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Zeitschrift für Naturforschung B

A Journal of Chemical Sciences

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Volume 72, Issue 8


Synthesis and crystal structures of non-symmetric 1,3-di(alkyloxy)imidazolium salts

Markus Jochriem / Christian G. Kirchler / Gerhard Laus
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  • Faculty of Chemistry and Pharmacy, University of Innsbruck, 6020 Innsbruck, Austria, Fax: +43 512 507 57099
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/ Klaus Wurst / Holger Kopacka / Thomas Müller / Herwig Schottenberger
Published Online: 2017-07-27 | DOI: https://doi.org/10.1515/znb-2017-0089


A series of non-symmetric 1,3-di(alkyloxy)imidazolium salts were synthesized by stepwise alkylation of 1-hydroxyimidazole-3-oxide. The quaternary salts were subsequently functionalized by bromination in 2-position. A 2-azidoimidazolium salt and an imidazoline-2-thione were prepared exemplarily. Crystal structures of two 2-bromo-1-alkyloxy-3-methyloxyimidazolium tribromides and a mercury(II)-thione complex have been determined by X-ray diffraction.

Keywords: imidazolium salt; ionic liquid; mercury; thione; tribromide


  • [1]

    G. Laus, A. Schwärzler, P. Schuster, G. Bentivoglio, M. Hummel, K. Wurst, V. Kahlenberg, T. Lörting, J. Schütz, P. Peringer, G. Bonn, G. Nauer, H. Schottenberger, Z. Naturforsch. 2007, 62b, 295.Google Scholar

  • [2]

    G. Laus, K. Wurst, V. Kahlenberg, H. Kopacka, C. Kreutz, H. Schottenberger, Z. Naturforsch. 2010, 65b, 776.Google Scholar

  • [3]

    G. Laus, A. Schwärzler, G. Bentivoglio, M. Hummel, V. Kahlenberg, K. Wurst, E. Kristeva, J. Schütz, H. Kopacka, C. Kreutz, G. Bonn, Y. Andriyko, G. Nauer, H. Schottenberger, Z. Naturforsch. 2008, 63b, 447.Google Scholar

  • [4]

    G. Bentivoglio, A. Schwärzler, K. Wurst, V. Kahlenberg, G. Nauer, G. Bonn, H. Schottenberger, G. Laus, J. Chem. Cryst. 2009, 39, 662.CrossrefGoogle Scholar

  • [5]

    B. L. Eriksen, P. Vedsø, S. Morel, M. Begtrup, J. Org. Chem. 1998, 63, 12.CrossrefGoogle Scholar

  • [6]

    D. Zhao, Z. Fei, T. J. Geldbach, R. Scopelliti, G. Laurenczy, P. J. Dyson, Helv. Chim. Acta. 2005, 88, 665.CrossrefGoogle Scholar

  • [7]

    G. Laus, V. Kahlenberg, K. Wurst, T. Müller, H. Kopacka, H. Schottenberger, Z. Naturforsch. 2013, 68b, 1239.Google Scholar

  • [8]

    F. F. Awwadi, R. D. Willett, K. A. Peterson, B. Twamley, Chem. Eur. J. 2006, 12, 8952.CrossrefGoogle Scholar

  • [9]

    T. Clark, M. Hennemann, J. S. Murray, P. Politzer, J. Mol. Model. 2007, 13, 291.CrossrefGoogle Scholar

  • [10]

    M. A. Spackman, D. Jayatilaka, CrystEngComm. 2009, 11, 19.Google Scholar

  • [11]

    H. Haller, M. Ellwanger, A. Higelin, S. Riedel, Angew. Chem. Int. Ed. 2011, 50, 11528.CrossrefGoogle Scholar

  • [12]

    C. R. Groom, F. H. Allen, Angew. Chem. Int. Ed. 2014, 53, 662.CrossrefGoogle Scholar

  • [13]

    V. Vitske, H. Herrmann, M. Enders, E. Kaifer, H.-J. Himmel, Chem. Eur. J. 2012, 18, 14108.CrossrefGoogle Scholar

  • [14]

    C. Zhou, C. Fu, S. Ma, Tetrahedron 2007, 63, 7612.CrossrefGoogle Scholar

  • [15]

    N. Bricklebank, P. J. Skabara, D. E. Hibbs, M. B. Hursthouse, K. M. A. Malik, J. Chem. Soc., Dalton Trans. 1999, 3007.CrossrefGoogle Scholar

  • [16]

    P. D. Boyle, W. I. Cross, S. M. Godfrey, C. A. McAuliffe, R. G. Pritchard, S. J. Teat, J. Chem. Soc., Dalton Trans. 1999, 2845.CrossrefGoogle Scholar

  • [17]

    V. Vitske, P. Roquette, S. Leingang, C. Adam, E. Kaifer, H. Wadepohl, H.-J. Himmel, Eur. J. Inorg. Chem. 2011, 1593.Google Scholar

  • [18]

    V. Gierz, A. Seyboldt, C. Maichle-Mössmer, R. Fröhlich, F. Rominger, D. Kunz, Eur. J. Inorg. Chem. 2012, 1423.Google Scholar

  • [19]

    B. M. Trost, D. A. Thaisrivongs, J. Am. Chem. Soc. 2009, 131, 12056.Google Scholar

  • [20]

    M. I. Saleh, E. Kusrini, N. Ngah, B. M. Yamin, Acta Crystallogr. 2006, E62, o1654.Google Scholar

  • [21]

    H. Vogt, C. Frauendorf, A. Fischer, P. G. Jones, Z. Naturforsch. 1995, 50b, 223.Google Scholar

  • [22]

    S. Bartz, B. Blumenröder, A. Kern, J. Fleckenstein, S. Frohnapfel, J. Schatz, A. Wagner, Z. Naturforsch. 2009, 64b, 629.Google Scholar

  • [23]

    A. M. Hutchings, N. E. McConnell, R. A. Faucher, D. VanDerveer, D. J. Williams, J. Chem. Cryst. 2003, 33, 619.CrossrefGoogle Scholar

  • [24]

    W. Lu, P. S. Barber, S. P. Kelley, R. D. Rogers, Dalton Trans. 2013, 42, 12908.CrossrefGoogle Scholar

  • [25]

    S. A. Rahaman, B. Roy, S. Mandal, S. Bandyopadhyay, Inorg. Chem. 2016, 55, 1069.Google Scholar

  • [26]

    G. Laus, J. Stadlwieser, W. Klötzer, Synthesis 1989, 21, 773.CrossrefGoogle Scholar

  • [27]

    G. M. Sheldrick, Acta Crystallogr. 2015, A71, 3.Google Scholar

  • [28]

    G. M. Sheldrick, Acta Crystallogr. 2015, C71, 3.Google Scholar

About the article

Received: 2017-05-31

Accepted: 2017-06-29

Published Online: 2017-07-27

Published in Print: 2017-08-28

Citation Information: Zeitschrift für Naturforschung B, Volume 72, Issue 8, Pages 617–626, ISSN (Online) 1865-7117, ISSN (Print) 0932-0776, DOI: https://doi.org/10.1515/znb-2017-0089.

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