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Structural and thermochemical studies of pyrrolidine borane and piperidine borane by gas electron diffraction and quantum chemical calculations

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Abstract

The gaseous structures, thermochemical properties and dehydrogenation reaction energy profiles of the borane complexes of pyrrolidine and piperidine have been investigated using gas electron diffraction (GED) and state-of-the-art computational methods. These complexes are of interest because of their potential as hydrogen storage materials for future onboard transport applications. A comparative structural and thermochemical analysis revealed structures with a slight difference in the essential B–N bond length, with the piperidine borane having a longer bond even though it has a stronger B–N bond according to predicted bond dissociation energies, a trend common with amine boranes. To identify the most favourable dehydrogenation pathway, BH3-catalysed and BH3-uncatalysed dehydrogenation channels have been explored, where the former has been shown to be the favourable process for both complexes. The energy requirements for the hydrogen release reactions are expected to be minimal as evidenced from the calculated dehydrogenation reaction energies, implying their suitability for onboard chemical hydrogen storage.

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Acknowledgements

S.L.M. and A.M.J. thank the New Zealand eScience Infrastructure (NeSI) for supercomputing resources. All data supporting this study are provided either in the results section of this paper or as supplementary information accompanying this paper.

Funding

A.M.J. would like to thank the Federal University Kashere (Nigeria) for funding his doctoral fellowship through the Tertiary Education Trust Fund (TETFund). D.A.W. and C.D.R. would also like to thank the EPSRC for funding the gas electron diffraction and theoretical research at the University of York (UK) via a Fellowship for D.A.W. (EP/ I004122) and a Studentship for C.D.R. (EP/1651146). This project received the support of the PHC Dumont d’Urville 34165NB.

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Authors and Affiliations

  1. School of Physical and Chemical Sciences, University of Canterbury, Private Bag 4100, Christchurch, 8140, New Zealand

    Aliyu M. Ja’o & Sarah L. Masters

  2. Department of Chemistry, University of York, Heslington, York, YO10 5DD, UK

    Derek A. Wann, Conor D. Rankine & João P. F. Nunes

  3. Univ Rennes, École Nationale Supérieure de Chimie de Rennes, CNRS, ISCR – UMR6226, F-35000, Rennes, France

    Jean-Claude Guillemin

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  1. Aliyu M. Ja’o
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Correspondence to Sarah L. Masters.

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Ja’o, A.M., Wann, D.A., Rankine, C.D. et al. Structural and thermochemical studies of pyrrolidine borane and piperidine borane by gas electron diffraction and quantum chemical calculations. Struct Chem 32, 205–213 (2021). https://doi.org/10.1007/s11224-020-01647-0

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