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Electroconducting Radical-Cation Salts Based on Tetrathiafulvalene Derivatives and Transition Metals Bis(dicarbollides)

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Abstract

The radical-cationic salts based on tetrathiafulvalene derivatives and bis(dicarbollide) transition metal complexes [3,3′-M(1,2-C2B9H11)2]− (M = Co, Ni, Fe, Cr) are promising for the creation of new molecular conductive materials due to the almost unlimited possibilities of their modification. The relationships between the properties of both components of the cation-radical salts, their crystal structure, and electrical and magnetic properties have been analyzed on the basis of the literature and our own data. The effect of various substituents in metallacarborane anions on the structure and physical properties of their radical cation salts based on tetrathiafulvalene and its derivatives has been revealed. Data on the structure and properties of the radical cation salts with other borate anions are presented for comparison.

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References

  1. Williams, J.M., Ferraro, J.R., Thorn, R.J., Carlson, K.D., Geiser, U., Wang, H.H., Kini, A.M., and Whangbo, M.-H., Organic Superconductors (Including Fullerenes: Synthesis, Structure, Properties, and Theory), Englewood Cliffs: Prentice Hall, 1992. 384 p.

    Google Scholar 

  2. Ishiguro, T., Yamaji, K., and Saito, G., Organic Superconductors, Berlin: Springer-Verlag, 1998.

    Book  Google Scholar 

  3. Yamada, J. and Sugimoto, T., TTF Chemistry: Fundamentals and Applications of Tetrathiafulvalene, Tokyo: Kodansha, 2004.

    Book  Google Scholar 

  4. Saito, G. and Yoshida, Y., Bull. Chem. Soc. Japan, 2007, vol. 80, no. 1, p. 1. doi https://doi.org/10.1246/bcsj.80.1

    Article  CAS  Google Scholar 

  5. Saito, G. and Yoshida, Y., Unimolecular and Supra-molecular Electronics, Berlin: Springer-Verlag, 2012, p. 67.

    Google Scholar 

  6. Ardavan, A., Brown, S., Kagoshima, S., Kanoda, K., Kuroki, K., Mori, H., Ogata, M., Uji, S., and Wosnitsa, J., J. Phys. Soc. Japan, 2012, vol. 81, no. 1. 011004. doi https://doi.org/10.1143/JPSJ.81.011004

    Article  Google Scholar 

  7. Day, P. and Underhill, A.E., Metal-Organic and Organic Molecular Magnets, London: The Royal Society, 2000, p. 303.

    Google Scholar 

  8. Coronado, E. and Day, P., Chem. Rev., 2004, vol. 104, no. 11, p. 5419. doi https://doi.org/10.1021/cr030641n

    Article  CAS  Google Scholar 

  9. Schlueter, J.A., Conducting and Magnetic Organo-metallic Molecular Materials, Berlin: Springer-Verlag, 2009, p. 1.

    Book  Google Scholar 

  10. Sivaev, I.B. and Bregadze, V.I., Collect. Czech. Chem. Commun., 1999, vol. 64, no. 5, p. 783. doi https://doi.org/10.1135/cccc19990783

    Article  CAS  Google Scholar 

  11. Sivaev, I.B. and Bregadze, V.I., J. Organomet. Chem., 2000, vols. 614–615, p. 27. doi https://doi.org/10.1016/S0022-328X(00)00610-0

    Article  Google Scholar 

  12. Bregadze, V.I., Timofeev, S.V., Sivaev, I.B., and Lobanova, I.A., Russ. Chem. Rev., 2004, vol. 73, no. 5, p. 433. doi https://doi.org/10.1070/RC2004v073n05ABEH000868

    Article  CAS  Google Scholar 

  13. Dash, B.P., Satapathy, R., Swain, B.R., Mahanta, C.S., Jena, B.B., and Hosmane, N.S., J. Organomet. Chem., 2017, vols. 849–850, p. 170. doi https://doi.org/10.1016/j.jorganchem.2017.04.006

    Article  Google Scholar 

  14. Yan, Y.-K. and Mingos, D.M.P., Chem. Soc. Rev., 1995, vol. 24, no. 3, p. 203. doi https://doi.org/10.1039/CS9952400203

    Article  CAS  Google Scholar 

  15. Bregadze, V., Sivaev, I., Lobanova, I., Kazheva, O., Alexandrov, G., Kravchenko, A., Starodub, V., Buravov, L., Titov, L., and Dyachenko, O., J. Chem. Sci., 2010, vol. 122, no. 1, p. 37. doi https://doi.org/10.1007/s12039-010-0002-2

    Article  CAS  Google Scholar 

  16. Bregadze, V.I., Dyachenko, O.A., Kazheva, O.N., Kravchenko, A.V., Sivaev, I.B., and Starodub, V.A., CrystEngComm., 2015, vol. 17, no. 26, p. 4754. doi https://doi.org/10.1039/C5CE00835B

    Article  CAS  Google Scholar 

  17. Forward, J.M., Mingos, D.M.P., Miller, T.E., Williams, D.J., and Yan, Y.-K., J. Organomet. Chem., 1994, vol. 467, no. 2, p. 207. doi https://doi.org/10.1016/0022-328X(94)80007-3

    Article  CAS  Google Scholar 

  18. Kazheva, O.N., Chekhlov, A.N., Alexandrov, G.G., Buravov, L.I., Kravchenko, A.V., Starodub, V.A., Sivaev, I.B., Bregadze, V.I., and Dyachenko, O.A., J. Organomet. Chem., 2006, vol. 691, no. 20, p. 4225. doi https://doi.org/10.1016/j.jorganchem.2006.06.027

    Article  CAS  Google Scholar 

  19. Juarez-Perez, E.J., Nuñez, R., Viñas, C., Sillanpää, R., and Teixidor, F., Eur. J. Inorg. Chem., 2010, no. 16, p. 2385. doi https://doi.org/10.1002/ejic.201000157

  20. Bühl, M., Holub, J., Hnyk, D., and Machaček, J., Organometallics, 2006, vol. 25, no. 9, p. 2173. doi https://doi.org/10.1021/om051025f

    Article  Google Scholar 

  21. Zhang, T., Zhu, L., Tian, Z., and Wang, J., J. Phys. Chem. (C), 2011, vol. 115, no. 30, p. 14542. doi https://doi.org/10.1021/jp202531c

    Article  CAS  Google Scholar 

  22. Kazheva, O.N., Alexandrov, G.G., Kravchenko, A.V., Starodub, V.A., Lobanova, I.A., Sivaev, I.B., Bregadze, V.I., Titov, L.V., Buravov, L.I., and Dyachenko, O.A., J. Organomet. Chem., 2009, vol. 694, no. 15, p. 2336. doi https://doi.org/10.1016/j.jorganchem.2009.03.035

    Article  CAS  Google Scholar 

  23. Kazheva, O.N., Alexandrov, G.G., Kravchenko, A.V., Starodub, V.A., Zhigsreva, G.G., Sivaev, I.B., Bregadze, V.I., Buravov, L.I., Titov, L.V., and Dyachenko, O.A., Russ. Chem. Bull., 2010, vol. 59, no. 6, p. 1137. doi https://doi.org/10.1007/s11172-010-0216-y

    Article  CAS  Google Scholar 

  24. Yan, Y.-K., Mingos, D.M.P., Kurmoo, M., Li, W.-S., Scowen, I.J., McPartlin, M., Coomber, A.T., and Friend, R.H., Chem. Commun., 1995, no. 10, p. 997. doi https://doi.org/10.1039/C39950000997

  25. Kazheva, O.N., Alexandrov, G.G., Kravchenko, A.V., Starodub, V.A., Lobanova, I.A., Kosenko, I.D., Sivaev, I.B., Bregadze, V.I., Buravov, L.I., and Dyachenko, O.A., Crystals, 2012, vol. 2, no. 1. 43. doi https://doi.org/10.3390/cryst2010043

    Article  CAS  Google Scholar 

  26. Kazheva, O., Alexandrov, G., Kravchenko, A., Starodub, V., Lobanova, I., Sivaev, I., Bregadze, V., Buravov, L., and Dyachenko, O., Solid State Sci., 2008, vol. 10, no. 12, p. 1734. doi https://doi.org/10.1016/j.solidstatesciences.2008.03.016

    Article  CAS  Google Scholar 

  27. Kazheva, O., Alexandrov, G., Kravchenko, A., Starodub, V., Lobanova, I., Sivaev, I., Bregadze, V., Buravov, L., and Dyachenko, O., Adv. Sci. Technol., 2008, vol. 54, p. 331. doi https://doi.org/10.4028/www.scientific.net/AST.54.331.

    Article  CAS  Google Scholar 

  28. Kazheva, O.N., Kravchenko, A.V., Kosenko, I.D., Alexandrov, G.G., Chudak, D.M., Starodub, V.A., Lobanova, I.A., Bregadze, V.I., Buravov, L.I., Protasova, S.G., and Dyachenko, O.A., J. Organomet. Chem., 2017, vols. 849–850, p. 261. doi https://doi.org/10.1016/j.jorganchem.2017.03.010

    Article  Google Scholar 

  29. Kazheva, O.N., Alexandrov, G.G., Kravchenko, A.V., Kosenko, I.D., Lobanova, I.A., Sivaev, I.B., Filippov, O.A., Shubina, E.S., Bregadze, V.I., Starodub, V.A., Titov, L.V., Buravov, L.I., and Dyachenko, O.A., Inorg. Chem., 2011, vol. 50, no. 2, p. 444. doi https://doi.org/10.1021/ic101168b

    Article  CAS  Google Scholar 

  30. Kazheva, O.N., Alexandrov, G.G., Kravchenko, A.V., Sivaev, I.B., Starodub, V.A., Kosenko, I.D., Lobanova, I.A., Bregadze, V.I., Buravov, L.I., and Dyachenko, O.A., J. Chem. Eng. Chem. Res., 2015, vol. 2, no. 2, p. 497.

    CAS  Google Scholar 

  31. Yan, Y.-K., Mingos, D.M.P., Williams, D.J., and Kurmoo, M., J. Chem. Soc., Dalton Trans., 1995, no. 19, p. 3221. doi https://doi.org/10.1039/DT9950003221

  32. Čižmar, E., Šoltesova, D., Kazheva, O.N., Alexandrov, G.G., Kravchenko, A.V., Chekulaeva, L.A., Kosenko, I.D., Sivaev, I.B., Bregadze, V.I., Fedorchenko, A.V., Starodub, V.A., Buravov, L.I., Dyachenko, O.A., and Feher, A., Trans. Met. Chem., 2018. doi https://doi.org/10.1007/s11243-018-0253-1

  33. Kazheva, O.N., Alexandrov, G.G., Kravchenko, A.V., Sivaev, I.B., Kosenko, I.D., Lobanova, I.A., Kajňakova, M., Buravov, L.I., Bregadze, V.I., Feher, A., Starodub, V.A., and Dyachenko, O.A., Inorg. Chem. Commun., 2012, vol. 15, p. 106. doi https://doi.org/10.1016/j.inoche.2011.10.002

    Article  CAS  Google Scholar 

  34. Kazheva, O.N., Alexandrov, G.G., Kravchenko, A.V., Starodub, V.A., Sivaev, I.B., Lobanova, I.A., Bregadze, V.I., Buravov, L.I., and Dyachenko, O.A., J. Organomet. Chem., 2007, vol. 692, no. 22, p. 5033. doi https://doi.org/10.1016/j.jorganchem.2007.07.034

    Article  CAS  Google Scholar 

  35. Mori, T., Bull. Chem. Soc. Japan, 1998, vol. 71, no. 11, p. 2509. doi https://doi.org/10.1246/bcsj.71.2509

    Article  CAS  Google Scholar 

  36. Kazheva, O.N., Kravchenko, A.V., Alexandrov, G.G., Sivaev, I.B., Bregadze, V.I., Kosenko, I.D., Lobanova, I.A., Buravov, L.I., Starodub, V.A., and Dyachenko, O.A., Russ. Chem. Bull., 2014, vol. 63, no. 6, p. 1322. doi https://doi.org/10.1007/s11172-014-0598-3

    Article  CAS  Google Scholar 

  37. Kazheva, O.N., Kravchenko, A.V., Alexandrov, G.G., Kosenko, I.D., Lobanova, I.A., Buravov, L.I., Protasova, S.G., Starodub, V.A., and Dyachenko, O.A., Russ. Chem. Bull., 2016, vol. 65, no. 9, p. 2195. doi https://doi.org/10.1007/s11172-016-1567-9

    Article  CAS  Google Scholar 

  38. Mori, T., Mori, H., and Tanaka, S., Bull. Chem. Soc. Japan, 1999, vol. 72, no. 2, p. 179. doi https://doi.org/10.1246/bcsj.72.179

    Article  CAS  Google Scholar 

  39. Kazheva, O.N., Chudak, D.M., Shilov, G.V., Komissarova, E.A., Kosenko, I.D., Kravchenko, A.V., Shilova, I.A., Shklyaeva, E.V., Abashev, G.G., Sivaev, I.B., Starodub, V.A., Buravov, L.I., Bregadze, V.I., and Dyachenko, O.A., J. Organomet. Chem., 2018, vol. 867, p. 375. doi https://doi.org/10.1016/j.jorganchem.2018.01.050

    Article  CAS  Google Scholar 

  40. Rosokha, S.V. and Kochi, J.K., J. Am. Chem. Soc., 2007, vol. 129, no. 4, p. 828. doi https://doi.org/10.1021/ja064166x

    Article  CAS  Google Scholar 

  41. Gimenez-Saiz, C., Slawin, A.M.Z., and Woollins, J.D., CrystEngComm., 2002, vol. 4, no. 15, p. 84. doi https://doi.org/10.1039/b111262g

    Article  CAS  Google Scholar 

  42. Gimenez-Saiz, C., Woollins, J.D., Slawin, A.M.Z., Coronado, E., Martinez-Agudo, J.M., Gomez-Garcia, C.J., and Robertson, N., Mol. Cryst. Liq. Cryst., 1999, vol. 335, p. 43. doi https://doi.org/10.1080/10587259908028850

    Article  Google Scholar 

  43. Kravchenko, A.V., Timofeev, S.V., Kazheva, O.N., Alexandrov, G.G., Sivaev, I.B., Bregadze, V.I., Starodub, V.A., Buravov, L.I., and Dyachenko, O.A., Inorg. Chem. Commun., 2013, vol. 33, p. 109. doi https://doi.org/10.1016/j.inoche.2013.04.012

    Article  CAS  Google Scholar 

  44. Armbruster, K., Bele, P., Brunner, H., Benming, C., Dahm, S., Geiger, R., Heinen, I., Keller, H.J., and Schweitzer, D., Synth. Met., 1991, vol. 42, nos. 1–2, p. 2025. doi https://doi.org/10.1016/0379-6779(91)92005-3

    Article  CAS  Google Scholar 

  45. Miyazaki, A., Ichikawa, I., Enoki, T., and Saito, G., Bull. Chem. Soc. Japan, 1997, vol. 70, no. 11, p. 2647. doi https://doi.org/10.1246/bcsj.70.2647

    Article  CAS  Google Scholar 

  46. Brooks, A.C., Martin, L., Day, P., Lopes, E.B., Almeida, M., Kikuchi, K., Fujita, W., Sasamori, K., Aktusu, H., and Wallis, J.D., Dalton Trans., 2013, vol. 42, no. 18, p. 6645. doi https://doi.org/10.1039/c3dt32430c

    Article  CAS  Google Scholar 

  47. Lopez, J.R., Martin, L., Wallis, J.D., Akutsu, H., Nakazawa, Y., Yamada, J., Kadoya, T., Coles, S.J., and Wilson, C., Dalton Trans., 2016, vol. 45, no. 22, p. 9285. doi https://doi.org/10.1039/c6dt01038e

    Article  CAS  Google Scholar 

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Authors and Affiliations

  1. A.N. Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences, ul. Vavilova 28, Moscow, 119991, Russia

    V. I. Bregadze, I. D. Kosenko & I. B. Sivaev

  2. Institute of Problems of Chemical Physics, Russian Academy of Sciences, Chernogolovka, Russia

    O. A. Dyachenko & O. N. Kazheva

  3. V.N. Karazin Kharkiv National University, Kharkov, Ukraine

    A. V. Kravchenko

  4. Jan Kochanowski University, Kielce, Poland

    V. A. Starodub

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  1. V. I. Bregadze
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  2. O. A. Dyachenko
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  3. O. N. Kazheva
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  4. I. D. Kosenko
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  5. A. V. Kravchenko
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  6. I. B. Sivaev
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Correspondence to I. B. Sivaev.

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Russian Text © The Authors(s), 2019, published in Zhurnal Obshchei Khimii, 2019, Vol. 89, No. 5, pp. 786–804.

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Bregadze, V.I., Dyachenko, O.A., Kazheva, O.N. et al. Electroconducting Radical-Cation Salts Based on Tetrathiafulvalene Derivatives and Transition Metals Bis(dicarbollides). Russ J Gen Chem 89, 971–987 (2019). https://doi.org/10.1134/S1070363219050177

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