Relationship of nitrogen lone pair interactions to thermodynamic parameters associated with amine basicities. [Trimethyl- and triethylamine and tertiary bicyclic amines]

Journal Article · Mon Dec 31 23:00:00 EST 1973 · J. Am. Chem. Soc.; (United States)

DOI:https://doi.org/10.1021/ja00812a060· OSTI ID:7128362

Staley, R H; Beauchamp, J L

Determination of gas phase basicities (defined as the enthalpy change for the reaction BH/sup +/ ..-->.. B + H/sup +/) of diazabicyclooctane and quinuclidine using ion cyclotron resonance spectroscopy is reported. The relationship between nitrogen lone pair interactions and thermodynamic parameters associated with amine basicity are delineated. The use of BH/sup +/ homolytic bond dissociation energies as a measure of nitrogen lone pair interactions and of resonance stabilization is discussed. (DDA)

• Research Organization: California Inst. of Tech., Pasadena
• OSTI ID: 7128362
• Journal Information: J. Am. Chem. Soc.; (United States), Journal Name: J. Am. Chem. Soc.; (United States) Vol. 96; ISSN JACSA
• Country of Publication: United States
• Language: English

Related Subjects

37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY
400104 -- Spectral Procedures-- (-1987)
400301* -- Organic Chemistry-- Chemical & Physicochemical Properties-- (-1987)
AMINES
BASES
CRYOGENIC FLUIDS
DISSOCIATION ENERGY
ELECTRONEGATIVITY
ELECTRONIC STRUCTURE
ELEMENTS
ENERGY
FLUIDS
ION CYCLOTRON RESONANCE SPECTROSCOPY
ION SPECTROSCOPY
MATHEMATICAL MODELS
MOLECULAR MODELS
NITROGEN
NONMETALS
ORGANIC COMPOUNDS
PHYSICAL PROPERTIES
SPECTROSCOPY
THERMODYNAMIC PROPERTIES