Winstein-Holness equation

Seeman, J. I. The Curtin-Hammett principle and the Winstein-Holness equation./. Chem. Educ. 1986, 63, 42-48. 

This has been analyzed in terms of Curtin-Hammett and Winstein-Holness equations (83CRV84). 

Equation 6.65 concerns product distributions, not the overall rate of the reaction. A closely related expression is the Winstein-Holness equation (equation 6.66), which gives the total rate constant (Icwh) for the elimination reaction in terms of the individual rate constants for product formation (fca and 4) and the mole fraction of each reactant present at equilibrium, ng and... 

Seeman, J. I. The Curtin-Hammett Principle and the Winstein-Holness Equation. New Definition and Recent Extensions to Classical Concepts /. Chem. Educ. 1986, 63, 42-48. Winstein, S. Holness, N. J. Neighboring Carbon and Hydrogen. XIX. rerf-Butylcyclohexyl Derivatives. Quantitative Conformational Analysis /. Awj. Chem. Soc. 1955, 77, 5562-5578. Curtin, D. Y. Stereochemical Control of Organic Reactions. Differences in Behavior of Diastereoisomers. I. Ethane Derivatives. The Cis Effect Rec. Chem. Pro ir. 1954, 15, 111-128. An alternative to the Curtin-Hammett argument presented on page 295 is that the epoxide reacts with thiophenoxide from conformation 64b such that the product is bom in the B ring boat (or twist-boat) conformation of 65b. 

Problems in the relationship between tautomerism and reactivity have known to exist for a while [1] and need more quantitative studies. An aspect that should be mentioned here is the Winstein-Holness equation [57-59]. Adapted to tautomerism, it can be written as = iArn where Xi... 

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