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This article is cited in 92 scientific papers (total in 92 papers)
The Application of the Hammett Equation with the Constants σph in the Chemistry of Organophosphorus Compounds
T. A. Mastryukova, M. I. Kabachnik A. N. Nesmeyanov Institute of Organoelement Compounds, USSR Academy of Sciences, Moscow
Abstract:
The review deals with the application of the Hammett equation to organophosphorus reactions and equilibria using the constants σph. As far as possible a complete list of the constants σph is given. Analysis of the application of the constants σph shows that linear correlations between the rate and equilibrium constants for organophosphorus reactions are usually obtained when the phosphorus atom is not a reaction centre. For reactions involving phosphorus directly, linear correlations are achieved with the aid of the inductive (σphI) and resonance (σphR) constants, namely: Σ(σphI+ασphR). A method of calculation of the constants σphI and σphR is described and as far as possible a complete list of these constants is given for various groups attached to the phosphorus atom. It has been demonstrated on 124 reaction series as examples the function Σ(σphI+ασphR) makes it possible to construct a universal system for the σρ analysis of reactions, equilibria, and certain physical constants in the chemistry of organophosphorus compounds on the basis of the equation lgK = lgK0+ρΣ(σphI+ασphR) with high correlation coefficients. The relation between the constants α and ρ on the one hand and the type of reaction and its mechanism on the other is discussed. The bibliography includes 117 references.
Citation:
T. A. Mastryukova, M. I. Kabachnik, “The Application of the Hammett Equation with the Constants σph in the Chemistry of Organophosphorus Compounds”, Usp. Khim., 38:10 (1969), 1751–1782; Russian Chem. Reviews, 38:10 (1969), 795–811
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https://www.mathnet.ru/eng/rcr2300https://doi.org/10.1070/RC1969v038n10ABEH001839 https://www.mathnet.ru/eng/rcr/v38/i10/p1751
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