Chapter 7. A Model System for the Generation of Silyl Cationic Species of Different Reactivity and Stability

  1. Prof. Dr. Norbert Auner2 and
  2. Prof. Dr. Johann Weis3
  1. Thomas Müller

Published Online: 5 MAY 2008

DOI: 10.1002/9783527619924.ch7

Organosilicon Chemistry V: From Molecules to Materials

Organosilicon Chemistry V: From Molecules to Materials

How to Cite

Müller, T. (2003) A Model System for the Generation of Silyl Cationic Species of Different Reactivity and Stability, in Organosilicon Chemistry V: From Molecules to Materials (eds N. Auner and J. Weis), Wiley-VCH Verlag GmbH, Weinheim, Germany. doi: 10.1002/9783527619924.ch7

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. Institut für Anorganische Chemie, Johann Wolfgang Goethe-Universität Frankfurt Marie Curie-Str. 11, D-60439 Frankfurt am Main, Germany Tel.: +49 69 79829166 - Fax: +49 69 79829188

Publication History

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

ISBN Information

Print ISBN: 9783527306701

Online ISBN: 9783527619924

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Keywords:

  • carbocations;
  • computational chemistry;
  • NMR spectroscopy;
  • reactive intermediates;
  • silyl cations;
  • β-silyleffect;
  • quantum mechanical calculations

Summary

On the basis of the results of quantum-mechanical investigations a model system, 1, is suggested which allows the synthesis and the investigation of highly electrophilic silyl cationic species. The cations 1 are stabilized by intramolecular interaction with different electron-rich donor substituents X in a constant molecular environment. This model provides the possibility to compare the different stabilizing ability of the ligands X, which is the first step on the way to silyl cations with controlled and tunable reactivity. The applicability of this model system is demonstrated for three different stabilizing groups X (X = aryl, alkynyl and hydrogen).