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Urotropine as a ligand for the efficient synthesis of metal-organic frameworks

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Abstract

Urotropine is a cheap and promising ligand for the synthesis of metal-organic frameworks containing uncoordinated nitrogen atoms. The reactions between urotropine, dicarboxylic acids, and zinc(II) or cobalt(II) salts were studied. The optimization of the reaction conditions allows the synthesis of three urotropine-containing metal-organic frameworks, [Zn(ur)(abdc)]• •DMF•H2O (1, ur is urotropine, abdc2− is 4,4´-diazobiphenyldicarboxylate, DMF is N,N-dimethylformamide), (CH3ur)[NaCo(dmf)2(bptc)] (2, CH3ur+ is N-methylhexa methyl enetetrammonium, bptc4− is 2,2´,4,4´-biphenyltetracarboxylate), and [Co4(dmf)(ur)2(ndc)4]•5DMF (3, ndc2− is 2,6-naphthalenedicarboxylate). These compounds were structurally characterized and their thermal and adsorption properties were studied. In the three compounds, urotropine performs diff erent functions, acting as a monodentate ligand (compound 1), a bidentate ligand (compound 3), or a methylammonium counterion (compound 2).

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Authors and Affiliations

  1. Nikolaev Institute of Inorganic Chemistry, Siberian Branch of the Russian Academy of Sciences, 3 prosp. Akad. Lavrentieva, 630090, Novosibirsk, Russian Federation

    S. A. Sapchenko, M. O. Barsukova, T. V. Nokhrina, K. A. Kovalenko, D. G. Samsonenko, D. N. Dybtsev & V. P. Fedin

  2. Novosibirsk State University, 2 ul. Pirogova, 630090, Novosibirsk, Russian Federation

    S. A. Sapchenko, M. O. Barsukova, T. V. Nokhrina, K. A. Kovalenko, D. G. Samsonenko, D. N. Dybtsev & V. P. Fedin

  3. School of Chemistry, University of Manchester, Oxford Road, Manchester, M13 9PL, UK

    S. A. Sapchenko

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  1. S. A. Sapchenko
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  2. M. O. Barsukova
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  3. T. V. Nokhrina
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  4. K. A. Kovalenko
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  5. D. G. Samsonenko
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  6. D. N. Dybtsev
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  7. V. P. Fedin
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Corresponding author

Correspondence to V. P. Fedin.

Additional information

This work was financially supported by the Russian Science Foundation (Project No. 18-13-00203).

Based on the materials of the International Markovnikov Congress on Organic Chemistry (June 21—28, 2019, Moscow—Kazan, Russia).

Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 3, pp. 0461–0469, March, 2020.

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Sapchenko, S.A., Barsukova, M.O., Nokhrina, T.V. et al. Urotropine as a ligand for the efficient synthesis of metal-organic frameworks. Russ Chem Bull 69, 461–469 (2020). https://doi.org/10.1007/s11172-020-2785-8

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  • DOI: https://doi.org/10.1007/s11172-020-2785-8

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