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Zeitschrift für Naturforschung B

A Journal of Chemical Sciences


IMPACT FACTOR 2018: 0.961

CiteScore 2018: 0.91

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Source Normalized Impact per Paper (SNIP) 2018: 0.505

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Volume 67, Issue 10

Issues

Reversible Heterolytic Si–H Bond Activation by an Intramolecular Frustrated Lewis Pair

Wanli Nie
  • Organisch-Chemisches Institut,WestfälischeWilhelms-Universität Münster, Corrensstraße 40, 48149 Münster, Germany
  • College of Chemistry & Materials Science, Northwest University, 229 North Taibai Road, Xi’an 710069, Shaanxi Province, P. R. China
  • Other articles by this author:
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/ Hendrik F. T. Klare
  • Organisch-Chemisches Institut,WestfälischeWilhelms-Universität Münster, Corrensstraße 40, 48149 Münster, Germany
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/ Martin Oestreich
  • Institut für Chemie, Technische Universität Berlin, Straße des 17. Juni 115, 10623 Berlin, Germany
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/ Roland Fröhlich
  • Organisch-Chemisches Institut,WestfälischeWilhelms-Universität Münster, Corrensstraße 40, 48149 Münster, Germany
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/ Gerald Kehr
  • Organisch-Chemisches Institut,WestfälischeWilhelms-Universität Münster, Corrensstraße 40, 48149 Münster, Germany
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/ Gerhard Erker
  • Corresponding author
  • Organisch-Chemisches Institut,WestfälischeWilhelms-Universität Münster, Corrensstraße 40, 48149 Münster, Germany
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Published Online: 2014-06-02 | DOI: https://doi.org/10.5560/znb.2012-0181

The intramolecular frustrated P/B Lewis pair Mes2PCH2CH2B(C6F5)2 (7) reacts readily with phenylsilane by heterolytic cleavage of the Si-H bond to give the zwitterion [Mes2(PhH2Si)P+CH2CH2B-H(C6F5)2] (8a), which has been fully characterized and its structure confirmed by X-ray crystal structure analysis. Variable-temperature NMR studies revealed that the reaction is reversible. Adduct 8a is the predominant species (ca. 98%) in CD2Cl2 solution at low temperature (193 K), whereas at ambient temperature (299 K) it exists in a ca. 7 : 3 equilibrium with unreacted 7 and PhSiH3. Diphenylsilane reacted similarly with the frustrated Lewis pair 7, however, the equilibrium was found to favor the starting materials in the investigated temperature range.

Graphical Abstract

Reversible Heterolytic Si–H Bond Activation by an Intramolecular Frustrated Lewis Pair

Reversible Heterolytic Si–H Bond Activation by an Intramolecular Frustrated Lewis Pair

Keywords : Frustrated Lewis Pairs; Silanes; Si-H Bond Activation; Silylphosphonium Ions

About the article

Received: 2012-07-03

Published Online: 2014-06-02

Published in Print: 2012-10-01


Citation Information: Zeitschrift für Naturforschung B, Volume 67, Issue 10, Pages 987–994, ISSN (Online) 1865-7117, ISSN (Print) 0932-0776, DOI: https://doi.org/10.5560/znb.2012-0181.

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© 1946 – 2014: Verlag der Zeitschrift für Naturforschung. This work is licensed under the Creative Commons Attribution-NonCommercial-NoDerivatives 3.0 License. BY-NC-ND 3.0

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