Selective Catalytic Hydrogenation of Alicyclic Dienes with Hydrogen in a Liquid Phase

Abstract

The hydrogenation behavior of a number of alicyclic dienes (5-vinyl-2-norbornene (5-vinyl-bicyclo[2.2.1]heptene-2), dicyclopentadiene (tricyclo[5.2.1.0^2,6]decadiene-3,8), and cis,cis-1,5-cyclooctadiene) to the corresponding cycloalkenes in the presence of a finely divided palladium catalyst suspended in the liquid phase has been studied. The reactivities of the double bonds of these dienes have been compared. The conversion of 5-vinyl-2-norbornene and selectivity of its hydrogenation to 2-vinylnorbornane depending on the reaction conditions have been evaluated. Conditions for the selective production of desired 2-vinylnorbornane are proposed for the further implementation of this process in practice.