74503-43-8Relevant academic research and scientific papers
Solvent effect on the volume of the DielsAlder reaction between tetracyanoethylene and trans,trans-1,4-diphenyl-1,3-butadiene
Kiselev,Medvedeva,Kashaeva,Shikhaab,Iskhakova,Konovalov
, p. 432 - 435 (2002)
From the partial molar volumes of tetracyanoethylene, trans,trans-1,4-diphenyl-1,3-butadiene, and their Diels-Alder adduct, the volumes of the reaction in a series of solvents at 25°C (cm3 mol-1) were calculated: in dioxane, -26.4; in chloroform, -34.9; in ethyl acetate, -34.5; in acetonitrile, -4.4; in cyclohexanone, -34.0; in 1,2-dichloroethane, -31.8; in benzene, -26.9; in toluene, -24.5; in o-xylene, -21.1; and in mesitylene, -16.9. The solvent effects on the activation and reaction volumes and on the partial molar volumes of the reactants, activated complex, and adduct were discussed.
Solvent effect on the activation volume of the diels-alder reaction between tetracyanoethylene and trans, trans-1,4-diphenyl-1,3-butadiene
Kiselev,Shikhaab,Iskhakova,Konovalov
, p. 98 - 104 (2002)
The effect of increased hydrostatic pressure on the rate of the Diels-Alder reaction of tetracyanoethylene with trans, trans-1,4-diphenyl-1,3-butadiene at 25°C was studied to estimate the reaction volume and to show that it considerably varies with π-donor properties of the medium.
Solvent effect on the volume of activation and volume of the Diels-Alder reaction
Kiselev, Vladimir D.,Konovalov, Alexandr I.,Asano, Tsutomu,Kashaeva, Elena A.,Iskhakova, Gulnara G.,Shihab, Mahdi S.,Medvedeva, Margarita D.
, p. 636 - 643 (2007/10/03)
Volumes of activation, ΔV, and reaction, ΔV, partial molar volumes, V, and enthalpies of solution, ΔsolH, were determined for tetracyanoethylene, cyclopentadiene, 1,3-butadiene, trans, trans-1,4-diphenyl-1,3-butadiene and their Diels
THE EFFECT OF THE STABILIZATION AND LOCALIZATION ENERGY ON THE REACTIVITY OF THE REAGENTS IN THE DIELS-ALDER REACTION
Konovalov, A. I.,Kiselev, V. D.
, p. 1018 - 1028 (2007/10/02)
The effect of the stabilization and localization energy on the reactivity of the addends in the Diels-Alder reaction was examined.The enthalpies of stabilization were calculated from data on the ionization potentials and electron affinities, and the chang
Reaktivity of Substituted 1,3-Butadienes in Diels-Alder-Reactions
Ruecker, Christa,Lang, Dietrich,Sauer, Juergen,Friege, Henning,Sustmann, Reiner
, p. 1663 - 1690 (2007/10/02)
Kinetic data for the reaction of substituted 1,3-dienes with tetracyanoethylene (TCNE) and other dienophiles are interpreted in terms of the FMO-model.While the expectations are fulfilled qualitatively, the kinetic data cannot be correlated quantitatively.This shows that in Diels-Alder reactions besides HOMO-LUMO separation other factors play an important role, for instance the 1,4-distance in the diene and the conformational equilibrium cisoid transoid of the diene.The kinetic data are in accord with a one-step mechanism of the cycloaddition reaction.
