 29.06.2005
Subjects
Amides - chemistry
Cesium - chemistry
Chemistry
Cyclohexylamines - chemistry
Deuterium - chemistry
Deuterium Exchange Measurement - methods
Exact sciences and technology
Hydrocarbons - chemistry
Kinetics
Kinetics and mechanisms
Organic chemistry
Organometallic Compounds - chemistry
Reactivity and mechanisms
Time Factors
Alkali metal Compounds
Catalytic reaction
Base catalysis
Isotope exchange
Thermal reaction
Experimental study
Organic solvent
Alkane
Kinetic parameter
Rate constant
Catalyst activity
Mass spectrometry
Liquid scintillation
Deprotonation
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Summary:Kinetic acidities are reported for methane, ethane, propane, cyclopropane, isobutane, neopentane, tetramethylbutane, norbornane, nortricyclene, and adamantane by tritiodeprotonation or deuteriodeprotonation in cyclohexylamine catalyzed by cesium cyclohexylamide.
Bibliography:ObjectType-Article-1
SourceType-Scholarly Journals-1
ObjectType-Feature-2
content type line 23
ISSN:0002-7863
1520-5126
DOI:10.1021/ja051366k