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Coordination chemistry of anticrowns. Complexation of cyclic trimeric perfluoro-o-phenylenemercury (o-C6F4Hg)3 with compounds containing an active methylene group

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Abstract

The reactions of three-mercury anticrown (o-C6F4Hg)3 (1) with acetoacetic ester (AE), malonic ester (ME), and malonodinitrile (MN) afford 1: 1 complexes {[(o-C6F4Hg)3](AE)} (3), {[(o-C6F4Hg)3](ME)} (4), and {[(o-C6F4Hg)3](MN)} (5). The structures of complexes 3–5 were determined by X-ray diffraction analysis. Complex 3 has a discrete structure in the solid state, whereas complexes 4 and 5 form in the crystal extended stacks representing polydecker sandwiches with alternating molecules of 1 and ME or MN. According to the X-ray diffraction and IR spectral data, the molecule of AE in complex 3 is in the keto form.

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References

  1. V. B. Shur, I. A. Tikhonova, in Encyclopedia of Supramolecular Chemistry, Eds J. L. Atwood, J. W. Steed, Marcel Dekker, Inc., New York, 2004, p. 68.

  2. T. W. Wedge, M. F. Hawthorne, Coord. Chem. Rev., 2003, 240, 111.

    Article  CAS  Google Scholar 

  3. V. B. Shur, I. A. Tikhonova, Russ. Chem. Bull. (Int. Ed.), 2003, 52, 2539 [Izv. Akad. Nauk, Ser. Khim., 2003, 2401].

    Article  CAS  Google Scholar 

  4. M. R. Haneline, R. E. Taylor, F. P. Gabbaï, Chem. Eur. J., 2003, 21, 5188.

    Article  Google Scholar 

  5. T. J. Taylor, C. N. Burres, F. P. Gabbaï, Organometallics, 2007, 26, 5252.

    Article  CAS  Google Scholar 

  6. J. D. Wuest, Acc. Chem. Res., 1999, 32, 81.

    Article  CAS  Google Scholar 

  7. M. F. Hawthorne, Z. Zheng, Acc. Chem. Res., 1997, 30, 267.

    Article  CAS  Google Scholar 

  8. I. A. Tikhonova, K. I. Tugashov, F. M. Dolgushin, A. A. Yakovenko, P. V. Petrovskii, G. G. Furin, A. P. Zaraisky, V. B. Shur, J. Organomet. Chem., 2007, 692, 953.

    Article  CAS  Google Scholar 

  9. I. A. Tikhonova, K. I. Tugashov, F. M. Dolgushin, P. V. Petrovskii, V. B. Shur, Organometallics, 2007, 26, 5193.

    Article  CAS  Google Scholar 

  10. V. B. Elbjeirami, C. N. Burress, F. P. Gabbaï, M. A. Omary, J. Phys. Chem. C, 2007, 111, 9522.

    Article  CAS  Google Scholar 

  11. T. J. Taylor, O. Elbjeirami, C. N. Burress, M. Tsunoda, M. I. Bodine, M. A. Omary, F. P. Gabba-, J. Inorg. Organomet. Polym., 2008, 18, 175.

    Article  CAS  Google Scholar 

  12. V. N. Tsupreva, O. A. Filippov, F. M. Dolgushin, K. I. Tugashov, A. I. Krylova, V. I. Bragin, I. A. Tikhonova, V. B. Shur, L. M. Epshtein, E. S. Shubina, Russ. Chem. Bull. (Int. Ed.), 2008, 57, 2540 [Izv. Akad. Nauk, Ser. Khim., 2008, 2489].

    Article  CAS  Google Scholar 

  13. I. A. Tikhonova, K. I. Tugashov, F. M. Dolgushin, A. A. Korlyukov, P. V. Petrovskii, Z. S. Klemenkova, V. B. Shur, J. Organomet. Chem., 2009, 694, 2604.

    Article  CAS  Google Scholar 

  14. I. A. Tikhonova, D. A. Gribanyov, K. I. Tugashov, F. M. Dolgushin, A. F. Smolýakov, A. S. Peregudov, Z. S. Klemenkova, V. B. Shur, Organometallics, 2009, 28, 6567.

    Article  CAS  Google Scholar 

  15. A. S. Filatov, E. A. Jackson, L. T. Scott, M. A. Petrukhina, Angew. Chem., Int. Ed., 2009, 48, 8473.

    Article  CAS  Google Scholar 

  16. I. A. Tikhonova, D. A. Gribanyov, K. I. Tugashov, F. M. Dolgushin, A. S. Peregudov, D. Yu. Antonov, V. I. Rosenberg, V. B. Shur, J. Organomet. Chem., 2010, 695, 1949.

    Article  CAS  Google Scholar 

  17. I. A. Tikhonova, D. A. Gribanyov, K. I. Tugashov, F. M. Dolgushin, A. F. Smolýakov, A. S. Peregudov, Z. S. Klemenkova, V. B. Shur, ARKIVOC, 2011, 172.

    Google Scholar 

  18. A. S. Filatov, A. K. Greene, E. A. Jackson, L. T. Scott, M. A. Petrukhina, J. Organomet. Chem., 2011, 696, 2877.

    Article  CAS  Google Scholar 

  19. P. Sartory, A. Golloch, Chem. Ber., 1968, 101, 2004.

    Article  Google Scholar 

  20. M. C. Ball, D. S. Brown, A. G. Massey, D. A. Wickens, J. Organomet. Chem., 1981, 206, 265.

    Article  CAS  Google Scholar 

  21. A. P. Zaraisky, O. I. Kachurin, L. I. Velichko, I. A. Tikhonova, G. G. Furin, V. B. Shur, J. Molec. Cat. A: Chemical, 2005, 231, 103.

    Article  CAS  Google Scholar 

  22. I. A. Tikhonova, F. M. Dolgushin, A. A. Yakovenko, K. I. Tugashov, P. V. Petrovskii, G. G. Furin, V. B. Shur, Organometallics, 2005, 24, 3395.

    Article  CAS  Google Scholar 

  23. Z. Yan, I. A. Tikhonova, Z. Zhou, V. B. Shur, Y. Wu, Anal. Lett., 2005, 38, 377.

    Article  CAS  Google Scholar 

  24. I. A. Tikhonova, A. A. Yakovenko, K. I. Tugashov, F. M. Dolgushin, V. V. Novikov, M. Yu. Antipin, V. B. Shur, Organometallics, 2006, 25, 6155.

    Article  CAS  Google Scholar 

  25. O. A. Reutov, A. L. Kurz, K. P. Butin, Organicheskaya khimiya [Organic Chemistry], Part 3, Binom, Moscow, 2004, 93.

    Google Scholar 

  26. A. J. Canty, G. B. Deacon, Inorg. Chim. Acta, 1980, 45, L 255.

    Article  Google Scholar 

  27. P. Pyykkö, M. Straka, Phys. Chem. Chem. Phys., 2000, 2, 2489.

    Article  Google Scholar 

  28. S. S. Batsanov, Zh. Neorg. Khim., 1991, 36, 3015 [Russ. J. Inorg. Chem. (Engl. Transl.), 1991, 36].

    CAS  Google Scholar 

  29. S. C. Nyborg, C. H. Faerman, Acta Crystallogr., Sect. B, 1985, 41, 274.

    Article  Google Scholar 

  30. F. H. Allen, O. Kennard, D. G. Watson, L. Brammer, A. G. Orpen, R. Taylor, J. Chem. Soc., Perkin Trans. 2, 1987, S1.

    Google Scholar 

  31. I. A. Tikhonova, F. M. Dolgushin, K. I. Tugashov, G. G. Furin, P. V. Petrovskii, V. B. Shur, Russ. Chem. Bull. (Int. Ed.), 2001, 50, 1673 [Izv. Akad. Nauk, Ser. Khim., 2001, 1595].

    Article  CAS  Google Scholar 

  32. J. B. King, M. R. Haneline, M. Tsunoda, F. P. Gabbaï, J. Am. Chem. Soc., 2002, 124, 9350.

    Article  CAS  Google Scholar 

  33. R. A. Walton. Quart. Revs., 1965, 19, 126.

    Article  CAS  Google Scholar 

  34. K. F. Purcell, R. S. Drago, J. Am. Chem. Soc., 1966, 88, 919.

    Article  CAS  Google Scholar 

  35. C. Reichardt, Solvents and Solvent Effects in Organic Chemistry, Weinheim, 1988.

    Google Scholar 

  36. B. Cordero, V. Gómez, A. E. Platero-Prats, M. Revés, J. Echeverría, E. Cremades, F. Barragán, S. Alvarez, Dalton Trans., 2008, 2832.

    Google Scholar 

  37. X. Yang, Z. Zheng, C. B. Knobler, M. F. Hawthorne, J. Am. Chem. Soc., 1993, 115, 193.

    Article  CAS  Google Scholar 

  38. A. A. Zinn, Z. Zheng, C. B. Knobler, M. F. Hawthorne, J. Am. Chem. Soc., 1996, 118, 70.

    Article  CAS  Google Scholar 

  39. I. A. Tikhonova, F. M. Dolgushin, A. I. Yanovsky, Z. A. Starikova, P. V. Petrovskii, G. G. Furin, V. B. Shur, J. Organomet. Chem., 2000, 613, 60.

    Article  CAS  Google Scholar 

  40. Yu. K. Grishin, Yu. A. Strelenko, L. A. Margulis, Yu. A. Ustynyuk, L. S. Golovchenko, A. S. Peregudov, D. N. Kravtsov, Dokl. Akad. Nauk SSSR, 1979, 249, 892 [Dokl. Chem. (Engl. Transl.), 1979].

    CAS  Google Scholar 

  41. SMART V5.051 and SAINT V5.00, Area Detector Control and Integration Software, Bruker AXS Inc., Madison, WI-53719, USA, 1998.

  42. G. M. Sheldrick, SADABS, Bruker AXS Inc., Madison, WI-53719, USA, 1997.

    Google Scholar 

  43. G. M. Sheldrick, Acta Cryst., 2008, A64, 112.

    Article  Google Scholar 

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Authors and Affiliations

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

    I. A. Tikhonova, A. A. Yakovenko, K. I. Tugashov, F. M. Dolgushin, P. V. Petrovskii, M. Kh. Minacheva, B. N. Strunin & V. B. Shur

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  1. I. A. Tikhonova
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  2. A. A. Yakovenko
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  3. K. I. Tugashov
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  4. F. M. Dolgushin
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  5. P. V. Petrovskii
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  6. M. Kh. Minacheva
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  7. B. N. Strunin
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  8. V. B. Shur
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Correspondence to V. B. Shur.

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Dedicated to the Academician of the Russian Academy of Sciences I. P. Beletskaya on the occasion of her birthday.

Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 3, pp. 0710–0715, March, 2013.

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Tikhonova, I.A., Yakovenko, A.A., Tugashov, K.I. et al. Coordination chemistry of anticrowns. Complexation of cyclic trimeric perfluoro-o-phenylenemercury (o-C6F4Hg)3 with compounds containing an active methylene group. Russ Chem Bull 62, 710–715 (2013). https://doi.org/10.1007/s11172-013-0097-y

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  • DOI: https://doi.org/10.1007/s11172-013-0097-y

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