Chapter 5. New Reactions of Stable Silylenes

  1. Prof. Dr. Norbert Auner2 and
  2. Prof. Dr. Johann Weis3
  1. Robert West,
  2. Daniel F. Moser,
  3. Michael Haaf,
  4. Thomas A. Schmedake and
  5. Ilia Guzei

Published Online: 5 MAY 2008

DOI: 10.1002/9783527619924.ch5

Organosilicon Chemistry V: From Molecules to Materials

Organosilicon Chemistry V: From Molecules to Materials

How to Cite

West, R., Moser, D. F., Haaf, M., Schmedake, T. A. and Guzei, I. (2003) New Reactions of Stable Silylenes, in Organosilicon Chemistry V: From Molecules to Materials (eds N. Auner and J. Weis), Wiley-VCH Verlag GmbH, Weinheim, Germany. doi: 10.1002/9783527619924.ch5

Editor Information

  1. 2

    Department of Inorganic Chemistry, University of Frankfurt, Marie-Curie-Straße 11, 60439 Frankfurt am Main, Germany

  2. 3

    Consortium of Electrochemical Industry GmbH, Zielstattstraße 20, 81379 Munich, Germany

Author Information

  1. Organosilicon Research Center, University of Wisconsin-Madison 1101 University Ave., Madison, WI53706–1396, USA Fax: +1 608 262 6143

Publication History

  1. Published Online: 5 MAY 2008
  2. Published Print: 26 SEP 2003

ISBN Information

Print ISBN: 9783527306701

Online ISBN: 9783527619924



  • silicon-metal complexes;
  • halocarbons;
  • polymerization


Some recent chemistry of the stable silylenes, (CHNtBu)2Si: (1) and (CH2NtBu)2Si: (2) is reported [1]. The X-ray crystal structure of 1 has finally been determined. Both silylenes react with transition metal carbonyls to displace CO and form silylene complexes. Complexes of 1 and 2 with Cr, Mo, W, Fe, Ru, and Ni have been prepared and studied structurally. Reactions of 1 and 2 with halocarbons yield either simple addition of the C-X bond to the silylene, or 2:1 silylene: halocarbon products containing a Si-Si bond, depending on the halocarbon. Silylene 1 catalyzes the polymerization of nearly all compounds containing carbon-carbon double or triple bonds. Possible mechanisms are proposed for several of the reactions described above.