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Double adducts of norbornadiene-2,5 and anthracene derivatives have been synthesized using the Diels–Alder reaction. The possibility of selective preparation of both symmetrical and unsymmetrical adducts depending on the reaction conditions has been shown. For these cycloadducts exclusively consisting of carbon and hydrogen, an unusual and interesting feature has been revealed, namely, the signals of the protons of the bridge methylene groups in the 1H NMR spectra have chemical shifts in the negative region. In this work, double adducts of anthracene derivatives and norbornadiene (2,5-(bicyclo-[2.2.1]-hepta-2,5-diene)) have been synthesized and their structure investigated. The synthesized compounds possess a rigid, branched, and bulky structure suitable for the fabrication of composite membrane materials.

The possibility of selective hydrogenation of 5-vinyl-2-norbornene to 2-vinylnorbornane with hydrazine hydrate in the presence of an oxidant (oxygen or air oxygen) and a hydrazine hydrate decomposition catalyst has been investigated. It has been shown that the hydrazine hydrate/oxidant/catalyst system makes it possible to hydrogenate the endocyclic (norbornene) double bond of 5-vinyl-2-norbornene to form 2-vinylnorbornane with a selectivity of up to 95% at the 5-vinyl-2-norbornene conversion above 99%. As catalysts for the oxidative decomposition of hydrazine hydrate, Pd/C and copper salts have been tested. The influence of the conditions of 5-vinyl-2-norbornene hydrogenation to 2-vinylnorbornane on the selectivity of the process and the product yield has been studied. An optimized and preparatively convenient procedure for the selective production of 2-vinylnorbornane has been developed.