Chloropalladation of 1-aryl-ω-methylenebicyclo[n.1.0]alkanes
The chloropalladation of 1-aryl-ω-methylenebicyclo[n.l.0]alkanes affords a mixture of (1-aryl-3-chloro-2-methylenecycloalkyl) - and (3-aryl-3-chloro-2-methylenecycloalkyl)palladium chloride dimers in excellent yield. These products have been characterized by 1H NMR spectroscopy. The regioselectivity of the chloropalladation appears to be dependent on ring strain, steric hinderance and to some extent, the ability of the aryl substituent to stabilize partial positive charge.
Donaldson, William; North, Jeffrey T.; Gruetzmacher, James A.; Finley, Michael; and Stepuazek, Daniel J., "Chloropalladation of 1-aryl-ω-methylenebicyclo[n.1.0]alkanes" (1990). Chemistry Faculty Research and Publications. 861.