Studies on Hydrogenation by Nickel Complexes. 5. The Selective Hydrogenation of 1,4-Cyclohexadienes to Cyclohexenes Catalyzed by a Nickel Complex

Autor:	Nobuo Hirano, Norito Uchino, Yasumasa Sakakibara, Fumiya Harada, Mutsuji Sakai
Rok vydání:	1987
Předmět:	inorganic chemicals Olefin fiber Nickel hydride Cyclohexenes Cyclohexene chemistry.chemical_element Noyori asymmetric hydrogenation General Chemistry Catalysis chemistry.chemical_compound Nickel chemistry Polymer chemistry otorhinolaryngologic diseases Organic chemistry Triphenylphosphine
Zdroj:	Bulletin of the Chemical Society of Japan. 60:2923-2926
ISSN:	1348-0634 0009-2673
DOI:	10.1246/bcsj.60.2923
Popis:	1,4-Cyclohexadiene was hydrogenated selectively to cyclohexene with a nickel catalyst generated from bis(acetylacetonato)nickel(II), triethyldialuminium trichloride, and triphenylphosphine at 40 °C under an atmospheric pressure of hydrogen. The hydrogenation of eleven kinds of alkyl-substituted 1,4-cyclohexadienes gave the corresponding cyclohexenes in good yields by the nickel catalyst. The structural factors of the alkyl substituent on the diolefin are shown to affect the hydrogenation rate. The homogeneous nickel catalyst system, in which a nickel hydride complex NiH(PPh3)(AlCl4) is supposed to be an active species, was effective for the selective hydrogenation of the diolefin to the olefin. A plausible pathway involving π-allylnickel complexes for the hydrogenation is proposed.
Databáze:	OpenAIRE
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