Use of two‐parameter correlations for studying the radical reactivity of aromatic compounds
- 1 February 1981
- journal article
- research article
- Published by Wiley in International Journal of Chemical Kinetics
- Vol. 13 (2) , 173-186
- https://doi.org/10.1002/kin.550130207
Abstract
Two‐parameter equation correlations are reported for radical reactions of aromatic compounds. In these correlations polar and resonance substituent constants identical with the substituent constants of aliphatic compounds were used. The equations correlate the rate constants for H abstraction reactions and for the addition of a variety of free radicals to the ortho‐, meta‐, and para‐substituted aromatic compounds. Besides, they correlate parameters of the spectra for substituted aromatic radicals. The correlations show that the effects of para substituents on the reactions studied are nearly entirely resonance effects, whereas for the meta‐ and ortho‐substituted compounds polar (inductive) effects become essential. Application of the two‐parameter correlations permits also to determine the structure of transition states (σ or π‐complex) in free‐radical reactions.Keywords
This publication has 56 references indexed in Scilit:
- Acetoxyéthylation Aromatique HomolytiqueBulletin des Sociétés Chimiques Belges, 1978
- Correlation Equations in Free-radical ReactionsRussian Chemical Reviews, 1971
- Hydrogen atom abstraction from substituted diphenylmethanes by bromine atomsThe Journal of Organic Chemistry, 1970
- The effect of solvents on the selectivity of electrophilic reagents. I. Radical halogenation of substituted toluenesCollection of Czechoslovak Chemical Communications, 1968
- Free-radical hydrogen-atom abstractions from substituted cumenesThe Journal of Organic Chemistry, 1968
- Directive Effects in the Attack of Phenyl Radicals on Carbon-Hydrogen BondsJournal of the American Chemical Society, 1963
- The Identity of the Chain-Carrying Species in Brominations with N-Bromosuccinimide: Selectivity of Substituted N-Bromosuccinimides toward Substituted ToluenesJournal of the American Chemical Society, 1963
- Positive Halogen Compounds. VIII. Structure and Reactivity in N-Bromosuccinimide BrominationsJournal of the American Chemical Society, 1963
- Electrophilic Substituent ConstantsJournal of the American Chemical Society, 1958
- The Relative Reactivities of Substituted Toluenes toward Chlorine Atoms1Journal of the American Chemical Society, 1957