Strength of C-H bonds in amines and amides and their reactivity toward peroxyl radicals

Citation
Et. Denisov et Sl. Khursan, Strength of C-H bonds in amines and amides and their reactivity toward peroxyl radicals, RUSS J PH C, 74, 2000, pp. S491-S497
Citations number
33
Categorie Soggetti
Physical Chemistry/Chemical Physics
Journal title
RUSSIAN JOURNAL OF PHYSICAL CHEMISTRY
ISSN journal
00360244 → ACNP
Volume
74
Year of publication
2000
Supplement
3
Pages
S491 - S497
Database
ISI
SICI code
0036-0244(2000)74:<S491:SOCBIA>2.0.ZU;2-L
Abstract
The experimental data on reactions of peroxyl radicals with aliphatic amine s were analyzed in terms of the parabolic model of bimolecular reactions. T he parameters characterizing this class of reactions were determined. The r eactivities of amine C-H bonds in reactions with RO2. were found to be clos e to those of the C-H bonds of alkylaromatic hydrocarbons. The obtained par ameters were used to calculate the dissociation energies of C-H bonds in 1 1 amines and four amides from the kinetic data. Quantum-chemical calculatio ns of the dissociation energies of C-H bonds in several polyamines, amides, and imides were performed. The results were used to estimate the reactivit ies of various C-H bonds of polyamines and amides in reactions with peroxyl radicals.