1017-93-2Relevant academic research and scientific papers
Cycloadditions of Tetracyanoethylene with Dienes and Electron Rich Alkenes: A Search for ET Mechanisms Employing Sensitive Cation Radical Probes
Kim, Taisun,Mirafzal, Gholam A.,Bauld, Nathan L.
, p. 7201 - 7204 (1993)
Cycloadditions of tetracyanoethylene with electron rich alkenes are investigated using sensitive cation radical probes.The results support a direct cycloaddition mechanism as opposed to one involving initial electron transfer.
PHOTOCHEMISTRY OF BRIDGED CYCLOHEPTADIENES. MULTIPLICITY DEPENDENT PERICYCLIC REARRENGEMENTS OF EXCITED BICYCLONONA-2,4-DIENE-7,7,8,8-TETRACARBONITRILE
Goldschmidt, Zeev,Genizi, Elisheva
, p. 4867 - 4870 (2007/10/02)
Bicyclonona-2,4-diene-7,7,8,8-tetracarbonitrile rearranges selectively under direct irradiation in acetonitrile to tricyclo2,4>non-6-ene-8,8,9,9-tetracarbonitrile, and upon acetone sensitization to bicyclonona-2,6-diene-8,8,9,9-tetracarbonitrile.Both products are derived from sigma bond cleavage, in contrast to the parent unsubstituted diene where only the ?-bonds react.
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.
