86188-83-2

Upstream product

• 1271-28-9 nickelocene 
• 74-85-1 ethene 
• 591-51-5 phenyllithium 

Relevant academic research and scientific papers

The activation of c-h bonds in terminal olefins by cyclopentadienylnickel species

The alkylidynetrinickel clusters (NiCp)3C(CH2)8CH3 1, (NiCp)3CCH3 2 and tetrakis(η5-cyclopentadienyl)dihydridotetranickel (NiCp)4H2 3 were isolated from the

Ni-C-ADDITION AND KOMPLEXIERTES ALKEN

The isolable η2-ethylene-cyclopropyl- (1) and -phenylnickel (3) complexes react by addition of the organometal bond to the complexed ethylene to give 1/1 insertion products which can be trapped, in the presence of an excess of ethylene, as the

Insertion of Coordinated Olefins into the Organyl-Metal Bond of CpNi(organyl)(η2-olefin) Complexes

The CpNiR(η2-CH2=CH2)complexes 1-13 react with insertion of the coordinated ethylene into the Ni-R bond.In the cases where R = Ph (5) and p-C6H4X , the primary reaction products D can be trapped at -50 deg C to -10 deg C by complexation to ethylene, to give, e.g., CpNi(p-CH2CH2C6H4X)(η2-CH2=CH2), 22 and 23, or to ethylene to give 24.Rearrangement to the (1,2,7-η3-benzyl)NiCp complexes 14-21 occurs in the absence of excess ethylene.The rate of insertion of the complexed ethylene increases (relative to the CpNiPh compound 5) in the presence of donor substituents in the p-Ph position and decreases in the presence of acceptor groups.The complexes Cp*Ni(p-C6H4X)(η2-CH2=CH2) 25-27 are less reactive; they require temperatures ca. 30 deg C higher than their Cp analogues to form the ethylene complexes of their insertion products.The η2-butadiene compounds CpNiR(1-2-η2-CH2=CHCH=CH2) 3-allyl)NiCp compounds 35b-37b and these rearrange at 60 deg C to the thermodynamically more stable syn isomers a.The reactivity of the Cp(organyl)Ni(η2-olefin)complexes with respect to olefin insertion into the organyl-Ni bond decreases in the order: CpNi(p-C6H4X)(butadiene) > CpNi(p-C6H4X)(C2H4) > Cp*Ni(p-C6H4X)(C2H4) > CpNi(alkyl)(C2H4) (alkyl = Me, Et > Pr, Bu).

(η2-Alkene)(η5-cyclopentadienyl)organylnickel Complexes

The (cyclopentadienyl)organylnickel species A, which is formed by reaction of nickelocene (1) with organolithium or organomagnesium halides, can be stabilized by complexation to the C=C bond of an olefin.Below ca. -30 deg C, the organyllithium compounds react with 1 and olefins to give the (η2-alkene)(η5-cyclopentadienyl)organylnickel complexes 2a-j (alkene: ethylene), 7-14 (alkene:propene) as well as the related methylnickel derivatives 15-17 and 22-25 with alkenes of different types. - Only one C=C bond of butadiene complexes to give 18, while in the case of substituted 1,3-alkadienes the least substituted double bond is complexed.Temperature dependent NMR spectra are observed; in the case of the CH2=CHR and CH2=CR1R2 complexes as the result of rotation of the alkene around the coordination axis two rotamers can be observed at ca. -60 deg C.The ability of the organylnickel bond to add to complexes ethylene decreases in the order Ph-Ni (to 28) > c-C3H5-Ni (to 29) > Me-Ni (to 2e). 2d catalyzes the oligomerisation of ethylene at 120 deg C to give a mixture of butene, hexene, and octene.