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• W2073240131 endingPage "4783" @default.
• W2073240131 startingPage "4778" @default.
• W2073240131 abstract "The oxidation potentials of 19 nitrogen bases (abbreviated as B: six primary amines, five secondary amines, two tertiary amines, three anilines, pyridine, quinuclidine, and 1,4-diazabicyclo[2,2,2]octane), i.e., E(ox)(B) values in dimethyl sulfoxide (DMSO) and/or acetonitrile (AN), have been measured. Combination of these E(ox)(B) values with the acidity values of the corresponding acids (pK(HB)(+)) in DMSO and/or AN using the equation: BDE(HB)(+) = 1.37pK(HB)(+) + 23.1 E(ox)(B) + C (C equals 59.5 kcal/mol in AN and 73.3 kcal/mol in DMSO) gave estimates of solution phase homolytic bond dissociation energies of H-B(+) bonds. Gas-phase BDE values of H-B(+) bonds were estimated from updated proton affinities (PA) and adiabatic ionization potentials (aIP) using the equation, BDE(HB(+))(g) = PA + aIP - 314 kcal/mol. The BDE(HB)(+) values estimated in AN were found to be 5-11 kcal/mol higher than the corresponding gas phase BDE(HB(+))(g) values. These bond-strengthening effects in solution are interpreted as being due to the greater solvation energy of the HB(+) cation than that of the B(+*) radical cation." @default.
• W2073240131 created "2016-06-24" @default.
• W2073240131 creator A5000906714 @default.
• W2073240131 creator A5090734571 @default.
• W2073240131 date "1996-01-01" @default.
• W2073240131 modified "2023-10-17" @default.
• W2073240131 title "Gas-Phase and Solution-Phase Homolytic Bond Dissociation Energies of H−N⁺ Bonds in the Conjugate Acids of Nitrogen Bases" @default.
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• W2073240131 doi "https://doi.org/10.1021/jo950933r" @default.
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