Summary
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1.
The influence of amines and heterocyclic compounds containing nitrogen on the rate and selectivity of the hydrogenation of cyclopentadiene, tolane, and dimethylvinylethynylcarbinol was studied in the presence of a skeletal nickel catalyst.
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2.
In the presence of methylamine, butylamine, ethylenediamine, hexamethylenediamine, piperidine, 4-ethylpyridine, benzotriazole, and quinoline methiodide, cyclopentadiene, tolane, and dimethylvinylethynylcarbinol are selectively hydrogenated on a skeletal nickel catalyst to the corresponding monoolefinic compounds. Such selectivity may be explained by the reversible adsorption poisoning of the catalyst.
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3.
In the presence of α-naphthylamine, diethylamine, diphenylamine, and 2-ethylpyridine, the hydrogenation of cyclopentadiene, tolane, and dimethylvinylethynylcarbinol is nonselective; the monoolefinic compounds formed are hydrogenated further, forming the fully hydrogenated compounds.
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Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimisheskaya, No. 7, pp. 1151–1160, July, 1965
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Balandin, A.A., Polkovnikov, B.D., Taber, A.M. et al. Influence of amines on the activity and selectivity of a skeletal nickel catalyst. Russ Chem Bull 14, 1120–1128 (1965). https://doi.org/10.1007/BF00847880
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DOI: https://doi.org/10.1007/BF00847880