75039-48-4Relevant academic research and scientific papers
Empirical Substituent Parameters for E/Z Equilibrium Constants
Knorr, Rudolf
, p. 2441 - 2461 (2007/10/02)
A set of substituent parameters λd is proposed which permits the prediction of E/Z equilibrium constants for olefins, enamines, Schiff bases, hydrazones, semicarbazones, oximes, and nitrones.The set includes values for the "non-bonded" electron pairs and the nitrone oxygen as well as for amino or phenyl groups coplanar and orthogonal to the double bond.Ketone anils prefer a perpendicular phenyl group.Principal limitations of the very simple heuristic model are discussed.The model is also applied to the "cis"- and "ortho"-effects, enolates, and Schiff bases of cyclic and bicyclic ketones.
