95333-35-0Relevant academic research and scientific papers
The Importance for Cage Compound Formation of the Oxidation Potential of the Enedionic System in Benzoquinone-Cyclopentadiene Adducts
Wladislaw, Blanka,Marzorati, Liliana,Campos, Ivan P. de Arruda,Viertler, Hans
, p. 475 - 478 (2007/10/02)
Some substituted benzoquinone-cyclopentadiene Diels-Alder adducts do not undergo photocyclization to give cage compounds.For the adducts a parallel increase of relative quantum yield and half-peak oxidation potential, measured by cyclic voltammetry, is observed.A large difference between the energy levels of the interacting orbitals is assumed to be responsible for this lack of reactivity.
Lewis Acid Catalyzed Cycloreversion Reaction of Strained Cage Ketones to Triquinane Skeletons: Kinetic Evidence for a Large Acceleration of the Reaction Owing to Stereoelectronic Requirement
Okamoto, Yasushi,Senokuchi, Kazuhiko,Kanematsu, Ken
, p. 4593 - 4599 (2007/10/02)
Cookson's pentacyclic cage diketones substituted with an electron-donating group (1b-e) underwent a remarkably fast cycloreversion reaction under various Lewis acid catalyzed conditions.The high reactivity of these cage ketones is discussed in terms of push-pull type interactions on the basis of large substituent effects and kinetic measurements.Keywords - cycloreversion reaction; Cookson's pentacyclic cage diketone; Lewis acid catalyst; electron-donating group; stereoelectronic effect
