Chapter 48. Insertion of Aromatic Diisocyanates into the N-Si Bonds of 1, 4-Bis(trimethylsilyl)-1, 4-Dihydropyrazine

  1. Prof. Norbert Auner2 and
  2. Prof. Johann Weis3
  1. Torsten Sixt,
  2. Karl-Wilhelm Klinkhammer and
  3. Anja Weismann

Published Online: 28 APR 2008

DOI: 10.1002/9783527619917.ch48

Organosilicon Chemistry IV: From Molecules to Materials

Organosilicon Chemistry IV: From Molecules to Materials

How to Cite

Sixt, T., Klinkhammer, K.-W. and Weismann, A. (2000) Insertion of Aromatic Diisocyanates into the N-Si Bonds of 1, 4-Bis(trimethylsilyl)-1, 4-Dihydropyrazine, in Organosilicon Chemistry IV: From Molecules to Materials (eds N. Auner and J. Weis), Wiley-VCH Verlag GmbH, Weinheim, Germany. doi: 10.1002/9783527619917.ch48

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. Wolfgang Kaim Institut für Anorganische Chemie der Universität Stuttgart Pfaffenwaldring 55, D-70550 Stuttgart, Germany Tel.: Int. code + (711)685 4170 — Fax: Int. code + (711)685 4165

Publication History

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

ISBN Information

Print ISBN: 9783527298549

Online ISBN: 9783527619917

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Keywords:

  • crystal structure;
  • diisocyanates;
  • heterocycles;
  • silicon-nitrogen bonds;
  • insertion

Summary

Combining bifunctional phenylenediisocyanates O[DOUBLE BOND]C=N-(C6H4=C[DOUBLE BOND]O, C6H4 = m- or p-phenylene, with the electron-rich 8 π-electron heterocycle 1, 4-bis(tri-methylsilyl)-1, 4-dihydropyrazine 1 yielded products involving the insertion of both isocyanate finctions into the nitrogen-organosilicon bonds. The crystal structure of the 1:2 bis(insertion) product with m-phenylenediisocyanate is reported, revealing N-silylation and formation of urea functions.