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By P.W. Jolly (Auth.)

The natural Chemistry of Nickel

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1-2), which is then converted into 2-methyl-2-pentene at —40°. s-4-methyl-2pentene in 91% conversion. The isomerization of the methylpentenes is of practical importance because these are produced by the nickel-catalyzed dimerization of propylene: by using an isomerization catalyst it is possible to convert the propylene dimer into a mixture consisting almost exclusively of 2-methyl-2-pentene and 2,3-dimethyl-2-butene (18-20, 112, 116, P197). The most dramatic example of the preferential formation of a cw-2-olefin is to be found in the isomerization of 1-butène using the exotic catalyst [(C6H5)3P]2NiX2-P(C6H5)3-Zn-SnCl2.

Ni(acac) 2 C 1 2 Olefin CH 2 :CH(CH2)2CH 3 and CH3CH1CHCH2CH3 CH 2 :CH(CH 2 ) 3 CH3 Cio Olefin In the majority of cases the nickel component is associated with a ligand. The references refer not only to the catalyst shown in the table but also to related systems. 39 30 TABLE 1-8 THE OLIGOMERIZATION OF OLEFINS: SUPPORTED CATALYSTS Product C4,C6 Olefin C6(C9) Olefin Cia Olefin CH 2 : CH2 CH3CH : CH2 CH2:CHCH2CH3and Nickel comp. 3)2C : CH2 Hexene π-Cyclopentadienylnickel Ni-S Ni0 2 Support Si0 2 -Al 2 0 3 A1 2 0 3 Misc.

Strained Olefins and Alkanes 41 ;-Ni C0 2 CH 3 33 CO2CH3 34 35 mentioned above has a precedent in the stoichiometric thermal rearrangement of the bisphosphite nickel-methylenecyclopropane complex 36 (221). This reaction necessarily involves a hydrogen migration but its mechanism is not understood. II—NiLig [ —NiLig2 -NiLiga Lig = P(OCeH4-0-CeH5)3 36 Bicycloheptadiene also takes part in both 2 π + 2π and 2σ + 2„ addition reactions in the presence of zerovalent nickel catalysts as well as of (R3P)2Ni(CN)2- The structure of most of the oligomers has been well established (10, 24, 101 ; a review is to be found in ref.

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