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Conformational properties of 1-methyl-1-germacyclohexane: low-temperature NMR and quantum chemical calculations

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Abstract

The conformational preference of the methyl group of 1-methyl-1-germacyclohexane was studied experimentally in solution (low-temperature 13C NMR) and by quantum chemical calculations (CCSD(T), MP2 and DFT methods). The NMR experiment resulted in an axial/equatorial ratio of 44/56 mol% at 114 K corresponding to an A value (A = G ax − G eq) of 0.06 kcal mol−1. An average value for ΔG #e→a  = 5.0 ± 0.1 kcal mol−1 was obtained for the temperature range 106–134 K. The experimental results are very well reproduced by the calculations. CCSD(T)/CBS calculations + thermal corrections resulted in an A value of 0.02 kcal mol−1, whereas a ΔE value of −0.01 kcal mol−1 at 0 K was obtained.

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Acknowledgments

Ingvar Arnason and Nanna R. Jonsdottir thank the Icelandic Centre for Research (RANNIS) for financial support, Grant No 100040022.

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Author notes

  1. Ragnar Bjornsson

    Present address: Max-Planck Institute for Chemical Energy Conversion, Stiftstrasse 32-34, 45470, Mülheim an der Ruhr, Germany

Authors and Affiliations

  1. Science Institute, University of Iceland, Dunhaga 3, 107, Reykjavik, Iceland

    Nanna Rut Jonsdottir, Ágúst Kvaran, Sigridur Jonsdottir & Ingvar Arnason

Authors
  1. Nanna Rut Jonsdottir
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  2. Ágúst Kvaran
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  3. Sigridur Jonsdottir
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  4. Ingvar Arnason
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  5. Ragnar Bjornsson
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Corresponding author

Correspondence to Ingvar Arnason.

Additional information

This study is dedicated to Professor Aldo Domenicano on the occasion of his 75th birthday.

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Jonsdottir, N.R., Kvaran, Á., Jonsdottir, S. et al. Conformational properties of 1-methyl-1-germacyclohexane: low-temperature NMR and quantum chemical calculations. Struct Chem 24, 769–774 (2013). https://doi.org/10.1007/s11224-013-0214-4

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  • DOI: https://doi.org/10.1007/s11224-013-0214-4

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