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Nickel Mediated Coupling of Organic Ligands

Identyfikatory
Warianty tytułu
Języki publikacji
EN
Abstrakty
EN
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.
Słowa kluczowe
Rocznik
Strony
701--707
Opis fizyczny
Bibliogr. 13 poz., rys.
Twórcy
  • Warsaw University of Technology, Faculty of Chemistry, Koszykowa 75, 00-662 Warsaw, Poland
  • Warsaw University of Technology, Faculty of Chemistry, Koszykowa 75, 00-662 Warsaw, Poland
autor
  • Warsaw University of Technology, Faculty of Chemistry, Koszykowa 75, 00-662 Warsaw, Poland
autor
  • Warsaw University of Technology, Faculty of Chemistry, Koszykowa 75, 00-662 Warsaw, Poland
Bibliografia
  • 1. Pietrzykowski A. and Pasynkiewicz S., J. Organomet. Chem., 440,4021 (1992).
  • 2. Pasynkiewicz S. and Pietrzykowski A., Coord. Chem. Rev., 231, 481 (2002).
  • 3. Pasynkiewicz S., J. Organomet. Chem., 500, 283 (1995).
  • 4. Pasynkiewicz S. and Lehmkhul H., J. Organomet. Chem., 289, 189(1985).
  • 5. Pasynkiewicz S., Pietrzykowski A., Olędzka E., Kryza-Niemiec B., Lipkowski J. and Anulewicz- Ostrowska R., Jnorg. Chim. Acta, accepted for publication (2003).
  • 6. Pietrzykowski A., Pasynkiewicz S. and Buchalski P., Collect. Czech Chem. Commun., 62,318 (1997).
  • 7. Morrison R.T. and Boyd R.N., Organie Chemistry, Third Edition, Allyn and Bacon, Inc., 1973.
  • 8. Pasynkiewicz S., Pietrzykowski A., Bukowska L., Słupecki K., Jerzykiewicz L. and Urbańczyk- Lipkowska Z., J. Organomet. Chem., 604, 241 (2000).
  • 9. Pasynkiewicz S., Buchowicz W. and Pietrzykowski A., J. Organomet. Chem., 531, 121 (1997).
  • 10. Pasynkiewicz S., Buchowicz W., Pietrzykowski A. and Głowiak T., J. Organomet. Chem., 536-537,249 (1997).
  • 11. Suzuki M. and Kimura Y., Chem. Lett., 1543 (1984).
  • 12. Kauffmann T., Angew. Chem., 94, 401 (1982).
  • 13. Tamborski C., Moore G.J. and Soloski E.J., Chem. Ind., 696 (1962).
Typ dokumentu
Bibliografia
Identyfikator YADDA
bwmeta1.element.baztech-article-BUJ1-0023-0128
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