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1 2003

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Nickel Mediated Coupling of Organic Ligands

Pasynkiewcz S., Pietrzykowski A., Olędzka E., Wang J.

Polish Journal of Chemistry

2003

Vol. 77 / nr 5

701-707

Reactions of nickelocene, NiCp2, with organolithium compounds RLi (R = -C_CPh; -CPh=CPh2; -CPh3, -CPh2SiMe3), where R does not contain _- and _-hydrogen atoms, have been studied. It was found that {CpNiR}, formed in the first step of the reaction, underwent coupling with the formation of {(NiCp)2} and R-R. As organolithium substrates are readily available, and yield of coupling products was high (from over 60% to ~ 90%), the studied reactions could be applied as synthetic methods for preparation of wide range of R-R type organic compounds. In order to improve yield of the products and to prevent very active {(NiCp)2} species from further reactions, NiCp2 and LiR were reacted in the presence of PhC_CMe, what led to the formation of only two products: (NiCp)2_PhC_CMe complex and R-R. These products were easily separated by column chromatography on neutral alumina, leading to the isolation of R-R in high yield.