Chapter 26. β-Donor Bonds in Hydroxylamino-and Oximatosilanes

  1. Prof. Norbert Auner2 and
  2. Prof. Johann Weis3
  1. Norbert W. Mitzel and
  2. Udo Losehand

Published Online: 28 APR 2008

DOI: 10.1002/9783527619917.ch26

Organosilicon Chemistry IV: From Molecules to Materials

Organosilicon Chemistry IV: From Molecules to Materials

How to Cite

Mitzel, N. W. and Losehand, U. (2000) β-Donor Bonds in Hydroxylamino-and Oximatosilanes, in Organosilicon Chemistry IV: From Molecules to Materials (eds N. Auner and J. Weis), Wiley-VCH Verlag GmbH, Weinheim, Germany. doi: 10.1002/9783527619917.ch26

Editor Information

  1. 2

    Inst. für Anorganische Chemie, der Universität Frankfurt, Marie-Curie-Strasse 11, D-60439 Frankfurt am Main, Germany, Phone: 0 69/7 98-29180, -29591, Fax: 069/798-29188

  2. 3

    Wacker-Chemie GmbH, Geschäftsbereich S, Werk Burghausen, Johannes-Hess-Strasse 24, D-84489 Burghausen, Germany

Author Information

  1. Anorganisch-chemisches Institut der Technische Universität München Lichtenbergstr. 4, 85747 Garching, Germany Tel. Int. code + (89)289 13066 —Fax. Int. code + (89) 289 13125

Publication History

  1. Published Online: 28 APR 2008
  2. Published Print: 17 JAN 2000

ISBN Information

Print ISBN: 9783527298549

Online ISBN: 9783527619917



  • donor bonds;
  • hydroxylamines;
  • oximes


β-Donor-acceptor bonds between geminally positioned N and Si atoms are an inherent structure phenomenon of 0-silylated hydroxylamines and oximes. These interactions lead to considerably compressed Si-O-N angles in hydroxylaminosilanes, culminating in (Me2NO)2SiH2. The strength of the P-donor bond can be estimated by temperature-dependent NMR investigation of Et2NOSiH3. The β-donor-acceptor bonds in the oximatosilanes Me2C[DOUBLE BOND]NOSiH3 and (Me2C[DOUBLE BOND]NO)2SiH2 are much weaker due to the lower basicity of nitrogen atoms involved in a double bond. However, the Si-O-N angles of oximatosilanes are still markedly compressed as compared to related compounds, e.g. isopropoxysilane, Me2HCOSiH3.