Trimethylenemethane Palladium Catalysed Cycloadditions
NOTE: Important charges and non-bonding electrons are shown throughout the animation except during the transition state phase.
In these animations the R group is represented as a purple hydrogen. The mechanism is thought to be stepwise whereby the carbanion undergoes a conjugate addition reaction with cyclopentanone. This is followed by an attack on the Pi-allyl palladium unit by the formed enolate. The resulting product from this overall 'cycloaddition' has an exo methylene group .
Click the structures and reaction black arrows in sequence to view the 3D models and animations respectively