36748-71-7Relevant academic research and scientific papers
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
Reaktion von trans-1-Arylbutadienen und 1,1-Diarylbutadienen mit Tetracyanethylen (TCNE) und 2,2-Bis(trifluormethyl)ethylen-1,1-dicarbonitril (BTF) : Praeparative Studie.
Drexler, J.,Lindermayer, R.,Hassan, M. A.,Sauer, J.
, p. 2555 - 2558 (2007/10/02)
Trans-1-Arylbutadienes 5 yield normal DIELS-ALDER-adducts 9 and 10 with TCNE 7 and BTF 8.On the other hand 1,1-diarylbutadienes 6 reacting with the same dienophiles give 1:1-adducts 12/13 and/or 14, respectively substitution products 11.At higher temperat
Reaktion von trans-1-Arylbutadienen und 1,1-Diarylbutadienen mit Tetracyanethylen (TCNE) und 2,2-Bis(trifluormethyl)ethylen-1,1-dicarbonitril (BTF): Kinetische Studie
Drexler, J.,Lindermayer, R.,Hassan, M. A.,Sauer, J.
, p. 2559 - 2562 (2007/10/02)
Kinetic data (substituent effects, solvent effects, activation parameter) are reported for the reactions of trans-1-arylbutadienes 1 and 1,1-diarylbutadienes 3 with TCNE 4 and BTF 5. (2+2)- and (4+2)-cycloadducts 7 respectively 9 can rearrange or undergo cycloreversions with quite different reaction rates depending on the substituent in the aryl-ring.
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.
