Reactions over metal catalysts. Part II. Hydrogenolysis of 3,3-dimethylnortricyclene and nortricyclene-3-spirocyclopropane
Abstract
Hydrogenolysis of 3,3-dimethylnortricyclene in solution or in the vapour phase over a series of palladium and platinum catalysts gives a mixture of 2,2- and 7,7-dimethylnorbornanes with the latter predominating. Hydrogenolysis over palladium on pumice catalyst gives a mixture of products including several which arise from carbon–carbon bond breaking and formation. The formation of this latter type of product is more prevalent in reactions of nortricyclene-3-spirocyclopropane (5).