Selectivity in cobaloxime catalyzed hydrogenation of nitrobenzene in the presence of olefins. Remarkable effect of isoprene

It has been found that nitrobenzene, in the presence of monoolefins, is effectively hydrogenated with the cobaloxime catalyst. Conjugated dienes and nitrobenzene are both hydrogenated; the extent of hydrogenation of dienes depends upon the structure. A remarkable exception is isoprene, whose presence in the reacting solution completely inhibits the hydrogenation of nitrobenzene. No organometallic compounds of Co(III) have been isolated. Homolytic activation of hydrogen is therefore rather unlikely in this system.

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