Synlett 2005(5): 0877-0878  
DOI: 10.1055/s-2005-864790
© Georg Thieme Verlag Stuttgart · New York

Nickel(0) Catalysts in Organic Synthesis

Ze Zhang*
C/O Prof. G.-W. Wang, Laboratory of Fullerene Chemistry and Green Organic Synthesis, Department of Chemistry, University of Science and Technology of China, Hefei 230026, P. R. China
Further Information

Publication History

Publication Date:
09 March 2005 (online)


With the rapid expansion of the utility of palladium catalysts in organic synthesis, nickel catalysts, including nickel(0) catalysts, have been arousing great attention and efforts in recent years. A great deal of work has demonstrated that the Ni(0)-catalyzed carbon-carbon bond forming reaction is an extremely powerful tool in organic synthesis. [1] Using Ni(0) catalysts, it is often possible to invoke reactivity with substrates that are not activated by palladium analogues, or to perform reactions using less forcing conditions. In addition, nickel is a significantly cheaper alternative to palladium. In recent years, they have been applied in a wide range of organic transformations. Even though the use of Ni(0) catalyst in organic synthesis is still in its early stages compared to the widespread utility of Pd catalysts, it is certain that future work from various research groups will greatly expand the use of this chemistry both in industry and academia.

Due to their high air sensitivity, Ni(0) catalysts are most commonly generated in situ first by the reduction of stable Ni(II) complexes with strong reducing reagents and then by association with bulky ligands.


  • 1a Bhaduri S. Homogeneous Catalysis: Mechanisms and Industrial Applications   Wiley-Interscience; New York: 2000. 
  • 1b Lipshutz BH. Blomgren PA. J. Am. Chem. Soc.  1999,  121:  5819 
  • 1c Chung K.-G. Miyake Y. Uemura S. J. Chem. Soc., Perkin Trans. 1  2001,  2725 
  • 2 Kuhl S. Schneider R. Fort Y. Organometallics  2003,  22:  4184 
  • 3 Zhang M.-H. Buchwald SL. J. Org. Chem.  1996,  61:  4498 
  • 4 Busacca CA. Eriksson MC. Fiaschi R. Tetrahedron Lett.  1999,  40:  3101 
  • 5a Louie J. Gibby JE. Farnworth MV. Tekavec TN. J. Am. Chem. Soc.  2002,  124:  15188 
  • 5b Tekavec TN. Arif AM. Louie J. Tetrahedron  2004,  60:  7431 
  • 6a Percec V. Bae J.-Y. Hill DH. J. Org. Chem.  1995,  60:  1060 
  • 6b Saito S. Oh-tani S. Miyaura N. J. Org. Chem.  1997,  62:  8024 
  • 6c Ueda M. Saitoh A. Oh-tani S. Miyaura N. Tetrahedron  1998,  54:  13079 
  • 7 Desmarets C. Kuhl S. Schneider R. Fort Y. Organometallics  2002,  21:  1554 
  • 8 Iyer S. Ramesh C. Ramani A. Tetrahedron Lett.  1997,  38:  8533 
  • 9 Brenner E. Schneider R. Fort Y. Tetrahedron  2002,  58:  6913 
  • 10 Cristau HJ. Vogel R. Taillefer M. Gadras A. Tetrahedron Lett.  2000,  41:  8457