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The catalytid hydrogenation of a variety of organic substrates may be effected by pentacyanocobaltate(II) anion in aqueous solution (1). A general requirement for the reduction of the carbon-carbon double bond is the presence of conjugation; thus, conjugated dienes are reduced to the monoolefin stage. A further requirement fappears to be the ability or the diene to attain a “cisoid” conformation (2). For example, 2, 5-dimethyl-2, 4-hexadiene, in which the cisoid conformation is sterically hindered, is not reduced, while bicyclo - [2,2,1]heptadiene, in which a cisoid conformation is fixed, is reduced, although its resonance stabilization in the ground state is considered to be negligible (3). |
