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Synthesis and Structure of the Cyclic Borenium Cation 1,1,3,3-tetramethyl-1,3λ4,2-diazaborolidin-1-ium chloride

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Abstract

The solid state structure of an N-heterocyclic borane 1,1,3,3-tetramethyl-1,3λ4,2-diazaborolidin-1-ium chloride is reported. This molecule features numerous Cl⋯H hydrogen bonds.

Graphical Abstract

The crystal structure of 1,1,3,3-tetramethyl-1,3λ4,2-diazaborolidin-1-ium chloride shows multiple C–H⋯Cl interactions in the solid state.

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References

  1. Fakioglu E, Yurum Y, Nejat Veziroglu T (2004) A review of hydrogen storage systems based on boron and its compounds. Int J Hydrog Energy 29:1371–1376

    Article  CAS  Google Scholar 

  2. Li H, Yang Q, Chen X, Shore SG (2014) Ammonia borane, past as prolog. J Organomet Chem 751:60–66

    Article  CAS  Google Scholar 

  3. Staubitz A, Robertson APM, Manners I (2010) Ammonia-borane and related compounds as dihydrogen sources. Chem Rev 110:4079–4124

    Article  CAS  Google Scholar 

  4. Staubitz A, Robertson APM, Sloan ME, Manners I (2010) Amine-and phosphine-borane adducts: new interest in old molecules. Chem Rev 110:4023–4078

    Article  CAS  Google Scholar 

  5. Hamilton CW, Baker RT, Staubitz A, Manners I (2009) B-N compounds for chemical hydrogen storage. Chem Soc Rev 38:279–293

    Article  CAS  Google Scholar 

  6. Zhao Q, Li J, Hamilton EJM, Chen X (2015) The continuing story of the diammoniate of diborane. J Organomet Chem 798:24–29

    Article  CAS  Google Scholar 

  7. Fang Z, Luo J, Kang X, Xia H, Wang S, Wen W, Zhou X, Wang P (2011) Facile solid-phase synthesis of the diammoniate of diborane and its thermal decomposition behaviour. Phys Chem Chem Phys 13:7508–7513

    Article  CAS  Google Scholar 

  8. Shore SG, Parry RW (1958) Chemical evidence for the structure of the “Diammoniate of Diborane.” II. The preparation of ammonia-borane. J Am Chem Soc 80:8–12

    Article  CAS  Google Scholar 

  9. Lingam HK, Chen X, Zhao J-C, Shore SG (2012) A Convenient synthesis and a NMR Study of the Diammoniate of Diborane. Chem Eur J 18:3490–3492

    Article  CAS  Google Scholar 

  10. Davis JH Jr, Ruether T, Dorman SC (2012) Boronium based ionic liquids: salts of boron centered cations as promising salts for electrochemical applications. ECS Trans 50:293–299

    Article  Google Scholar 

  11. Ruther T, Huynh TD, Huang J-H, Hollenkamp AF, Salter EA, Wierzbicki A, Mattson K, Lewis A, Davis JH (2010) Stable cycling of lithium batteries using novel boronium-cation-based ionic liquid electrolytes. Chem Mat 22:1038–1045

    Article  CAS  Google Scholar 

  12. Chitsaz S, Breyhan T, Pauls J, Neumuller B (2002) Crystal structures of TMEDA adducts and of salts with protonated TMEDA molecules. Z Anorg Allg Chem 628:956–964

    Article  CAS  Google Scholar 

  13. Brown HC, Singaram B (1980) Molecular addition compounds. 7. Synthesis of addition compounds of boron trifluoride, borane, and alane with N,N,N′N′-tetramethylethylenediamine and triethylenediamine by precipitation from ether solvents. Inorg Chem 19:455–457

    Article  CAS  Google Scholar 

  14. Gatti AR, Wartik T (1966) Preparation and properties of the monoborane adduct of N,N,N′N′-tetramethylethylenediamine. Inorg Chem 5:329–330

    Article  CAS  Google Scholar 

  15. Bowden M, Heldebrant DJ, Karkamkar A, Proffen T, Schenter GK, Autrey T (2010) The diammoniate of diborane: crystal structure and hydrogen release. Chem Commun 46:8564–8566

    Article  CAS  Google Scholar 

  16. Nordman CE, Peters CR (1959) The crystal structure of (NH3)2BH2Cl. J Am Chem Soc 81:3551–3554

    Article  CAS  Google Scholar 

  17. Aakeröy CB, Evans TA, Seddon KR, Pálinkó I (1999) The C–H⋯Cl hydrogen bond: does it exist? New J Chem 23:145–152

    Article  Google Scholar 

  18. McKinnon JJ, Spackman MA, Mitchell AS (2004) Novel tools for visualizing and exploring intermolecular interactions in molecular crystals. Acta Cryst B 60:627–668

    Article  Google Scholar 

  19. Yufit DS, Howard JAK (2010) Low-melting molecular complexes of chloroform. CrystEngComm 12:737–741

    Article  CAS  Google Scholar 

  20. Bruker (2014) APEX v2014.11-0. Bruker AXS Inc., Madison

    Google Scholar 

  21. Bruker (2014) SADABS, Bruker AXS Inc., Madison

    Google Scholar 

  22. Sheldrick GM (2015) SHELXT—integrated space-group and crystal-structure determination. Acta Cryst A 71:3–8

    Article  Google Scholar 

  23. Sheldrick GM (2008) A short history of SHELX. Acta Cryst A 64:112–122

    Article  CAS  Google Scholar 

  24. Wolff SK, Grimwood DJ, McKinnon JJ, Turner MJ, Jayatilaka D, Spackman MA (2012) CrystalExplorer (Version 3.1), University of Western Australia, 2012

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Acknowledgements

We thank HEC Pakistan and TCD for funding this work.

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Authors and Affiliations

  1. School of Chemistry, University of Dublin, Trinity College, Dublin 2, Ireland

    Farzana Begum, Brendan Twamley & Robert J. Baker

  2. Department of Chemistry, Mirpur University of Science and Technology, Mirpur, AJK, Pakistan

    Farzana Begum, Muhammad Aziz Choudhary & Muhammad Aslam Mirza

Authors
  1. Farzana Begum
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  2. Muhammad Aziz Choudhary
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  3. Muhammad Aslam Mirza
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  4. Brendan Twamley
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  5. Robert J. Baker
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Corresponding author

Correspondence to Robert J. Baker.

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Begum, F., Choudhary, M.A., Mirza, M.A. et al. Synthesis and Structure of the Cyclic Borenium Cation 1,1,3,3-tetramethyl-1,3λ4,2-diazaborolidin-1-ium chloride. J Chem Crystallogr 48, 209–212 (2018). https://doi.org/10.1007/s10870-018-0729-z

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  • DOI: https://doi.org/10.1007/s10870-018-0729-z

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