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Structures and Conformational Analysis of Monosubstituted Cyclopropanes of the Type: c-Pr-XY3 and c-Pr-CH2-XY3 (X = Si, Ge; Y = H, F, Cl)

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Structures and Conformations of Non-Rigid Molecules

Part of the book series: NATO ASI Series ((ASIC,volume 410))

Abstract

The molecular structures of various cyclopropanes of the type C3 H5-XY3 and C3 H5 -CH2 –XY3 have been investigated by means of electron diffraction, vibrational spectroscopy and ab initio computations. Interesting systematical structural changes have been observed as a result of the variation of the substituent group XY3. Among these are the disparity of the ring C-C bond lengths, the shortening of the Cring -X bond and the increase of the positive tilt of the XY3 group upon XH3/XF3 substitution. A dynamical scheme for the treatment of the torsional vibration of the SiF3 group as a large amplitude motion has been used. The potential barrier for the XY3 moiety was determined. A conformational analysis of the C3H5-CH2-SiH3 and its fluorinated counterpart with respect to the Cring -CH2 and the CH2-Si axis has been performed. Whereas only the gauche conformer in the former compound is stable, the latter one exists in two stable forms, the cis, 55%(10), and the gauche, 45%(10). Vibrational mean square amplitudes and harmonic corrections for converting the ra into rα distances were calculated from ab initio force fields.

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Authors and Affiliations

  1. Abteilung für Elektrochemie, Universität Ulm, 7900, Ulm, Germany

    Marwan Dakkouri

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  1. Marwan Dakkouri
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Editors and Affiliations

  1. Texas A&M University, College Station, Texas, USA

    Jaan Laane

  2. Universität Ulm, Ulm, Germany

    Marwan Dakkouri

  3. Universitair Centrum Antwerpen, Antwerpen, Belgium

    Ben van der Veken

  4. Universität Tübingen, Tübingen, Germany

    Heinz Oberhammer

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Dakkouri, M. (1993). Structures and Conformational Analysis of Monosubstituted Cyclopropanes of the Type: c-Pr-XY3 and c-Pr-CH2-XY3 (X = Si, Ge; Y = H, F, Cl). In: Laane, J., Dakkouri, M., van der Veken, B., Oberhammer, H. (eds) Structures and Conformations of Non-Rigid Molecules. NATO ASI Series, vol 410. Springer, Dordrecht. https://doi.org/10.1007/978-94-011-2074-6_24

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  • DOI: https://doi.org/10.1007/978-94-011-2074-6_24

  • Publisher Name: Springer, Dordrecht

  • Print ISBN: 978-94-010-4920-7

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